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1-Iodo-4-nitrobenzene Manufacturer/High quality/Best price/In stock
Cas No: 636-98-6
USD $ 3.0-3.0 / Kilogram 1 Kilogram 1-100 Metric Ton/Month Dayang Chem (Hangzhou) Co.,Ltd. Contact Supplier
1-Iodo-4-nitrobenzene
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p-Iodonitrobenzene
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1-Iodo-4-nitrobenzene
Cas No: 636-98-6
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1-Iodo-4-nitrobenzene
Cas No: 636-98-6
USD $ 1.0-1.0 / Kilogram 1 Kilogram 1000 Metric Ton/Year Henan Sinotech Import&Export Corporation Contact Supplier
636-98-6 1-Iodo-4-nitrobenzene
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1-Iodo-4-nitrobenzene
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No Data 1 Kilogram 1 Metric Ton/Day Shandong Hanjiang Chemical Co., Ltd. Contact Supplier
1-IODO-4-NITROBENZENE
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1-Iodo-4-nitrobenzene99%
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1-Iodo-4-nitrobenzene
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636-98-6 Usage

Chemical Properties

solid

Purification Methods

Precipitate it from acetone by addition of water, followed by recrystallisation from EtOH. [Beilstein 8 H 523, 8 H 523, 8 II 191, 8 III 623, 8 IV 743.]
InChI:InChI=1/C6H4INO2/c7-5-1-3-6(4-2-5)8(9)10/h1-4H

636-98-6 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
Alfa Aesar (B23950)  1-Iodo-4-nitrobenzene, 98+%    636-98-6 5g 348.0CNY Detail
Alfa Aesar (B23950)  1-Iodo-4-nitrobenzene, 98+%    636-98-6 25g 470.0CNY Detail
Alfa Aesar (B23950)  1-Iodo-4-nitrobenzene, 98+%    636-98-6 100g 1765.0CNY Detail
Aldrich (I9805)  1-Iodo-4-nitrobenzene  98% 636-98-6 I9805-25G 470.34CNY Detail
Aldrich (I9805)  1-Iodo-4-nitrobenzene  98% 636-98-6 I9805-100G 2,564.64CNY Detail

636-98-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-Iodo-4-nitrobenzene

1.2 Other means of identification

Product number -
Other names p-Iodonitrobenzene

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:636-98-6 SDS

636-98-6Synthetic route

4-nitro-aniline
100-01-6

4-nitro-aniline

p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

Conditions
ConditionsYield
With potassium iodide; 10-camphorsulfonic acid; sodium nitrite In acetic acid at 20℃; for 24h; Time;100%
With Nitrogen dioxide; sodium iodide In acetonitrile at -20℃; for 10h;98%
Stage #1: 4-nitro-aniline With toluene-4-sulfonic acid In water at 20℃;
Stage #2: With potassium iodide In water at 20℃; for 1.5h;
95%
p-nitrobenzene diazonium nitrate

p-nitrobenzene diazonium nitrate

p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

Conditions
ConditionsYield
With potassium iodide for 24h;100%
4-nitrobenzenediazonium tetrafluoroborate
456-27-9

4-nitrobenzenediazonium tetrafluoroborate

p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

Conditions
ConditionsYield
With iodine; dibenzyl hantzsch ester In dimethyl sulfoxide at 20℃;99%
With trimethylsilyl iodide; methyl iodide In N,N-dimethyl-formamide for 1h; Ambient temperature;91%
With iodine; potassium iodide In dimethyl sulfoxide at 15℃;
1-(4-nitrophenyl)-2-(pyrrolidin-1-yl)diazene
52010-82-9

1-(4-nitrophenyl)-2-(pyrrolidin-1-yl)diazene

p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

Conditions
ConditionsYield
With iodine In various solvent(s) at 100℃; for 12h;98%
With trifluoroacetic acid; potassium iodide In water Yield given;
(4-nitrophenyl)(phenyl)iodonium tetrafluoroborate

