Product Name

  • Name

    2-Bromoaniline

  • EINECS 210-421-3
  • CAS No. 615-36-1
  • Article Data223
  • CAS DataBase
  • Density 1.594 g/cm3
  • Solubility soluble in alcohol and ether, insoluble in water
  • Melting Point 29 °C
  • Formula C6H6BrN
  • Boiling Point 227 °C at 760 mmHg
  • Molecular Weight 172.024
  • Flash Point 91.1 °C
  • Transport Information UN 2811 6.1/PG 3
  • Appearance clear yellow to red-brown liquid after melting
  • Safety 36/37-45-61-36/37/39-26
  • Risk Codes 23/24/25-33-52/53-36/37/38-20/21/22
  • Molecular Structure Molecular Structure of 615-36-1 (2-Bromoaniline)
  • Hazard Symbols ToxicT, HarmfulXn,
  • Synonyms Aniline,o-bromo- (8CI);2-Amino-1-bromobenzene;2-Bromobenzenamine;2-Bromophenylamine;NSC 7086;o-Aminobromobenzene;o-Bromoaniline;
  • PSA 26.02000
  • LogP 2.61250

Synthetic route

2-nitrophenyl bromide
577-19-5

2-nitrophenyl bromide

2-bromoaniline
615-36-1

2-bromoaniline

Conditions
ConditionsYield
With hydrogen In tetrahydrofuran; water at 120℃; under 22502.3 Torr; for 4h; Autoclave;99%
With hydrazine In ethanol at 80℃; for 0.333333h; Catalytic behavior; chemoselective reaction;99.6%
With hydrogen In water at 120℃; under 15001.5 Torr; for 5h; Green chemistry; chemoselective reaction;99%
1,2-dibromobenzene
583-53-9

1,2-dibromobenzene

2-bromoaniline
615-36-1

2-bromoaniline

Conditions
ConditionsYield
With 2-((dicyclohexylphosphino)methyl)-1,3-bis(2,6-diisopropylphenyl)-4,5-dimethyl-1H-imidazol-3-ium iodide; ammonia; palladium diacetate; sodium t-butanolate In 1,4-dioxane at 120℃; under 7500.75 Torr; for 24h; Autoclave; Inert atmosphere;99%
With 2-(di-tert-butylphosphino)-1-mesityl-4,5-diphenyl-1H-imidazole; ammonia; palladium diacetate; sodium t-butanolate In 1,4-dioxane at 120℃; under 7500.75 Torr; for 24h; Autoclave; Inert atmosphere;> 99 %Chromat.
2-bromo-N-hydroxybenzamide
2593-27-3

2-bromo-N-hydroxybenzamide

2-bromoaniline
615-36-1

2-bromoaniline

Conditions
ConditionsYield
Stage #1: o-bromo-N-hydroxybenzamide With acetic anhydride; potassium carbonate In dimethyl sulfoxide at 50℃; for 2h; Lossen Rearrangement;
Stage #2: With hydrogenchloride In water; dimethyl sulfoxide at 0℃;
99%
With sodium hydroxide In dimethyl sulfoxide at 80℃; for 1.5h; Lossen rearrangement;
Stage #1: o-bromo-N-hydroxybenzamide With potassium carbonate In dimethyl sulfoxide at 90℃; for 3h; Lossen Rearrangement;
Stage #2: With hydrogenchloride In water; dimethyl sulfoxide at 20℃; for 0.0833333h;
2-nitrophenyl bromide
577-19-5

2-nitrophenyl bromide

A

aniline
62-53-3

aniline

B

2-bromoaniline
615-36-1

2-bromoaniline

Conditions
ConditionsYield
With hydrazine hydrate In toluene at 20℃; for 3h; Inert atmosphere;A n/a
B 97%
With hydrogenchloride; zinc(II) chloride In benzene Ambient temperature; electrolysis; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With water; zinc at 250℃; for 0.3h; Reduction; Title compound not separated from byproducts;
With 5%-palladium/activated carbon; hydrazine hydrate In methanol at 80℃; for 0.0833333h; Overall yield = 95 %;
With hydrogen In toluene at 110℃; under 7500.75 Torr; for 0.75h; Autoclave;
N-(2-bromophenyl)formamide
10113-38-9

N-(2-bromophenyl)formamide

2-bromoaniline
615-36-1

2-bromoaniline

Conditions
ConditionsYield
With potassium phosphate; C29H55FeNOP2; hydrogen In tetrahydrofuran at 110℃; under 15001.5 Torr; for 3h; Catalytic behavior;97%
With sodium hydroxide In ethanol; water at 40℃; Kinetics;
1-azido-2-bromobenzene
3302-39-4

1-azido-2-bromobenzene

2-bromoaniline
615-36-1

2-bromoaniline

Conditions
ConditionsYield
With ammonium hydroxide at 90℃; for 1.25h;96%
With D-glucose; potassium hydroxide In water at 85℃; for 0.166667h; Green chemistry; chemoselective reaction;85%
With tributylgermanium hydride; thiophenol In toluene for 0.5h; Heating;5%
bis-(2-bromo-phenyl)-diazene
15426-16-1

bis-(2-bromo-phenyl)-diazene

2-bromoaniline
615-36-1

2-bromoaniline

Conditions
ConditionsYield
With aminomethyl polystyrene resin formic acid salt; zinc In methanol at 20℃; for 0.25h;94%
With formic acid; zinc In methanol at 20℃; for 0.116667h;93%
With ammonium formate; nickel In methanol at 20℃; for 0.116667h;93%
(E)-1,2-bis(2-bromophenyl)diazene
15426-16-1

