Reagents
15-cr-5: 1
18-cr-6: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14
9-BBN: 1
9-BBN-Br: 1
9-BBN-H: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10
9-BBN-I: 1,
2
9-BBN-OMe: 1,
2
9-BBN-OTf: 1
9-BBN-R: 1
Ac2O - see: Acetic anhydride
AcCl - see: Acetyl chloride
Acetaldehyde: 1,
2,
3,
4,
5,
6
Acetamide, trifluoro: 1
Acetate - see: AgOAc, B(OAc)
3, Cu(OAc)
2, CsOAc, Hg(OAc)
2, Pb(OAc)
4, Mn(OAc)
3, Rh
2(OAc)
4
Acetate, ammonium: 1,
2,
3
Acetate, cesium: 1,
2,
3
Acetate, ortho - see: Orthoacetate
Acetate, potassium: 1,
2,
3
Acetate, sodium: 1,
2,
3,
4,
5
Acetic acid: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30,
31,
32,
33,
34,
35,
36,
37,
38,
39,
40,
41,
42,
43,
44,
45,
46,
47,
48,
49,
50,
51,
52,
53,
54,
55,
56,
57,
58,
59,
60
Acetic acid, trifluoro: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30,
31,
32,
33,
34,
35,
36,
37,
38,
39,
40,
41,
42,
43,
44,
45
Acetic anhydride: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27
Acetic anhydride, NEt3: 1,
2,
3,
4,
5,
6
Acetic anhydride, Py: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13
Acetic anhydride, trifluoro: 1,
2,
3,
4,
5,
6,
7,
8,
9
Acetoacetate: 1,
2,
3,
4,
5
Acetone: 1
Acetone (react): 1,
2,
3,
4,
5,
6,
7,
8,
9
Acetone (solvent): 1,
2,
3,
4,
5
Acetone (solvent) - see: Keywords - Finkelstein
Acetone dicarboxylate: 1
Acetonitrile (solvent): 1,
2,
3,
4,
5,
6,
7
Acetonitrile, trichloro: 1,
2,
3
Acetyl chloride: 1,
2,
3,
4,
5
Acetyl chloride, trichoro: 1
Acetylene dicarboxylate: 1
AcOCHO - see: Formic acetic anhydride
AcOH - see: Acetic acid
Acrolein: 1,
2,
3,
4,
5,
6,
7
Acrylamide: 1
Acrylate: 1,
2,
3,
4,
5,
6,
7,
8,
9
Acrylonitrile: 1,
2,
3
Acryloyl-Cl: 1,
2,
3,
4,
5,
6,
7
AcSH - see: HS-Ac
AD-Mix: 1,
2,
3
Ag(O2CCF3)2: 1
Ag2CO3: 1
Ag2O: 1,
2,
3,
4,
5,
6,
7,
8
Ag3PO4: 1
AgBF4 : 1
AgClO4: 1
AgNO3: 1,
2,
3,
4,
5,
6,
7
AgOAc: 1
AgOCOCF3: 1
AgPF6: 1
AIBN: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30
Al(Hg): 1,
2,
3,
4
Al(OiPr)3: 1,
2
Al(SiMe3)3: 1
Al2O3: 1,
2,
3,
4,
5,
6,
7,
8
AlCl3: 1,
2,
3,
4
AlEt2-Cl: 1,
2
AlEt2-CN: 1,
2,
3,
4
AlEt2-SnBu3 - see: SnBu
3-AlEt
2
AlEt3: 1,
2
AlEtCl2: 1,
2,
3
AlH(OtBu)3-Li+: 1,
2
AlH(OMe)3-Li+: 1
AlH2(OR)2-Na+: 1,
2,
3,
4,
5,
6,
7
AlH3: 1,
2,
3,
4
AlH4-Li+: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30,
31,
32,
33,
34,
35,
36,
37,
38,
39,
40,
41,
42,
43,
44,
45,
46,
47,
48,
49,
50,
51,
52,
53,
54,
55,
56,
57,
58,
59,
60,
61,
62,
63,
64,
65,
66,
67,
68,
69,
70,
71,
72,
73,
74,
75,
76,
77,
78,
79,
80,
81,
82,
83,
84,
85,
86,
87,
88,
89,
90,
91,
92,
93,
94,
95,
96,
97,
98,
99,
100,
101,
102,
103,
104,
105,
106,
107,
108,
109,
110,
111,
112,
113,
114,
115,
116,
117,
118,
119,
120,
121,
122,
123,
124,
125
AlHiBu2: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30,
31,
32,
33,
34,
35,
36,
37,
38,
39,
40,
41,
42,
43,
44,
45,
46,
47,
48,
49,
50,
51,
52,
53,
54,
55,
56,
57,
58,
59,
60,
61,
62,
63,
64,
65,
66,
67,
68,
69,
70,
71,
72,
73,
74,
75,
76,
77,
78,
79,
80,
81,
82,
83,
84,
85,
86,
87,
88,
89,
90,
91,
92,
93,
94,
95,
96,
97,
98,
99,
100,
101,
102,
103,
104,
105,
106,
107,
108
Alkenyl-X - see: Vinyl-X
Alkyl-B: 1,
2,
3,
4
Alkyl-Cu: 1,
2
Alkyl-Cu - see: Keywords - Cu-Alkyl
Alkyl-Li: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14
Alkyl-MgX: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27
Alkyl-SnR3: 1,
2
Alkyl-ZnX: 1,
2,
3
Alkynyl-Br: 1
Alkynyl-BR2: 1,
2,
3
Alkynyl-CeX2: 1
Alkynyl-Li: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29
Alkynyl-MgX: 1,
2,
3,
4,
5,
6,
7
Alkynyl-Na: 1,
2
Alkynyl-SiR3: 1,
2,
3,
4,
5,
6,
7
Alkynyl-SnR3: 1,
2,
3
Alkynyl-ZnX: 1,
2,
3,
4,
5,
6
Allenyl-AlR2: 1
Allenyl-BR2: 1,
2,
3
Allenyl-Li: 1,
2,
3,
4,
5
Allenyl-MgX: 1
Allenyl-SiR3: 1,
2
Allenyl-SnR3: 1,
2,
3
Allenyl-Ti: 1
Allenyl-ZnX: 1
Allyl-B(Ipc)2: 1,
2,
3,
4,
5,
6,
7
Allyl-B(Ipc)2 - see: Crotyl-B(Ipc)
2
Allyl-B(tartrate): 1,
2
Allyl-Br: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23
Allyl-BR2: 1,
2,
3
Allyl-Cl: 1,
2,
3,
4,
5,
6
Allyl-Cuprate: 1
Allyl-I: 1,
2,
3,
4
Allyl-In: 1
Allyl-Li: 1,
2,
3,
4,
5
Allyl-MgX: 1,
2,
3,
4,
5,
6
Allyl-MgX - see: Crotyl-MgX
Allyl-NH2: 1
Allyl-OAc: 1
Allyl-OH: 1
Allyl-Phosphate: 1
Allyl-PPh2: 1
Allyl-SiR3: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10
Allyl-SnR3: 1,
2,
3,
4,
5,
6
Allyl-ZnX: 1
AlMe2-SeMe - see: SeMe-AlMe
2
AlMe2-Cl: 1,
2
AlMe2-NEt2: 1
AlMe2-NH2: 1
AlMe3: 1,
2,
3,
4,
5,
6,
7,
8,
9
AlMe3 - see: NMe(OMe)AlMe
2
AlMeCl2: 1
Aluminum hydrides - see: AlH
3; BINAL-H; AlH
iBu
2; AlH
4-Li
+; AlH(O
tBu)
3-Li
+; AlH
3OEt
-Li
+; AlH
2(OR)
2-Na
+
Amalgam - see: Al(Hg), Na(Hg), Mg(Hg)
Amberlite: 1
Amine - see: NH
2R; NHR
2; NR
3
Amine oxide - see: NMO; RuO
4-Pr
4N
+, NMO; NMe
3(O)
Ammonia - see: NH
3
Ammonium - see: NH
4X; Bu
4NX
Amyl nitrite: 1
Aryl-Li: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11
Aryl-Li - also see: Furyl-Li; Pyridyl-Li; Pyrrolyl-Li
Aryl-MgX: 1,
2,
3,
4,
5,
6
Aryl-SnR3: 1,
2,
3
AsPh3: 1,
2,
3,
4,
5,
6
AuClPPh3: 1
Azide, Bu4N+: 1
Azide, diphenylphosphoryl: 1,
2,
3,
4
Azide, methanesulfonyl: 1
Azide, p-nitrophenylsulfonyl: 1
Azide, sodium: 1,