(4-nitrophenyl)(phenyl)iodonium tetrafluoroborate

A

p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

B

para-dinitrobenzene
100-25-4

para-dinitrobenzene

C

iodobenzene
591-50-4

iodobenzene

D

nitrobenzene
98-95-3

nitrobenzene

Conditions
ConditionsYield
With sodium nitrite In chloroform; water at 56℃; for 1h;A 1%
B 98%
C 93 % Chromat.
D 1 % Chromat.
4-nitrobenzenediazonium 4-methylbenzenesulfonate
1947-33-7

4-nitrobenzenediazonium 4-methylbenzenesulfonate

p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

Conditions
ConditionsYield
With potassium iodide In water at 20℃; for 0.0833333h;98%
With potassium iodide In water for 0.333333h; paste form;
4-nitrobenzenediazonium trifluoromethanesulfonate

4-nitrobenzenediazonium trifluoromethanesulfonate

p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

Conditions
ConditionsYield
With potassium iodide In water at 20℃;98%
iodobenzene
591-50-4

iodobenzene

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

A

p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

B

benzoyl chloride
98-88-4

benzoyl chloride

Conditions
ConditionsYield
With (Xantphos)Pd(4-C6H4NO2)(I) In benzene at 90℃; for 20h; Sealed tube; Inert atmosphere;A n/a
B 95%
para-iodoanisole
696-62-8

para-iodoanisole

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

A

p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

B

4-methoxy-benzoyl chloride
100-07-2

4-methoxy-benzoyl chloride

Conditions
ConditionsYield
With (Xantphos)Pd(4-C6H4NO2)(I) In benzene at 90℃; for 20h; Kinetics; Solvent; Reagent/catalyst; Temperature; Sealed tube; Inert atmosphere;A n/a
B 95%
para-diiodobenzene
624-38-4

para-diiodobenzene

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

A

p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

B

4-iodobenzoic acid chloride
1711-02-0

4-iodobenzoic acid chloride

Conditions
ConditionsYield
With (Xantphos)Pd(4-C6H4NO2)(I) In benzene at 90℃; for 20h; Sealed tube; Inert atmosphere;A n/a
B 95%
4-tolyl iodide
624-31-7

4-tolyl iodide

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

A

p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

B

4-methyl-benzoyl chloride
874-60-2

4-methyl-benzoyl chloride

Conditions
ConditionsYield
With (Xantphos)Pd(4-C6H4NO2)(I) In benzene at 90℃; for 20h; Sealed tube; Inert atmosphere;A n/a
B 94%
4-iodobenzoic acid ethyl ester
51934-41-9

4-iodobenzoic acid ethyl ester

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

A

p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

B

ethyl 4-(chlorocarbonyl)benzoate
27111-45-1

ethyl 4-(chlorocarbonyl)benzoate

Conditions
ConditionsYield
With (Xantphos)Pd(4-C6H4NO2)(I) In benzene at 90℃; for 20h; Sealed tube; Inert atmosphere;A n/a
B 94%
1-Chloro-4-iodobenzene
637-87-6

1-Chloro-4-iodobenzene

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

A

p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

B

4-chloro-benzoyl chloride
122-01-0

4-chloro-benzoyl chloride

Conditions
ConditionsYield
With (Xantphos)Pd(4-C6H4NO2)(I) In benzene at 90℃; for 20h; Sealed tube; Inert atmosphere;A n/a
B 93%
1,4-bromoiodobenzene
589-87-7

1,4-bromoiodobenzene

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

A

p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

B

4-chlorobenzoyl chloride
586-75-4

4-chlorobenzoyl chloride

Conditions
ConditionsYield
With (Xantphos)Pd(4-C6H4NO2)(I) In benzene at 90℃; for 20h; Sealed tube; Inert atmosphere;A n/a
B 93%
3-Iodotoluene
625-95-6

3-Iodotoluene

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

A

p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

B

3-Methylbenzoyl chloride
1711-06-4

3-Methylbenzoyl chloride

Conditions
ConditionsYield
With (Xantphos)Pd(4-C6H4NO2)(I) In benzene at 90℃; for 20h; Sealed tube; Inert atmosphere;A n/a
B 93%
4-nitrobenzenediazonium o-benzenedisulfonimide

4-nitrobenzenediazonium o-benzenedisulfonimide

p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

Conditions
ConditionsYield
With tetra-(n-butyl)ammonium iodide In acetonitrile at 20℃; for 0.75h; Substitution;92%
4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

5-iodo-1,3-benzodioxole
5876-51-7

5-iodo-1,3-benzodioxole

A

p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

B

3,4-(methylenedioxy)benzoyl chloride
25054-53-9

3,4-(methylenedioxy)benzoyl chloride

Conditions
ConditionsYield
With (Xantphos)Pd(4-C6H4NO2)(I) In benzene at 90℃; for 20h; Sealed tube; Inert atmosphere;A n/a
B 92%
4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In toluene at 100℃; for 12h;91%
With 2,2'-azobis(isobutyronitrile); 2-mercaptopyridine-1-oxide sodium salt; methyl iodide In toluene for 0.583333h; Heating; Yield given;
4-fluoro-1-iodobenzene
352-34-1

4-fluoro-1-iodobenzene

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

A

p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

B

4-fluorobenzoyl chloride
403-43-0

4-fluorobenzoyl chloride

Conditions
ConditionsYield
With (Xantphos)Pd(4-C6H4NO2)(I) In benzene at 90℃; for 20h; Sealed tube; Inert atmosphere;A n/a
B 91%
3,5-dimethylphenyl iodide
22445-41-6

3,5-dimethylphenyl iodide

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

A

p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

B

3,5-dimethylbenzoyl chloride
6613-44-1

3,5-dimethylbenzoyl chloride

Conditions
ConditionsYield
With (Xantphos)Pd(4-C6H4NO2)(I) In benzene at 90℃; for 20h; Sealed tube; Inert atmosphere;A n/a
B 91%
1-Fluoro-3-iodobenzene
1121-86-4

1-Fluoro-3-iodobenzene

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

A

p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

B

3-fluorobenzoyl chloride
1711-07-5

3-fluorobenzoyl chloride

Conditions
ConditionsYield
With (Xantphos)Pd(4-C6H4NO2)(I) In benzene at 90℃; for 20h; Sealed tube; Inert atmosphere;A n/a
B 91%
4-iodophenylboronic acid
5122-99-6

4-iodophenylboronic acid

p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

Conditions
ConditionsYield
With 1,1,1,3',3',3'-hexafluoro-propanol; N–nitrosaccharin at 60℃; for 19h; Inert atmosphere; Schlenk technique;91%
4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

2-(4-iodophenyl)-2-methyl-[1,2]-dioxolane
214701-35-6

2-(4-iodophenyl)-2-methyl-[1,2]-dioxolane

A

p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

B

C11H11ClO3

C11H11ClO3

Conditions
ConditionsYield
With (Xantphos)Pd(4-C6H4NO2)(I) In benzene at 90℃; for 20h; Sealed tube; Inert atmosphere;A n/a
B 90%
tert-butyl 2-(4-nitrophenyl)diazenecarboxylate
92722-14-0

tert-butyl 2-(4-nitrophenyl)diazenecarboxylate

p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

Conditions
ConditionsYield
With iodine; trifluoroacetic acid In acetonitrile at 80℃; for 0.5h;89%
With iodine; trifluoroacetic acid In acetonitrile at 80℃;89%
With iodine; trifluoroacetic acid In acetonitrile at 80℃; for 4h;80%
3,3-dimethyl-1-(4-nitrophenyl)triazene
7227-92-1