2,
3,
4
Azide, tosyl: 1,
2
Azide, trimethylsilyl: 1
Azide, zinc: 1
Aziridine: 1,
2,
3,
4,
5
B(OAc)3: 1
B(OMe)3: 1
B(OMe)Et2: 1
Ba(ClO3)2: 1,
2
Ba(OH)2 - see: Hydroxide, barium
Baker's yeast: 1
BaMnO4 - see: Permanganate, barium
Barton ester - see: Mercaptopyridine-N-oxide
BBr3: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17
BBrMe2: 1
BCl(c-Hx)2: 1,
2,
3
BCl(Ipc)2: 1,
2,
3
BCl3: 1,
2,
3
Benzaldehyde: 1
Benzoate, cesium: 1
Benzoic acid: 1
Benzoic acid, p-nitro: 1,
2
Benzoyl chloride: 1,
2,
3,
4,
5,
6
Benzoyl chloride, 2,4,6-trichloro: 1,
2,
3,
4,
5,
6
Benzoyl peroxide: 1,
2,
3
Benzoyl triflate: 1
Benzyl, p-methoxy - see: PMB
Benzyl-Li: 1,
2
Benzylamine - see: NH
2Bn
BEt3: 1,
2,
3
BF3: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16
BF3·OEt2: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30,
31,
32,
33,
34,
35,
36,
37,
38,
39,
40,
41,
42,
43,
44,
45,
46
BH(Catechol): 1,
2,
3
BH(Ipc)2: 1
BH(OAc)3-Me4N+: 1,
2
BH(OAc)3-Me4N+ : 1,
2,
3
BH(OAc)3-Na+: 1,
2
BH(Pinacol): 1
BH(Siam)2: 1,
2,
3,
4
BH2(Thexyl): 1,
2,
3
BH3: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11
BH3·SMe2: 1,
2,
3,
4,
5,
6
BH3·THF: 1,
2,
3,
4,
5,
6,
7,
8
BH3CN-Na+: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16
BH3NH2-Li+: 1
BH4-Bu4N+ : 1
BH4-Li+: 1,
2,
3,
4,
5,
6,
7,
8,
9
BH4-Na+: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30,
31,
32,
33,
34,
35,
36,
37,
38,
39,
40,
41,
42,
43,
44,
45,
46,
47,
48,
49,
50,
51,
52,
53,
54,
55,
56,
57,
58,
59,
60,
61,
62,
63,
64,
65,
66,
67,
68,
69,
70,
71,
72
BH4-Na+, CeCl3: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13
BH4-Na+, TiCl4: 1
BHsBu3-K+: 1,
2,
3,
4
BHsBu3-Li+: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11
BHCy2: 1
BHEt3-Li+: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10
BHT: 1,
2
Bicarbonate, sodium: 1,
2,
3,
4,
5,
6,
7
Bifluoride, potassium: 1
BINAL-H: 1
BINAP: 1,
2
Binaphthol: 1
Bisulfate, Bu4N+: 1
Bisulfate, potassium: 1
Bisulfate, sodium: 1,
2,
3
BnOC(=NH)CCl3: 1
Boc-Cl: 1
Boc2O: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14
BOP: 1,
2,
3,
4
Borabicyclonane - see: 9-BBN
Boron hydride - see: 9-BBN-H; BH
3; BH(Siam)
2; BH(Ipc)
2; BH(Catechol); BH
3NH
2-Li
+; BH
4-Li
+; BHEt
3-Li
+; BH
sBu
3-Li
+; BH
sBu
3-K
+; BH
3CN
-Na
+; BH
4-Na
+; BH
2(Thexyl); Zn(BH
4)
2
BOTf(c-Hx)2: 1
BOTfBu2: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12
Br-CH2CO2R - see: Bromoacetate
Br2 - see: Bromine
BrCCl3: 1
Bromide - see: BBr
3, CuBr, ZnCl
2
Bromide, Bu4N+: 1,
2
Bromide, lithium: 1,
2,
3,
4,
5,
6,
7,
8,
9
Bromine: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17
Bromine - see: Tribromide, Ammonium; PPh
3, Br
2
Bromoacetaldehyde: 1
Bromoacetate: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16
Bromocyclohexadienone: 1
Bromoethanol: 1,
2
Bromoethylamine: 1
Bromoform - see: CHBr
3
Bromopyruvate: 1,
2
Bu2AlH - see: AlH
iBu
2
Bu2SnH2 - see: HSnBu
2H
Bu2SnO - see: SnBu
2(O)
Bu3P - see: PBu
3
Bu3Sn-X - see: SnBu
3-X
Bu3SnH - see: HSnBu
3
Bu3SnLi - see: LiSnBu
3
Bu4N+ BH4- - see: BH
4-Bu
4N
+
Bu4N+ Br- - see: Bromide, Bu
4N
+
Bu4N+ F- - see: Fluoride, Bu
4N
+
Bu4N+ I- - see: Iodide, Bu
4N
+
Bu4N+ IO4- - see: Periodate, Bu
4N
+
Bu4N+ N3- - see: Azide, Bu
4N
+
Bu4NHSO4 - see: Bisulfate, Bu
4N
+
BuLi(n): 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30,
31,
32,
33,
34,
35,
36,
37,
38,
39,
40,
41,
42,
43,
44,
45,
46,
47,
48,
49,
50,
51,
52,
53,
54,
55,
56,
57,
58,
59,
60,
61,
62,
63,
64,
65,
66,
67,
68,
69,
70,
71,
72,
73,
74,
75,
76,
77,
78,
79,
80,
81,
82,
83,
84,
85,
86,
87,
88,
89,
90,
91,
92,
93,
94,
95,
96,
97,
98,
99,
100,
101
BuLi(n), HMPA: 1,
2,
3,
4
BuLi(sec): 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14
BuLi(sec), TMEDA: 1,
2,
3,
4,
5
BuLi(tert): 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30,
31,
32,
33,
34,
35,
36,
37,
38,
39,
40,
41,
42,
43,
44,
45,
46
BuLi(tert), HMPA: 1,
2
BuLi, KOtBu: 1,
2
BuLi, Sparteine: 1,
2,
3
BuOCl - see: Hypochlorite,
tbutyl
BuOOH - see: Hydroperoxide,
tbutyl
Burgess reagent: 1,
2
BuSH - see: HS-Bu
Butadiene: 1,
2,
3,
4,
5,
6
Butadiene, 1-OR: 1,
2,
3,
4
Butadiene, 1-SnR3: 1
Butadiene, 1-SR: 1
Butadiene, 2-OR: 1,
2,
3
Bz2O2 - see: Benzoyl peroxide
BzCl - see: Benzoyl chloride
Ca°/NH3: 1,
2,
3
CaCl2 - see: Chloride, calcium
CaCO3 - see: Carbonate, calcium
Camphor oxaziridine - see: Oxaziridine, Camphor
Camphor sulfonic acid: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30,
31
CAN - see: Ceric ammonium nitrate
Carbodiimide: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23
Carbon dioxide - see: CO
2
Carbon monoxide - see: CO; PdX
2, CO
Carbonate - see: Ag
2CO
3;Tl
2CO
3
Carbonate, calcium: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12
Carbonate, cesium: 1,
2,
3,
4,
5
Carbonate, dialkyl - see: O=C(OR)
2
Carbonate, lithium: 1,
2
Carbonate, potassium: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30,
31,
32,
33,
34,
35,
36,
37,
38,
39,
40,
41,
42,
43,
44,
45,
46,
47,
48,
49,
50,
51,
52,
53,
54,
55,
56,
57,
58,
59,
60,
61,
62,
63,
64,
65,
66,
67,
68,
69,
70
Carbonate, sodium: 1,