3,3-dimethyl-1-(4-nitrophenyl)triazene

p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

Conditions
ConditionsYield
With hydrogen iodide In acetonitrile at 60℃; for 0.25h;88%
bis(trifluoromethanesulfonyl)amide
82113-65-3

bis(trifluoromethanesulfonyl)amide

4-nitro-aniline
100-01-6

4-nitro-aniline

p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

Conditions
ConditionsYield
Stage #1: bis(trifluoromethanesulfonyl)amide With tert.-butylnitrite; acetic acid In ethanol Cooling with ice;
Stage #2: 4-nitro-aniline With tetraethylammonium iodide In water at 20℃;
88%
para-nitrophenyl bromide
586-78-7

para-nitrophenyl bromide

p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

Conditions
ConditionsYield
With tributylphosphine; sodium iodide; nickel dibromide In 1-methyl-pyrrolidin-2-one at 180℃; for 3h; Finkelstein reaction; Inert atmosphere; Molecular sieve; Sealed tube;87%
With copper(I) oxide; L-proline; potassium iodide In ethanol at 110℃; for 30h; Schlenk technique; Inert atmosphere; Sealed tube;85%
With KI-CuI-alumina In various solvent(s) at 150℃; for 6h;78 % Chromat.
With copper(l) iodide; 3-azapentane-1,5-diamine; sodium iodide In acetonitrile at 110℃; for 24h; Finkelstein Reaction; Inert atmosphere;60 %Chromat.
4-nitrophenylboronic acid
24067-17-2

4-nitrophenylboronic acid

p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

Conditions
ConditionsYield
With perfluoroisopropyl iodide; copper; hydroquinone In N,N-dimethyl-formamide at 20℃; for 24h;87%
With sodium nitrite In acetonitrile at 80℃; for 8h; Sealed tube;87%
4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

5-iodo-1-(4-methylphenylsulfonyl)indole
174715-24-3

5-iodo-1-(4-methylphenylsulfonyl)indole

A

p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

B

C16H12ClNO3S

C16H12ClNO3S

Conditions
ConditionsYield
With (Xantphos)Pd(4-C6H4NO2)(I) In benzene at 90℃; for 20h; Sealed tube; Inert atmosphere;A n/a
B 85%
4-iodobenzonitrile
3058-39-7

4-iodobenzonitrile

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

A

p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

B

4-cyanobenzoyl chlorIde
6068-72-0

4-cyanobenzoyl chlorIde

Conditions
ConditionsYield
With (Xantphos)Pd(4-C6H4NO2)(I) In benzene at 90℃; for 20h; Sealed tube; Inert atmosphere;A n/a
B 82%
p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

Conditions
ConditionsYield
With hydrazine hydrate In methanol at 26℃; for 0.166667h; Reagent/catalyst; Solvent;100%
With cadmium sulphide; ammonium formate In water at 20℃; for 20h; Inert atmosphere; Irradiation; Sealed tube;100%
With magnesium; nickel dichloride In water at 20℃; for 12h; Sealed tube; Photolysis; Inert atmosphere;100%
pyrrolidine
123-75-1

pyrrolidine

p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

1-(4-nitro-phenyl)-pyrrolidine
10220-22-1

1-(4-nitro-phenyl)-pyrrolidine

Conditions
ConditionsYield
In tetrahydrofuran at 50℃; under 9000720 Torr; for 20h;100%
With copper(l) iodide; 1-(5,6,7,8-tetrahydroquinolin-8-yl)ethan-1-one; caesium carbonate In N,N-dimethyl-formamide at 25℃; for 24h; Ullmann condensation; Inert atmosphere;95%
With copper(l) iodide In N,N-dimethyl acetamide at 130℃; for 24h;95%
piperidine
110-89-4

piperidine

p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

1-(4-nitrophenyl)piperidine
6574-15-8

1-(4-nitrophenyl)piperidine

Conditions
ConditionsYield
In tetrahydrofuran at 50℃; under 9000720 Torr; for 20h;100%
With potassium carbonate In dimethyl sulfoxide at 50℃;100%
With sodium acetate In N,N-dimethyl-formamide for 8h;95%
morpholine
110-91-8

morpholine

p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

1-morpholino-4-nitrobenzene
10389-51-2

1-morpholino-4-nitrobenzene

Conditions
ConditionsYield
In tetrahydrofuran at 50℃; under 9000720 Torr; for 50h;100%
With [Pd{C6H4(CH2N(CH2Ph)2)}(μ-Br)]2; potassium hydroxide In dimethyl sulfoxide at 120℃; for 0.166667h;98%
With sodium t-butanolate In dimethyl sulfoxide at 110℃; for 12h; Buchwald-Hartwig Coupling;96%
1,4-diaza-bicyclo[2.2.2]octane
280-57-9