2,
3,
4,
5,
6,
7,
8
Catechol borane - see: BH(Catechol)
CBr4 - see: PPh
3, CBr
4
CBS (Corey-Bakshi-Shibata) catalyst - see: Corey oxazaborolidine
Cbz-Succinimide: 1
CbzCl: 1
CCl4 - see: PBu
3, CCl
4
Cd/Pb: 1
CdCl2: 1
CeCl3: 1,
2,
3,
4,
5,
6
CeCl3 - see: BH
4-Na
+, CeCl
3
Ceric ammonium nitrate: 1,
2,
3,
4,
5,
6
CF3CH2OH(solvent): 1
CF3CO2Ag - see: AgOCOCF
3
CF3CO2C(O)CF3 - see: Acetic anhydride, trifluoro
CF3CO2H - see: Acetic acid, trifluoro
CF3CONH2 - see: Acetamide, trifluoro
CF3SO3H - see: TfOH
CH2(OMe)2: 1,
2
CH2=C(OLi)(OR): 1,
2,
3,
4
CH2=C(OLi)2: 1,
2
CH2=C(OR)(OSiR'3): 1,
2,
3,
4
CH2=CH-MgBr - see: Vinyl-MgX
CH2=CH-X - see: Vinyl-X
CH2=CHCH2-X - see: Allyl-X
CH2=N2 - see: Diazomethane
CH2=NMe2+I-: 1,
2,
3,
4,
5,
6,
7
CH2=O - see: Formaldehyde
CH2Br2: 1,
2
CH2Br2, LiTMP: 1,
2,
3
CH2Br2, Zn°, TiCl4: 1,
2,
3
CH2I2: 1
CH2I2, Sm: 1
CH2I2, Zn°, ZrCl4: 1
CH2I2, Zn/Ag: 1
CH2I2, Zn/Cu: 1,
2,
3,
4
CH2I2, ZnEt2: 1,
2,
3,
4,
5
CH3CO2H - see: Acetic acid
CHBr3: 1
CHI3: 1,
2,
3,
4,
5
Chiral catalyst: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23
Chloral: 1
Chloramine T - see: TsNClNa
Chloride - see: AlCl
3; AlEt
2-Cl; AlEtCl
2; CuCl; CdCl
2; BCl
3; CrCl
2; FeCl
3; HgCl
2; HfCl
2; RhCl
3; RuCl
3; SbCl
5; SnCl
4; TiCl
4; ZnCl
2; etc
Chloride, ammonium: 1,
2,
3,
4,
5
Chloride, calcium: 1
Chloride, lithium: 1,
2,
3,
4,
5,
6,
7,
8,
9
Chloride, sodium: 1,
2,
3
Chlorite, sodium: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12
Chloroacetate: 1
Chloroacetic acid: 1
Chloroacetyl-Cl: 1,
2
Chlorocarbonate - see: O=C(OR)Cl
Chloroethyl chloroformate - see: O=C(OR)Cl
Chloroformate - see: O=C(OR)Cl
Chloromethyl ether - see: Cl-CH
2-OR
Citric acid: 1,
2
Cl-CH2-OR: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18
Cl-CH2CO2R - see: Chloroacetate
Cl-CO2R - see: O=C(OR)Cl
Cl2C=O - see: O=CCl
2
Cl2CH-OMe: 1
CO: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10
CO - see: PdX
2, CO
CO2: 1,
2,
3,
4,
5,
6,
7
COCl2 - see: O=CCl
2
CoCp(CO)2: 1
Collidine: 1,
2,
3
Collin's reagent - see: CrO
3·2Py
Comins reagent - see:Tf
2N-2-Py-5-Cl
Corey diazaborolidine: 1,
2
Corey oxazaborolidine: 1,
2,
3,
4,
5,
6
Corey-Kim - see: Me
2S·Cl
2
Cp2ZrClH - see: ZrCp
2ClH
CpCo(CO)2 - see: CoCp(CO)
2
Cr(CO)6 - see: BuOOH, Cr(CO)
6
Cr2O7·2ImH: 1
Cr2O7·2PyH (PDC): 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19
CrCl2: 1,
2,
3,
4,
5,
6,
7,
8
CrO3: 1,
2,
3,
4,
5
CrO3·Py2 (Collins): 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16
CrO3, H2SO4 (Jones): 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30,
31,
32,
33,
34
CrO3Cl·PyH (PCC): 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26
CrO4Na2: 1
Crotonaldehyde: 1,
2,
3,
4
Crotonate: 1,
2,
3
Crotyl - see: Allyl
Crotyl-B(Ipc)2: 1,
2,
3,
4,
5,
6,
7,
8,
9
Crotyl-B(tartrate): 1,
2,
3
Crotyl-MgX: 1
Crotyl-SiR3: 1
Crotyl-SnR3: 1
Crown - see: 18-cr-6
CS2: 1,
2,
3,
4,
5,
6,
7
Cs2CO3 - see: Carbonate, cesium
CSA - see: Camphor sulfonic acid
CsF - see: Fluoride, cesium
CsOAc - see: Acetate, cesium
CsOBz - see: Benzoate, cesium
CsOH - see: Hydroxide, cesium
Cu(acac)2: 1
Cu(OAc)2: 1,
2,
3,
4,
5,
6
Cu(OTf)2: 1,
2,
3
Cu(SiMe2Ph)2Li: 1,
2
CuBr: 1,
2,
3
CuBr·SMe2: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11
CuCl: 1,
2,
3,
4,
5,
6,
7,
8,
9
CuCl2: 1,
2,
3
CuCN: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14
CuI: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26
CuI·PBu3: 1,
2,
3
CuI·SMe2: 1,
2
CuO: 1
CuOC(O)R: 1
CuOTf: 1,
2
Cuprate - see: LiCuMe
2; LiCuEt
2; Vinyl-Cu; Allyl-Cu; Cu salts; Keywords - Cu-R
CuSO4: 1,
2,
3
CuSPh: 1,
2
Cyanide - see: AlEt
2-CN; AlMe
2-CN
Cyanide, potassium: 1,
2,
3,
4,
5,
6,
7
Cyanide, sodium: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13
Cyanide, trimethylsilyl: 1,
2,
3,
4,
5
Cyanide, zinc: 1
Cyanoborohydride - see: BH
3CN
-Na
+
Cyclohexadiene: 1
Cyclopentadiene: 1,
2,
3
Cyclopentadienide: 1,
2,
3
DBN: 1
DBU: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30,
31,
32,
33,
34,
35,
36,
37,
38,
39,
40,
41,
42,
43,
44
DCC - see: Carbodiimide
DDQ: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23
DEAD: 1,
2,
3,
4,
5
DEAD - see: PBu
3, DEAD; PPh
3, DEAD
DEET: 1,
2,
3
Dess-Martin: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30,
31,
32,
33,
34,
35,
36,
37,
38,
39,
40,
41,
42,
43,
44,
45,
46,
47,
48,
49,
50,
51,
52,
53,
54,
55,
56,
57,
58,
59,
60,
61,
62,
63,
64,
65,
66,
67,
68,
69
DHP: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10
DIAD: 1,
2,
3
Diazoacetate: 1,
2
Diazoethane: 1
Diazoketone: 1,
2,
3,
4
Diazomethane: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30,
31,
32,
33
Diazomethane, silyl: 1,
2,
3
Diazophosphonate: 1,
2,
3,
4,
5,
6,
7,
8
DIBALH - see: AlH
iBu
2
Diboron pinacolate: 1
Diimide: 1,
2,
3,
4
Diisopinocampheylborane - see: BH(Ipc)
2, Allyl-B(Ipc)
2; Crotyl-B(Ipc)
2
Dimethoxypropane - see: Me
2C(OMe)
2
Dimethyl carbonate - see: O=C(OR)
2
Dimethyl dioxirane - see: Dioxirane
Dimethyl sulfate - see: Me
2SO
4
Dimsyl sodium - see: NaCH
2S(O)CH
3
Dioxirane: 1,
2,
3,
4,
5,
6,
7,
8
DIPAMP: 1
DIPEA - see: NEt
iPr
2