1,4-diaza-bicyclo[2.2.2]octane

p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

1-(4-Nitro-phenyl)-4-aza-1-azonia-bicyclo[2.2.2]octane; iodide
112473-28-6

1-(4-Nitro-phenyl)-4-aza-1-azonia-bicyclo[2.2.2]octane; iodide

Conditions
ConditionsYield
In tetrahydrofuran at 50℃; under 4500360 Torr; for 75h;100%
In tetrahydrofuran at 50℃; under 4500360 Torr; for 20h; Yield given;
p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

1-Heptyne
628-71-7

1-Heptyne

1-(hept-1-ynyl)-4-nitrobenzene
64146-60-7

1-(hept-1-ynyl)-4-nitrobenzene

Conditions
ConditionsYield
With copper(l) iodide; iodophenylbis(triphenylphosphine)palladium; triethylamine In chloroform at 60℃; for 1h;100%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tributyl-amine; potassium carbonate In water at 20℃; for 4h;95%
With piperidine; 1,3-bis(5-ferrocenylisoxazoline-3-yl)benzene; tetrabutylammomium bromide; palladium diacetate In water; N,N-dimethyl-formamide at 40℃; for 3h; Sonogashira Cross-Coupling;94%
p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

carbon monoxide
201230-82-2

carbon monoxide

4-nitro-benzoic acid
62-23-7

4-nitro-benzoic acid

Conditions
ConditionsYield
With potassium carbonate; bis-triphenylphosphine-palladium(II) chloride In water; N,N-dimethyl-formamide at 50℃; under 760 Torr; for 3h;100%
With amphiphilic resin-supported phosphine-palladium; water; potassium carbonate at 25℃; under 760 Torr; for 12h; hydroxycarbonylation;100%
With potassium carbonate; bis-triphenylphosphine-palladium(II) chloride In water; N,N-dimethyl-formamide at 50℃; for 3h; Product distribution; effect of different catalysts;100%
p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

trimethyl(phenyl)stannane
934-56-5

trimethyl(phenyl)stannane

1-phenyl-4-nitrobenzene
92-93-3

1-phenyl-4-nitrobenzene

Conditions
ConditionsYield
With dichloro bis(acetonitrile) palladium(II) In N,N-dimethyl-formamide at 20℃; for 3h;100%
With Palladium nanoparticle cored dendrimer In tetrahydrofuran for 4h; Stille coupling; Reflux;96%
With (4-nitrophenyl)Pd(P(C6H5)3)2I In N,N,N,N,N,N-hexamethylphosphoric triamide at 70℃; for 3.5h; Product distribution; other solvents; also in DMF in vacuum, in the air, and in O2 at various reaction times;94 % Chromat.
p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

carbon monoxide
201230-82-2

carbon monoxide

triethylmethoxystannane
1067-21-6

triethylmethoxystannane

4-nitrobenzoic acid methyl ester
619-50-1

4-nitrobenzoic acid methyl ester

Conditions
ConditionsYield
With iodophenylbis(triphenylphosphine)palladium under 760 Torr; for 1h;100%
p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

bis(4-nitrophenyl)sulfide
1223-31-0

bis(4-nitrophenyl)sulfide

Conditions
ConditionsYield
With bis(triethyltin) sulfide; iodophenylbis(triphenylphosphine)palladium In dimethyl sulfoxide for 4h; Heating;100%
With potassium thioacyanate; cetyltrimethylammonim bromide; potassium hydroxide In water at 135℃; for 7h; Green chemistry;100%
With copper(l) iodide; sodiumsulfide nonahydrate; potassium carbonate In N,N-dimethyl-formamide at 120℃; for 18h; Inert atmosphere;98%
p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