Diphenyl diselenide - see: Diselenide, phenyl
DIPT: 1,
2
Diselenide, phenyl: 1,
2,
3,
4,
5,
6
Disiamyl borane - see: BH(Siam)
2
Disulfide, methyl: 1
Disulfide, phenyl: 1,
2
Disulfide, pyridyl: 1
DMAP: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30,
31,
32,
33,
34,
35,
36,
37,
38,
39,
40,
41,
42,
43,
44,
45,
46,
47,
48,
49
DMAP - see: Acetic anhydride, DMAP
DMDO - see: Dioxirane
DMF (react): 1,
2,
3,
4,
5,
6,
7
DMF (solvent): 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30,
31,
32,
33,
34,
35,
36,
37,
38,
39,
40,
41,
42,
43,
44,
45
DMF dimethylacetal: 1
DMPU (solvent): 1,
2,
3,
4,
5,
6,
7
DMSO (solvent): 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30,
31,
32,
33,
34
DMSO, (CF3CO)2O: 1
DMSO, (COCl)2: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30,
31,
32,
33,
34,
35,
36,
37,
38,
39,
40,
41,
42,
43,
44,
45,
46,
47,
48,
49,
50,
51,
52,
53,
54
DMSO, Ac2O: 1
DMSO, carbodiimide: 1,
2,
3
DMSO, CF3CO2H: 1,
2
DMSO, Py·SO3: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15
Dowex: 1,
2
DPPA - see: Azide, diphenylphosphoryl
EDCI - see: Carbodiimide
Electrolysis: 1,
2,
3
Ellman reagent - see: Sulfinamide
Enol acetate - see: Vinyl-OAc
Enol ether - see: Vinyl-OR
Ephedrine: 1
Epoxide: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30,
31,
32,
33,
34,
35,
36,
37,
38,
39,
40,
41,
42,
43,
44,
45,
46,
47
Eschenmoser salt - see: CH
2=NMe
2+I
-
Et2iPrSi-OTf - see: SiEt
2iPr-OTf
Et2C(OMe)2: 1
Et2NH - see: NHEt
2
Et3Al - see: AlEt
3
Et3O+ X-: 1
Et3Si-X - see: SiEt
3-X
Et3SiH - see: HSiEt
3
Ethyl vinyl ketone: 1,
2,
3,
4,
5
Ethylene: 1
Ethylene dibromide: 1,
2,
3,
4,
5
Ethylene dichloride: 1,
2
Ethylene dithiol - see: HS(CH
2)
2SH
Ethylene glycol - see: Glycol
Ethylene oxide - see: Epoxide
EtMgX: 1,
2,
3
EtNPr2 - see: NEt
iPr
2
Evans amide - see: Keywords - CarboxAmide(Evans); Amide enolate(Evans)
EVK - see: Ethyl vinyl ketone
Fe(acac)3: 1
Fe(CN)6K3: 1
FeCl3: 1,
2,
3,
4
Flash vacuum pyrolysis: 1,
2,
3
Fluoride, ammonium: 1,
2,
3
Fluoride, Bu4N+: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30,
31,
32,
33,
34,
35,
36,
37,
38,
39,
40,
41,
42,
43,
44,
45,
46,
47,
48,
49,
50,
51,
52,
53,
54,
55,
56,
57,
58,
59,
60,
61,
62,
63,
64,
65,
66,
67,
68,
69,
70,
71,
72,
73,
74,
75,
76,
77,
78,
79,
80,
81,
82,
83,
84,
85,
86,
87,
88,
89,
90,
91,
92,
93,
94,
95,
96,
97,
98,
99,
100,
101
Fluoride, cesium: 1,
2,
3,
4,
5
Fluoride, potassium: 1,
2,
3
Formaldehyde: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30,
31,
32,
33,
34,
35,
36,
37,
38,
39,
40,
41
Formate, ethyl: 1,
2,
3,
4,
5,
6
Formate, methyl: 1,
2,
3
Formate, ortho - see: Orthoformate
Formic acetic anhydride: 1,
2,
3
Formic acid: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15
Formic acid - see: Pd, formic acid
Furyl-Ce: 1
Furyl-Li: 1,
2,
3,
4,
5,
6,
7
FVP - see: Flash vacuum pyrolysis
Glycol: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30,
31,
32,
33,
34,
35,
36
Glyoxal: 1
Glyoxalate: 1,
2,
3
Glyoxalimine: 1
Grignard - see: Alkyl-MgX, Alkynyl-MgX, Allyl-MgX, Aryl-MgX, Crotyl-MgX, EtMgX, MeMgX, Vinyl-MgX; Keywords - Mg-
Grubbs I: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12
Grubbs II: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17
Grubbs-Hoveyda: 1,
2,
3,
4,
5,
6,
7,
8,
9
hν - see: Photochemistry
H2, cat: 1,
2,
3,
4,
5
H2, Ir: 1,
2
H2, Ni: 1
H2, Pd: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30,
31,
32,
33,
34,
35,
36,
37,
38,
39,
40,
41,
42,
43,
44,
45,
46,
47,
48,
49,
50,
51,
52,
53,
54,
55,
56,
57,
58,
59,
60,
61,
62,
63,
64,
65,
66,
67,
68,
69,
70,
71
H2, Pt: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18
H2, RaNi: 1,
2,
3,
4,
5,
6,
7
H2, Rh: 1,
2,
3,
4
H2CrO4 - see: CrO
3, H
2SO
4
H2NNH2 see: Hydrazine
H2NOH - see: NH
2OH
H2O2: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30,
31,
32,
33,
34,
35,
36,
37,
38,
39,
40,
41,
42,
43,
44,
45,
46
H2O2, K2CO3: 1,
2
H2O2, KHCO3: 1,
2
H2O2, LiOH: 1
H2O2, NaHCO3: 1,
2
H2O2, NaOH: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30,
31
H2O2, W: 1
H2SiF6: 1,
2
H2SO4: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26
H3PO4: 1,
2
H5IO6 - see: Periodic acid
HAliBu2 - see: AlH
iBu
2
HBF4: 1
HBr: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10
HC≡C-Li - see: Alkynyl-Li
HC≡C-MgX - see: Alkynyl-MgX
HC(OEt)3 - see: Orthoformate
HC(OMe)2NMe2 - see: DMF dimethylacetal
HCl: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30,
31,
32,
33,
34,
35,
36,
37,
38,
39,
40,
41,
42,
43,
44,
45,
46,
47,
48,
49,
50,
51,
52,
53,
54,
55,
56,
57,
58,
59,
60
HCl, EtOH: 1,
2,
3
HCl, H2O: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29
HCl, MeOH: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18
HCl, THF: 1,
2,
3,
4,
5,
6
HClO4: 1,
2,
3,
4,
5
HCN: 1
HCO2H - see: Formic acid
HCONMe2 - see: DMF
HF: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23
HF·NEt3: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12
HF·Py: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18
HfCl2: 1
HfCp2HCl: 1
Hg(ClO4)2: 1
Hg(OAc)2: 1,
2,
3,
4,
5,
6,
7,
8,
9
Hg(OTFA)2: 1
HgCl2: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11
HgO: 1,
2,
3,
4,
5,
6
HI: 1,
2
High pressure: 1
HMDS - see: NH(SiMe
3)
2
HMPA (solvent): 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30,
31,
32,
33,
34,
35,
36,
37
HMPA - see: BuLi(n), HMPA; BuLi(tert), HMPA; LiNiPr
2, HMPA
HN(SiMe3)2 - see: NH(SiMe
3)
2
HN=NH - see: Diimide
HOAc - see: Acetic acid
HS-(CH2)2-SH: 1,
2,
3,
4,
5,
6
HS-(CH2)3-SH: 1,
2,
3
HS-tBu: 1
HS-Ac: 1
HS-Bu: 1
HS-C6F5: 1
HS-CH2Bz: 1
HS-Ph: 1,
2,
3,
4,
5,
6,
7,
8,
9
HS-Pr: 1,
2
HS-Tol: 1
HSe-Ph: 1
HSi(SiMe3)3: 1
HSiEt3: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30,
31,
32,
33,
34,
35
HSiEt3, Pd: 1
HSiPh3: 1
HSiPhH2: 1
HSntBu3: 1
HSnBu2H: 1
HSnBu3: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30,
31,
32,
33,
34,
35
HSnPh3: 1,
2
Hunig's base - see: NEt
iPr
2
Hydrazine: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18
Hydrazine, p-nitrophenylsulfonyl: 1
Hydrazine, phenyl: 1,
2
Hydrazine, tosyl: 1,
2,
3,
4,
5,
6,
7,
8,
9
Hydrobenzoin: 1
Hydrochloric acid - see: HCl
Hydrogen - see: H
2
Hydrogen peroxide - see:H
2O
2
Hydroperoxide, tbutyl: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13
Hydroperoxide, tbutyl - Cr(CO)6: 1
Hydroperoxide, tbutyl - VO(acac)2: 1,
2
Hydroperoxide, tbutyl - Ti(OiPr)4: 1,
2,
3,
4,
5
Hydroperoxide, trityl: 1,
2,
3
Hydroquinone: 1
Hydroxide, barium: 1,
2,
3
Hydroxide, cesium: 1
Hydroxide, lithium: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22
Hydroxide, potassium: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30,
31,
32,
33,
34,
35,
36,
37,
38,
39,
40,
41,
42,
43,
44,
45,
46,
47,
48,
49,
50,
51,
52,
53,
54,
55,
56,
57,
58,
59,
60,
61
Hydroxide, sodium: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30,
31,
32,
33,
34,
35,
36,
37,
38,
39,
40,
41,
42,
43
Hydroxylamine - see: NH
2OH
Hydroxylamine, O,N-dimethyl - see: NMe(OMe)-R
Hypochlorite, tbutyl: 1,
2
Hypochlorite, potassium: 1
Hypochlorite, sodium: 1,
2
I-CH2-MgX: 1
I-CH2CO2R - see: Iodoacetate
I2: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30,
31
I2, KI: 1,
2,
3,
4
I2, NaHCO3: 1,
2,
3
I2, PPh3 - see: PPh
3, I
2
I2, Py: 1,
2,
3
IBr: 1,
2
IBX: 1,
2,
3,
4,
5,
6
ICl: 1,
2,
3,
4
Im2C=O - see: O=C(Im)
2
Im2C=S - see: S=C(Im)
2
Imidazole: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30,
31,
32
Imidazolone: 1
In°: 1
InI: 1
IO4- - see: Periodate
Iodide, ammonium: 1
Iodide, Bu4N+: 1,
2,
3,
4,
5,
6,
7
Iodide, lithium: 1,
2
Iodide, phosphonium: 1
Iodide, sodium: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14
Iodoacetate: 1,
2,
3
Iodoethanol: 1
Iodoform - see: CHI
3
Iodosobenzene: 1,
2
Iodosobenzene-cyanotriflate: 1,
2
Iodosobenzene-OAc: 1,
2,
3,
4,
5
Iodosobenzene-TFA: 1,
2,
3,
4
Ipc2B-Allyl - see: Allyl-B(Ipc)
2; Crotyl-B(Ipc)
2
Ipc2B-H - see: BH(Ipc)
2
Isocyanate: 1,
2,
3,
4,
5
Isocyanide: 1
Jones reagent - see: CrO
3, H
2SO
4
K°/NH3: 1
K-Selectride - see: BH
sBu
3-K
+
K2CO3 - see: Carbonate, potassium
KBHsBu3 - see: BH
sBu
3-K
+
KCN - see: Cyanide, potassium
Ketene acetal - see: CH
2=C(OR)(OSiR'
3)
Ketene dimer: 1,
2
Ketene, dimethyl: 1
Ketene, trimethylsilyl: 1
KF -see: Fluoride, potassium
KH: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14
KHF2 - see: Bifluoride, potassium
KHMDS - see: KN(SiMe
3)
2
KHSO4 - see: Bisulfate, potassium
KI - see: Iodide, potassium
KIO4 - see: Periodate, potassium
KMnO4 - see: Permanganate, potassium
KN(SiMe3)2: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25
KOtAm: 1,
2
KOtBu: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30,
31,
32,
33,
34,
35,
36,
37,
38,
39,
40,
41,
42,
43
KOAc - see: Acetate, potassium
KOCl - see: Hypochlorite, potassium
KOH - see: Hydroxide, potassium
KSEt - see: Thiolate
L-Selectride - see: BH
sBu
3-Li
+
Lactaldehyde: 1
LAH - see: AlH
4-Li
+
Lawesson: 1,
2,
3,
4
LDA - see: LiN
iPr
2
Lead tetraacetate - see: Pb(OAc)
4
Li°: 1,
2,
3
Li°/EtNH2: 1
Li°/H2NCH2CH2NH2: 1,
2
Li°/MeNH2: 1,
2
Li°/NH3: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30,
31,
32,
33,
34,
35,
36,
37,
38,
39,
40,
41,
42,
43,
44,
45,
46,
47
Li°Naphth: 1,
2,
3,
4,
5
Li-Cyclobutene: 1
Li-Dithiane - see: Keywords index
Li2CO3 - see: Carbonate, lithium
LiAlH(OtBu)3 - see: AlH(O
tBu)
3-Li
+
LiAlH4 - see: AlH
4-Li
+
LiAr - see: Aryl-Li; Furyl-Li, Pyridyl-Li
LiBF4: 1
LiBH3NH2 - see: BH
3NH
2-Li
+
LiBH4 - see: BH
4-Li
+
LiBHsBu3 - see: BH
sBu
3-Li
+
LiBHEt3 - see: BHEt
3-Li
+
LiBr - see: Bromide, lithium
LiC≡CR - see: Alkynyl-Li
LiC(SMe)3: 1
LiC(SPh)3: 1
LiCH(SPh)2: 1
LiCH2-Cl: 1
LiCH2-CN: 1
LiCH2-N=CR2: 1,
2
LiCH2-NC: 1
LiCH2-OR: 1
LiCH2-PO(OMe)2 - see: P(O)(OMe)
2CH
2-Li
LiCH2-R - see: Alkyl-Li
LiCH2-SePh: 1
LiCH2-SiMe3: 1
LiCH2-SPh: 1
LiCH2-Sulfinyl: 1
LiCH2-Sulfonyl: 1,
2,
3
LiCH=CH2 - see: Vinyl-Li
LiCHCl2: 1,
2,
3,
4,
5,
6,
7,
8
LiCHR-OR: 1
LiCHR-PPh2: 1
LiCHR-SPh: 1,
2
LiCHR-Sulfinyl: 1
LiCHR-Sulfonyl: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13
LiCl - see: Chloride, lithium
LiClO4: 1,
2,
3
LiCPh3: 1
LiCuEt2: 1
LiCuMe2: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29
LiDBB: 1,
2,
3
LiHMDS - see: LiN(SiMe
3)
2
LiI - see: Iodide, lithium
LiMe - see: MeLi