nitrobenzene
98-95-3

nitrobenzene

Conditions
ConditionsYield
With 1-Benzyl-1,4-dihydronicotinamide; RhCl(PPh3)3 In acetonitrile at 70℃; for 3h; Product distribution; other organic halides; var. times, var. temp., also in the presence of PNAH as reductant and Pd(OAc)2 as catalyst;100%
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; cesium fluoride In 2-pentanol at 100℃; for 6h; Inert atmosphere;100%
With 18-crown-6 ether In diethyl ether; N,N-dimethyl-formamide for 4h; Heating;84%
p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

2-(trimethylstannyl)thiophene
37496-13-2

2-(trimethylstannyl)thiophene

2-(4-nitrophenyl)thiophene
59156-21-7

2-(4-nitrophenyl)thiophene

Conditions
ConditionsYield
With lithium chloropalladite In N,N,N,N,N,N-hexamethylphosphoric triamide at 20℃; for 0.5h; other reagents;100%
p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

phenylacetylene
536-74-3

phenylacetylene

4-(phenylethynyl)nitrobenzene
1942-30-9

4-(phenylethynyl)nitrobenzene

Conditions
ConditionsYield
With copper(l) iodide; triethylamine; titanium(IV) oxide at 20℃; for 24h;100%
With 1,4-diaza-bicyclo[2.2.2]octane; caesium carbonate; palladium diacetate In acetonitrile at 20℃; for 6h; Sonogashira cross-coupling reaction;100%
With 1,4-diaza-bicyclo[2.2.2]octane; air; palladium diacetate In acetonitrile at 20℃; for 18h; Sonogashira reaction;100%
p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

p-nitrocinnamic acid methyl ester
637-57-0

p-nitrocinnamic acid methyl ester

Conditions
ConditionsYield
With triethylamine; fluorine-substituted palladium In N,N-dimethyl-formamide at 140℃; for 3h; Heck reaction;100%
With [P5(η3-allyl)(4,4'-(CF3(CF2)9CH2OCH2)-2,2'-bpy)][OTf]; triethylamine In N,N-dimethyl-formamide at 145℃; for 0.25h; Catalytic behavior; Reagent/catalyst; Heck Reaction; Microwave irradiation;100%
With palladium diacetate; triethylamine In toluene at 110℃; for 2.5h; Heck reaction;99%
styrene
292638-84-7

styrene

p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

trans-4-nitrostilbene
1694-20-8

trans-4-nitrostilbene

Conditions
ConditionsYield
With [PdCl2(2-ethyl-2-oxazoline)2]; sodium acetate In N,N-dimethyl-formamide at 140 - 150℃; for 24h; Heck reaction;100%
With tetrabutyl ammonium fluoride; palladium dichloride at 40℃; for 12h; Heck reaction; Inert atmosphere; neat (no solvent);100%
With tributyl-amine In N,N-dimethyl-formamide at 120℃; for 24h; Heck-Mizoroki reaction; stereoselective reaction;99%
p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

phenylboronic acid
98-80-6

phenylboronic acid

1-phenyl-4-nitrobenzene
92-93-3

1-phenyl-4-nitrobenzene

Conditions
ConditionsYield
With palladium diacetate; 4-Ph2P-C6H4-2-N-glucosamine; sodium carbonate In water at 60℃; for 1h; Product distribution; Further Variations:; Temperatures; Reagents; Suzuki cross-coupling reaction;100%
With polyhydroxylated phosphine; sodium carbonate; palladium diacetate In ethanol; water; toluene at 60℃; for 1h;100%
With 1,4-diaza-bicyclo[2.2.2]octane; potassium carbonate; palladium diacetate In acetone at 110℃; for 2h; Suzuki-Miyaura cross-coupling reaction;100%
p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

1-(thiophen-2-yl)prop-2-yn-1-ol
153026-78-9

1-(thiophen-2-yl)prop-2-yn-1-ol

(E)-3-(4-nitropheny)-1-thiophen-3-yl-propenone
275815-89-9

(E)-3-(4-nitropheny)-1-thiophen-3-yl-propenone

Conditions
ConditionsYield
With triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide In tetrahydrofuran Isomerization; Sonogashira coupling; Heating;100%
With triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide In tetrahydrofuran for 9h; Sonogashira coupling-isomerization reaction; Heating;95%
With copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride In tetrahydrofuran for 16h; Sonogashira coupling; Isomerization; Heating;
p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

tributylphenylstannane
960-16-7

tributylphenylstannane

1-phenyl-4-nitrobenzene
92-93-3

1-phenyl-4-nitrobenzene

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane; tetrabutyl ammonium fluoride; palladium diacetate In 1,4-dioxane at 100℃; for 8h; Stille reaction;100%
With palladium diacetate; orotic acid; cesium fluoride In 1,4-dioxane at 100℃; for 18h; Concentration; Time; Stille Cross Coupling; Sealed tube; Inert atmosphere; Schlenk technique;100%
With C31H33INPPd In N,N-dimethyl-formamide at 80℃; for 24h; Stille coupling;99%
indole
120-72-9

indole

p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

1-(4-nitrophenyl)-1H-indole
25688-27-1

1-(4-nitrophenyl)-1H-indole

Conditions
ConditionsYield
With copper phthalocyanine; sodium hydroxide In dimethyl sulfoxide at 100℃;100%
With potassium phosphate; copper(l) iodide; (S,S)-1,2-diaminocyclohexane In 1,4-dioxane; dodecane at 110℃; for 24h;99%
With 1,1'-bis-(diphenylphosphino)ferrocene; palladium 10% on activated carbon; caesium carbonate In 1,3,5-trimethyl-benzene at 180℃; for 24h; Inert atmosphere;99%
p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

acrylic acid n-butyl ester
141-32-2

acrylic acid n-butyl ester

(E)-n-butyl 4-nitrocinnamate
86622-84-6, 131061-15-9

(E)-n-butyl 4-nitrocinnamate

Conditions
ConditionsYield
With C29H33Cl2N5Pd; tetrabutylammomium bromide; sodium carbonate In N,N-dimethyl acetamide at 140℃; for 3h; Heck reaction; Inert atmosphere;100%
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 12h; Heck reaction; Inert atmosphere; regioselective reaction;99%
With 4,4’‐bis(trimethylammoniummethyl)‐2,2’‐bipyridine; diamminedichloropalladium(II); tributyl-amine In water at 140℃; for 12h; Mizoroki-Heck cross-coupling; Sealed tube;99%
p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

dichloromethylphenylsilane
149-74-6

dichloromethylphenylsilane

1-phenyl-4-nitrobenzene
92-93-3

1-phenyl-4-nitrobenzene

Conditions
ConditionsYield
With potassium hydroxide; palladium on activated charcoal In water Heating;100%
1H-imidazole
288-32-4

1H-imidazole

p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

1-(4-nitrophenyl)-1H-imidazole
2301-25-9

1-(4-nitrophenyl)-1H-imidazole

Conditions
ConditionsYield
With copper phthalocyanine; sodium hydroxide In dimethyl sulfoxide at 100℃;100%
With Hippuric Acid; copper diacetate; caesium carbonate In N,N-dimethyl-formamide at 140℃; for 30h; Ullmann coupling reaction;99%
With caesium carbonate In dimethyl sulfoxide at 110℃; for 1h; Ullmann Condensation;98%
p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

4-methoxy-4'-nitrobiphenyl
2143-90-0

4-methoxy-4'-nitrobiphenyl

Conditions
ConditionsYield
With sodium carbonate In ethanol; water at 80℃; for 1h; Suzuki-Miyaura Coupling; Green chemistry;100%
With palladium diacetate; 4-Ph2P-C6H4-2-N-glucosamine; sodium carbonate In tetrahydrofuran; ethanol; water at 60℃; for 18h;99%
With polyhydroxylated phosphine; sodium carbonate; palladium diacetate In ethanol; water; toluene at 60℃; for 18h;99%
(Z)-3-methyl-4-phenyl-4-trimethylsilanylbut-3-en-2-ol
849213-47-4