LiN(OMe)Me: 1
LiN(SiMe2Ph)2: 1
LiN(SiMe3)2: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30,
31,
32,
33,
34,
35
LiNiPr2: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30,
31,
32,
33,
34,
35,
36,
37,
38,
39,
40,
41,
42,
43,
44,
45,
46,
47,
48,
49,
50,
51,
52,
53,
54,
55,
56,
57,
58,
59,
60,
61,
62,
63,
64,
65,
66,
67,
68,
69,
70,
71,
72,
73,
74,
75,
76,
77,
78,
79,
80,
81,
82,
83,
84,
85,
86,
87,
88,
89,
90,
91,
92,
93,
94,
95,
96,
97,
98,
99,
100,
101,
102,
103,
104,
105,
106,
107,
108,
109,
110,
111,
112,
113,
114,
115,
116,
117,
118,
119,
120,
121,
122,
123,
124,
125,
126,
127,
128,
129,
130,
131,
132,
133,
134,
135,
136
LiNiPr2, HMPA: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18
LiNiPr2, O2: 1
LiNiPrCy: 1,
2,
3,
4,
5
Lindlar - see: Keywords - Hydrogenation-Lindlar
LiNEt2: 1,
2,
3,
4
LiNMe(Phenethyl): 1
LiOtBu: 1,
2,
3
LiOCH2Ph: 1,
2
LiOH - see: Hydroxide, lithium
LiOMe: 1
Lipase: 1,
2
LiSiMe2Ph: 1,
2
LiSiR3: 1
LiSnBu3: 1
LiSnMe3: 1,
2
LiSR - see: Thiolate
Lithium acetylide - see: Alkynyl-Li
LiTMP: 1,
2,
3
Luche - see: BH
4-Na, CeCl
3
Lutidine: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10
Maleic anhydride: 1,
2,
3
Malonate: 1,
2,
3,
4,
5
Malonic acid: 1,
2,
3
Mander reagent - see: O=C(OR)CN
Martin sulfurane: 1,
2,
3,
4
MCPBA - see: Perbenzoic acid, 3-chloro
Me-C≡C-Li - see: Alkynyl-Li
Me2tBuSi-X - see: SiMe
2tBu-X
Me2Al-NMe(OMe) - see: NMe(OMe)-AlMe
2
Me2BBr - see: BBrMe
2
Me2C(OMe)2: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16
Me2C=O - see: Acetone
Me2NCH(OMe)2 - see: DMF dimethylacetal
Me2NH - see: NHMe
2
Me2S: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18
Me2S - see: O
3
Me2S·Cl2: 1
Me2S-SMe+ X-: 1,
2
Me2SO4: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10
Me3Al - see: AlMe
3
Me3NO - see: NMe
3(O)
Me3O+ X-: 1,
2,
3,
4,
5,
6,
7,
8
Me3S+ I-: 1
Me3Si-CN - see: Cyanide, trimethylsilyl
Me3Si-N3 - see: Azide, trimethylsilyl
Me3Si-SePh - see: SePh-SiMe
3
Me3Si-SnBu3 - see: SnBu
3-SiMe
3
Me3Si-X - see: SiMe
3-X
Me3SiC≡CH - see: Alkynyl-SiR
3
Me3SiCH2-Li - see: LiCH
2-SiMe
3
Me3SiCH2CO2Me - see: SiMe
3-CH
2CO
2Me
Me3SiCH=N2 - see: Diazomethane, silyl
Me3Sn-Li - see: LiSnMe
3
Me3Sn-X - see: SnMe
3-Cl
Me3SnSnMe3 - see: SnMe
3-SnMe
3
Me3SO+ I-: 1
Me4N+ BH(OAc)3- - see: BH(OAc)
3-Me
4N
+
Meerwein salt - see: Me
3O
+ BF
4-
MeI: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30,
31,
32,
33,
34,
35,
36,
37,
38,
39,
40,
41,
42,
43,
44,
45,
46,
47,
48,
49,
50,
51,
52,
53,
54,
55,
56,
57,
58,
59,
60,
61,
62,
63,
64,
65,
66,
67
MeLi: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30,
31,
32,
33,
34,
35,
36
MEM-Cl: 1,
2,
3
MeMgBr: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16
MeMgCl: 1,
2,
3,
4
MeMgI: 1,
2,
3,
4
MeNH3Cl - see: NH
2Me
MeNO2: 1
Menthol: 1,
2
MeONa - see: NaOMe
MeOSO2F: 1,
2
MeOTf: 1,
2,
3,
4,
5
MeOTs: 1,
2
Mercaptopyridine-N-oxide: 1
MeSeAlMe2 - see: SeMe-AlMe
2
MesLi: 1,
2
MeSO2-O-SO2Me: 1,
2
MeSO2Cl: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24
MeSO2Cl, NEt3: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30,
31
MeSO2NH2: 1
MeSO3H: 1,
2,
3
MeSSMe - see: Disulfide, methyl
Methacrolein: 1,
2
Methallyl-Br - see: Allyl-Br
Methallyl-Cl - see: Allyl-Cl
Methanesulfonic - see: MeSO
2X; MeSO
3H
Methyl chlorovinyl ketone: 1
Methyl vinyl ketone: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15
Methylene bromide - see: CH
2Br
2
Mg°: 1,
2,
3,
4,
5,
6,
7,
8
Mg(Hg): 1
MgBr2: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12
MgCH2-SiMe3: 1,
2
MgCl2: 1,
2
MgI2: 1
MgSO4 - see: Sulfate, magnesium
Microbial oxidation: 1
Microwave: 1
Mn(OAc)3: 1
MnO2: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28
MnO4- M+ - see: Permanganate
Mo(CO)6: 1,
2
Mo7O24(NH4)6: 1
MOM-Cl - see: Cl-CH
2-OR
Montmorillonite: 1
MoOPH: 1,
2,
3
Morpholine: 1
Morpholine - see: NMO; OsO
4, NMO; RuO
4-Pr
4N
+, NMO
MVK - see: Methyl vinyl ketone
Na°: 1,
2
Na°, EtOH: 1
Na°, iPrOH: 1
Na°/Naphth: 1,
2
Na(Hg): 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12
Na/K: 1
Na2CO3 - see: Carbonate, sodium
Na2HPO4: 1
Na2S - see: Sulfide, sodium
Na2SO4 - see: Sulfate, sodium
Na*/NH3: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13
NaAlH2(OR)2 - see: AlH
2(OR)
2-Na
+
NaBH3CN - see: BH
3CN
-Na
+
NaCH2S(O}CH3: 1
NaCl - see: Chloride, sodium
NaClO2 - see: Chlorite, sodium
NaCN - see: Cyanide, sodium
NaH: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30,
31,
32,
33,
34,
35,
36,
37,
38,
39,
40,
41,
42,
43,
44,
45,
46,
47,
48,
49,
50,
51,
52,
53,
54,
55,
56,
57,
58,
59,
60,
61,
62,
63,
64,
65,
66,
67,
68,
69,
70,
71,
72,
73,
74,
75,
76,
77,
78,
79,
80,
81,
82
NaHCO3 - see: Bicarbonate, sodium
NaHSO4 - see: Bisulfate, sodium
NaI - see: Iodide, sodium
NaIO4 - see: Periodate, sodium; OsO
4, NaIO
4
NaN(SiMe3)2: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13
NaN3 - see: Azide, sodium
NaNH2: 1,
2,
3
NaNO2 - see: Nitrite, sodium
NaOtBu: 1
NaOAc - see: Acetate, sodium
NaOBn: 1
NaOCl - see: Hypochlorite, sodium
NaOEt: 1,
2,
3,
4,
5,
6,
7
NaOH - see: Hydroxide, sodium
NaOMe: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30,
31,
32,
33,
34,
35,
36,
37,
38,
39
NaSePh - see: Selenolate, phenyl
NaSR - see: Thiolate
NBS: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22
NBu3: 1,
2,
3
NC-CCl3 - see: Acetonitrile, trichloro
NC-CO2R - see: O=C(OR)CN
NCS: 1,
2
NEt3: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30,
31,
32,
33,
34,
35,
36,
37,
38,
39,
40,
41,
42,
43,
44,
45,
46,
47,
48,
49,
50,
51,
52,
53,
54,
55,
56
NEtiPr2: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25
NH(SiMe3)2: 1
NH(SiMe3)2 (HMDS): 1,
2,
3,
4,
5,
6,
7
NH2tBu: 1,
2
NH2Bn: 1,
2,
3
NH2CHPh2: 1
NH2Me: 1,
2,
3,
4,
5,
6
NH2NH2 - see: Hydrazine
NH2OH: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12
NH2OMe: 1
NH2Pr: 1,
2
NH3: 1,
2,
3,
4,
5,
6,
7
NH3 - see: Li/NH
3; Na/NH
3; Ca/NH
3
NH4+ X- - see: Chloride, ammonium; Formate, ammonium; Iodide, ammonium; Fluoride, ammonium; Acetate, ammonium
NHiPr2: 1,
2,
3
NHBoc2: 1
NHEt2: 1
NHMe2: 1,
2,
3,
4
NHMePh: 1
NHTf2 - see: Tf
2NH
Ni(acac)2: 1
Ni(cod)2: 1,
2,
3
NiB: 1
NiBr: 1
NiBr(Allyl): 1
NiCl2: 1,
2,
3,
4,
5,
6
NIS: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10
Nitrite, sodium: 1,
2,
3,
4
Nitrosobenzene: 1
NMe(OMe)-AlMe2: 1,
2,
3,
4,
5,
6,
7,
8
NMe(OMe)-H: 1,
2,
3,
4
NMe(OMe)-Li - see: LiN(OMe)Me
NMe2Et: 1
NMe3(O): 1,
2,
3
NMO: 1,
2,
3,
4,
5
NMO - see: RuO
4-Pr
4N
+
Nozaki-Takai - see: CH
2Br
2, Zn, TiCl
4
O2: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13
O2 (singlet): 1,
2,
3,
4,
5,
6,
7
O2, PtO2: 1,
2,
3
O2, tBuOK: 1
O3: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30,
31,
32,
33,
34,
35,
36,
37,
38,
39,
40,
41,
42,
43
O=C(CO2Me)Cl: 1,
2
O=C(Im)2: 1,
2,
3
O=C(NMe2)H - see: DMF
O=C(OAllyl)Cl: 1
O=C(OR)2: 1,
2,
3,
4,
5,
6,
7,
8
O=C(OR)Cl: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20
O=C(OR)CN: 1,
2,
3,
4,
5,
6,
7,
8
O=C=O - see: CO
2
O=CCl2: 1,
2,
3
O=CH2 - see: Formaldehyde
Orthoacetate: 1,
2,
3,
4,
5,
6,
7,
8,
9
Orthoformate: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20
OsO4: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20
OsO4, KClO3: 1
OsO4, NaIO4: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12
OsO4, NMO: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16
Oxalate: 1,
2
Oxalic acid: 1,
2,
3,
4,
5,
6,
7,
8
Oxalyl chloride: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17
Oxalyl chloride - see: DMSO, (COCl)
2; O=C(CO
2Me)Cl
Oxazaborolidine - see: Corey oxazaborolidine
Oxaziridine: 1,
2,
3,
4,
5
Oxaziridine, Camphor: 1,
2
Oxetane: 1
Oxirane - see: Epoxide
Oxygen - see: O
2
Ozone - see: O
3
P°(red): 1
P(O)(EtO)2CN: 1
P(O)(NMe2)2Cl: 1
P(O)(OCH2CF3)2CH2-CO2Me: 1,
2,
3
P(O)(OCH2CF3)2CHMe-CO2Me: 1,
2
P(O)(OEt)2CH2-Ar: 1,
2
P(O)(OEt)2CH2-C(O)Cl: 1
P(O)(OEt)2CH2-CO2R: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11
P(O)(OEt)2CH2-NR2: 1
P(O)(OEt)2CH2-SR: 1
P(O)(OEt)2CH2-Vinyl: 1,
2,
3
P(O)(OEt)2CHMe-C(O)OR: 1
P(O)(OEt)2CHMe-C(O)R: 1
P(O)(OEt)2CHR-C(O)R': 1,
2,
3
P(O)(OEt)2Cl: 1,
2,
3,
4,
5,
6,
7,
8
P(O)(OMe)2CH2-C(O)R: 1,
2,
3,
4
P(O)(OMe)2CH2-CO2R: 1,
2,
3
P(O)(OMe)2CH2-Li: 1
P(O)(OMe)2CH2-SR: 1
P(O)(OMe)2CH2-Vinyl: 1,
2,
3,
4
P(O)(OPh)2N3: 1
P(O)(OPh)2N3 see: - see: Azide, diphenylphosphoryl
P(O)(OR)2CH=N2 - see: Diazophosphonate
P(O)NMe2Cl2: 1
P(O)Ph2CH2-R: 1
P(O)Ph2CH2-Vinyl: 1
P(Oct)3: 1
P(OEt)3: 1,
2,
3,
4
P(OMe)3: 1,
2,
3,
4,
5,
6
P(Tol)3: 1
P2O5: 1,
2,
3
Paraformaldehyde - see: Formaldehyde
Parikh-Doering - see: DMSO, Py·SO
3
Pb(O2CCF3)4: 1
Pb(OAc)4: 1,
2,
3,
4,
5
PbCl2: 1
PBr3: 1,
2,
3
PBu3: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13
PBu3, CCl4: 1
PBu3, DEAD: 1
PCC - see: CrO
3Cl·2PyH
Pd°: 1,
2
Pd(OAc)2: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26
Pd(OTFA)2(PPh3)2: 1
Pd(PPh3)4: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30,
31,
32,
33,
34,
35
Pd, formic acid: 1,
2,
3
Pd/C: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11
Pd/C - see: H
2, Pd; HCOOH, Pd
Pd2(dba)3: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16
PDC - see: Cr
2O
7·2PyH
PdCl(Allyl): 1,
2,
3
PdCl2: 1,
2,
3
PdCl2(dppf): 1,
2,
3,
4,
5,
6,
7,
8
PdCl2(MeCN)2: 1,
2,
3,
4,
5,
6
PdCl2(PPh3)2: 1,
2,
3,
4,
5,
6,
7,
8
Peracetic acid: 1,
2
Peracetic acid, trifluoro: 1,
2
Perbenzoic acid, 2,4-dinitro: 1
Perbenzoic acid, 3,5-dinitro: 1,
2,
3
Perbenzoic acid, 3-chloro: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30,
31,
32,
33,
34,
35,
36,
37,
38,
39,
40,
41,
42,
43,
44,
45,
46,
47,
48,
49,
50,
51,
52,
53,
54,
55,
56,
57,
58,
59,
60,
61,
62,
63,
64,
65,
66,
67,
68,
69,
70,
71,
72,
73
Perbromide - see: Tribromide, Ammonium
Perchloric acid - see: HClO
4
Periodate: 1,
2,
3
Periodate, Bu4N+: 1
Periodate, potassium: 1
Periodate, sodium: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30,
31,
32,
33,
34,
35,
36,
37,
38,
39,
40,
41,
42,
43,
44,
45,
46,
47,
48,
49,
50
Periodic acid: 1
Permanganate, barium: 1,
2
Permanganate, potassium: 1
Peroxidation - see: Keywords - Epoxidation
Peroxide - see: H
2O
2; Hydroperoxide, trityl; Hydroperoxide,
tbutyl; Peracid
Perruthenate - see: RuO
4-Pr
4N
+
Pertrifluoroacetic acid - see: Peracetic acid, trifluoro