(Z)-3-methyl-4-phenyl-4-trimethylsilanylbut-3-en-2-ol

p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

[1,2-dimethyl-3-(4-nitrophenyl)-3-phenylallyloxy]trimethylsilane

[1,2-dimethyl-3-(4-nitrophenyl)-3-phenylallyloxy]trimethylsilane

Conditions
ConditionsYield
With copper(l) iodide; lithium tert-butoxide; bis-triphenylphosphine-palladium(II) chloride In N,N-dimethyl-formamide at 20℃; for 0.666667h;100%
p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

1-decyne
764-93-2

1-decyne

1-(dec-1-ynyl)-4-nitrobenzene

1-(dec-1-ynyl)-4-nitrobenzene

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane; caesium carbonate; palladium diacetate In acetonitrile at 20℃; for 6h; Sonogashira cross-coupling reaction;100%
With caesium carbonate; 2-aminopyrimidine-4,6-diol; palladium diacetate In acetonitrile at 20℃; for 5h; Sonogashira reaction;95%
With tetrabutyl ammonium fluoride; copper diacetate at 130 - 135℃; for 14h; Sonogashira cross-coupling reaction;95%
With 1,4-diaza-bicyclo[2.2.2]octane; air; palladium diacetate In acetonitrile at 20℃; for 20h; Sonogashira reaction;90%
With 1,4-diaza-bicyclo[2.2.2]octane; caesium carbonate; copper(l) iodide In N,N-dimethyl-formamide at 135 - 140℃; for 4h; Sonogashira cross-coupling;
p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

tert-Butyl acrylate
1663-39-4

tert-Butyl acrylate

(E)-tert-butyl 3-(4-nitrophenyl)prop-2-enoate
370839-59-1

(E)-tert-butyl 3-(4-nitrophenyl)prop-2-enoate

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane; potassium carbonate; palladium diacetate In N,N-dimethyl-formamide at 80℃; for 4h; Heck cross-coupling reaction;100%
With tetrabutyl ammonium fluoride; palladium dichloride at 40℃; for 3h; Heck reaction; Inert atmosphere; neat (no solvent);100%
With 1,4-diaza-bicyclo[2.2.2]octane; poly(ethylene glycol)-400; potassium carbonate; palladium diacetate In water at 80℃; for 4h; Heck cross-coupling;98%
p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

tributylstannylethynylbenzene
3757-88-8

tributylstannylethynylbenzene

4-(phenylethynyl)nitrobenzene
1942-30-9

4-(phenylethynyl)nitrobenzene

Conditions
ConditionsYield
With potassium fluoride; 1,4-dicyclohexyl-diazabutadiene; bis(dibenzylideneacetone)-palladium(0) In 1,4-dioxane at 100℃; for 16h; Stille cross-coupling reaction;100%
diphenylphosphine-based palladium(0) complex on MCM-41 In water; N,N-dimethyl-formamide at 60℃; for 6h; Stille coupling;87%
Stage #1: p-nitrobenzene iodide With diphenylphosphinoethane functionalized polystyrene resin-supported Pd(0) complex In N,N-dimethyl-formamide at 20℃; for 0.25h; Stille Cross Coupling;
Stage #2: tributylstannylethynylbenzene In N,N-dimethyl-formamide at 65℃; for 7h; Stille Cross Coupling;
86%
p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

2-(tributylstannyl)furan
118486-94-5

2-(tributylstannyl)furan

2-(4-nitrophenyl)furan
28123-72-0

2-(4-nitrophenyl)furan

Conditions
ConditionsYield
With potassium fluoride; 1,4-dicyclohexyl-diazabutadiene; bis(dibenzylideneacetone)-palladium(0) In 1,4-dioxane at 100℃; for 16h; Stille cross-coupling reaction;100%
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