Pfitzner-Moffat - see: DMSO, carbodiimide
Ph2tBuSi-X - see: SiPh
2tBu-X
Ph3CCl: 1
Ph3COOH - see: Hydroperoxide, trityl
Ph3P·Br2 - see: PPh
3, Br
2
Ph3P, CBr4 - see: PPh
3=CBr
2; PPh
3, CBr
4
Ph3P=CR2 - see: PPh
3=CR
2
Ph3SnH - see: HSnPh
3
PhB(OH)2: 1
PhCOCl - see: Benzoyl chloride
Phenylselenoacetaldehyde: 1
PhI(CN)OTf - see: Iodosobenzene-cyanotriflate
PhI(O2CCF3)2 - see: Iodosobenzene-TFA
PhI(OAc)2 - see: Iodosobenzene-OAc
PhIO - see: Iodosobenzene
PhLi: 1,
2
PhMgBr: 1
PhN=O - see: Nitrosobenzene
PhNCO - see: Isocyanate
PhNTf2 - see: Tf
2NPh
Phosgene - see: O=CCl
2; Triphosgene
Phosphonate - see: P(O)
Phosphonium ylids - see: PPh
3=CR
2; Keywords - Wittig
Photochemistry: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17
PhSCl - see: SPh-Cl
PhSe(O)Cl - see: Se(O)Ph-Cl
PhSeCH2Li - see: LiCH
2-SePh
PhSeCl - see: SePh-Cl
PhSeNa - see: Selenolate, phenyl
PhSePhthalimide - see: SePh-Phthalimide
PhSeSePh - see: Diselenide, phenyl
PhSeSiMe3 - see: SePh-SiMe
3
PhSH - see: HS-Ph
PhSiH3 - see: HSiPhH
2
PhSNa - see: Thiolate, phenyl
PhSO2Cl: 1,
2,
3,
4,
5
PhSO2H: 1
PhSO2Na: 1,
2
PhSSPh - see: Disulfide, phenyl
Phthalimide: 1
Piperidine, pentamethyl: 1,
2
Piv-Cl: 1,
2
Piv-OH: 1
PMB-Cl: 1
PMe3: 1,
2
POBr3: 1
POCl3: 1,
2,
3,
4,
5,
6
Polyphosphoric acid: 1,
2,
3,
4
Potassium - see: K
PPh3: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20
PPh3, Br2: 1
PPh3, CBr4: 1,
2,
3,
4,
5,
6,
7,
8,
9
PPh3, DEAD: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21
PPh3, DIAD: 1,
2
PPh3, I2: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17
PPh3=C(Me)-C(O)R: 1,
2,
3
PPh3=C(Me)-CO2R: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13
PPh3=C(Me)-I: 1
PPh3=CBr2: 1,
2,
3,
4,
5,
6
PPh3=CH-Alkyl: 1,
2,
3,
4,
5,
6
PPh3=CH-Alkynyl: 1
PPh3=CH-Ar: 1
PPh3=CH-C(O)SEt: 1,
2
PPh3=CH-CO2R: 1,
2
PPh3=CH-COMe: 1
PPh3=CH-Me: 1,
2,
3,
4,
5
PPh3=CH-OMe: 1,
2,
3,
4,
5
PPh3=CH-R: 1
PPh3=CH-Vinyl: 1
PPh3=CH2: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30,
31,
32,
33,
34,
35,
36,
37,
38
PPh3=CMe2: 1,
2,
3
PPTS - see: TsOH·Py
Pr2EtN - see: NEt
iPr
2
Pr2NH - see: NH
iPr
2
Pr3Si-X - see: Si
iPr
3-X
Prolinal: 1
Proline: 1,
2
Propargyl-Br: 1,
2,
3,
4,
5
Propargyl-I: 1,
2
Propargyl-Li - see: Allenyl-Li
Propargyl-MgX - see: Allenyl-MgX
Propargyl-Se: 1
Propargyl-Si: 1
Propenyl-Br: 1
Propenyl-Cu: 1
Propenyl-Li: 1,
2,
3,
4,
5,
6
Propenyl-MgX: 1,
2,
3,
4,
5
Propenyl-OR: 1,
2
Propenyl-ZnX: 1
Propiolaldehyde: 1,
2,
3
Propiolate: 1,
2
Propiolyl-Cl: 1
Propionic acid: 1
Propylene dithiol - see: HS(CH
2)
3SH
Propyne: 1
PrSNa - see: Thiolate
PTAB - see: Tribromide, Ammonium
Py·HOTs - see: TsOH·Py
Py·SO3 - see: DMSO, Py·SO
3
PyH+ Br3- - see: Tribromide, Pyridinium
Pyridine: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14
Pyridine, 2,6-di-tBu: 1,
2,
3,
4,
5
Pyridinium, 2-halo: 1,
2,
3
Pyridyl-Li: 1,
2,
3
Pyrrolidine: 1,
2,
3,
4,
5,
6,
7,
8
Pyrrolyl-Li: 1,
2
Pyrrolyl-MgX: 1
PySSPy - see: Disulfide, pyridyl
Quinone: 1,
2,
3,
4
RaNi: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16
RaNi - see: H
2, RaNi
Red-Al - see: AlH
2(OR)
2-Na
+
Rh - see: H
2, Rh
Rh(CO)2acac: 1
Rh(CO)2Cl2: 1
Rh(COD)2OH: 1
Rh(PPh3)3Cl: 1,
2,
3,
4
Rh2(OAc)4: 1,
2,
3
Rh2(OPiv)4: 1
RhCl3: 1
Ribose: 1
Rose Bengal: 1,
2,
3
Roush borane - see: Allyl-B(tartrate)
Ru(COD)Cl: 1
RuCl2(PPh3)2: 1
RuCl3: 1,
2,
3
RuCp(NCMe)3PF6: 1
RuO4: 1,
2,
3,
4
RuO4-Pr4N+: 1,
2,
3
RuO4-Pr4N+, NMO: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27
S=C(Im)2: 1,
2,
3
S=C(NH2)2: 1,
2
S=C(NHBoc)2: 1
S=C(OC6F5)Cl: 1
S=C(OPh)Cl: 1,
2,
3
S=C=S - see: CS
2
Salcomine: 1
SbCl5: 1
Schrock cat: 1,
2,
3
Se(O)Ph-Cl: 1
Selenenyl chloride - see: SePh-Cl
Selenocyanate, o-nitrophenyl: 1,
2,
3,
4,
5
Selenolate, o-nitrophenyl: 1
Selenolate, phenyl: 1,
2,
3,
4
SEM-Cl: 1,
2,
3
SeMe-AlMe2: 1
SeO2: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19
SePh-Br: 1,
2,
3
SePh-Cl: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19
SePh-Phthalimide: 1,
2,
3,
4,
5
SePh-SePh - see: Diselenide, phenyl
SePh-SeR2+: 1
SePh-SiMe3: 1
SiiPr3-Cl: 1,
2,
3
SiiPr3-OTf: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14
SiEt2iPr-OTf: 1
Sieves: 1,
2,
3
Silver - see: Ag
Silyl ketone: 1,
2
Silyl triflate - see: SiEt
3-OTf; SiMe
3-OTf; Si
iPr
3-OTf; SiMe
2tBu-OTf; SiPh
2tBu-OTf
SiMe2(CH2Br)-Cl: 1
SiMe2tBu-Cl: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30,
31,
32,
33,
34,
35,
36,
37,
38,
39,
40,
41,
42,
43,
44,
45
SiMe2tBu-OTf: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30,
31,
32,
33,
34,
35,
36,
37,
38,
39,
40,
41,
42
SiMe2Ph-Li - see: LiSiMe
2Ph
SiMe3-Br: 1
SiMe3-CH2Cl: 1,
2
SiMe3-CH2CO2Me: 1
SiMe3-Cl: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30,
31,
32,
33,
34,
35,
36,
37,
38,
39,
40,
41,
42,
43,
44,
45,
46
SiMe3-I: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10
SiMe3-Im: 1
SiMe3-N3 - see: Azide, trimethylsilyl
SiMe3-OTf: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13
SiMe3-SePh - see: SePh-SiMe
3
SiMe3CH2-Li - see: LiCH
2-SiMe
3
Simmons-Smith - see: CH
2I
2
Singlet oxygen - see: O
2 (singlet)
SiO2: 1,
2
SiPh2t