(E)-1,2-bis(2-bromophenyl)diazene

2-bromoaniline
615-36-1

2-bromoaniline

Conditions
ConditionsYield
With nickel; hydrazinium monoformate In methanol for 0.116667h; Heating;93%
aniline
62-53-3

aniline

A

4-bromo-aniline
106-40-1

4-bromo-aniline

B

2-bromoaniline
615-36-1

2-bromoaniline

Conditions
ConditionsYield
With dihydrogen peroxide; potassium bromide In water; acetonitrileA 87%
B 12%
With pyridinium hydrobromide perbromide In tetrahydrofuran for 0.25h; Product distribution; other aromatic amines;A 84%
B n/a
With N-Bromosuccinimide; silver hexafluoroantimonate; 1-methylthiotriptycene In 1,2-dichloro-ethane at 20℃; for 1h; Inert atmosphere; Schlenk technique; Overall yield = 95 percentSpectr.;A 76%
B n/a
(2-bromophenyl)boronic acid
244205-40-1

(2-bromophenyl)boronic acid

2-bromoaniline
615-36-1

2-bromoaniline

Conditions
ConditionsYield
With copper(I) oxide; ammonium hydroxide; air In methanol at 20℃; for 16h;87%
With copper(I) oxide; ammonium hydroxide; oxygen; sodium hydroxide In water at 25℃; for 15h;78%
With sodium hydroxide; hydroxylamine-O-sulfonic acid In acetonitrile at 20℃; for 16h;70%
N-(2-bromophenyl)-O-benzyl carbamate
132431-13-1

N-(2-bromophenyl)-O-benzyl carbamate

2-bromoaniline
615-36-1

2-bromoaniline

Conditions
ConditionsYield
With boron trifluoride diethyl etherate; ethanethiol for 36h; Ambient temperature;85%
C86H71BrN2O5Si4W

C86H71BrN2O5Si4W

A

4-methoxybenzonitrile
874-90-8

4-methoxybenzonitrile

B

2-bromoaniline
615-36-1

2-bromoaniline

Conditions
ConditionsYield
With water Inert atmosphere;A 51%
B 73%
N-acetyl-2-bromoaniline
614-76-6

N-acetyl-2-bromoaniline

A

2-bromo-N-ethylbenzeneamine
69083-47-2

2-bromo-N-ethylbenzeneamine

B

2-bromoaniline
615-36-1

2-bromoaniline

Conditions
ConditionsYield
With [bis(2-methylallyl)cycloocta-1,5-diene]ruthenium(II); formic acid; bis(trifluoromethanesulfonyl)amide; triethylamine; [2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine] In dibutyl ether at 130℃; for 24h;A n/a
B 73%
2-(2-bromophenyl)-1,3,2-dioxaborolane
1164112-16-6

2-(2-bromophenyl)-1,3,2-dioxaborolane

2-bromoaniline
615-36-1

2-bromoaniline

Conditions
ConditionsYield
With copper(I) oxide; ammonium hydroxide; air In methanol at 20℃; for 15h;71%
1-Bromo-2-iodobenzene
583-55-1

1-Bromo-2-iodobenzene

2-bromoaniline
615-36-1

2-bromoaniline

Conditions
ConditionsYield
With copper(l) iodide; tetra(n-butyl)ammonium hydroxide; ammonia In water at 45℃; for 48h; Inert atmosphere; Sealed tube; chemoselective reaction;71%
Stage #1: 1-Bromo-2-iodobenzene With TurboGrignard In tetrahydrofuran at -45℃; for 2h; Inert atmosphere;
Stage #2: With C10H17NO In tetrahydrofuran; toluene at -45℃; for 2h; Inert atmosphere;
29%
2-bromostyrene
2039-88-5

2-bromostyrene

2-bromoaniline
615-36-1

2-bromoaniline

Conditions
ConditionsYield
With methanesulfonic acid; trimethylsilylazide In tetrachloromethane at 80℃; for 4h;70%
aniline
62-53-3

aniline

A

3-bromoaniline
591-19-5

3-bromoaniline

B

4-bromo-aniline
106-40-1

4-bromo-aniline

C

2-bromoaniline
615-36-1

2-bromoaniline

Conditions
ConditionsYield
With bromine; hydrogen fluoride; antomony(V) at -40℃; for 0.25h;A 29%
B 62%
C 3%
With bromine; hydrogen fluoride; antomony(V) at -40℃; for 0.25h; Mechanism; Product distribution; dependence of product distribution on ammount of catalyst;
1,8-diazabicyclo[5.4.0]undec-7-ene
6674-22-2

1,8-diazabicyclo[5.4.0]undec-7-ene

2-bromophenyl carbamic acid methyl ester
25216-70-0

2-bromophenyl carbamic acid methyl ester

air

air

A

2-bromoaniline
615-36-1

2-bromoaniline

B

bicarbonate salt of 1,8-diazabicyclo[5.4.0]undec-7-ene

bicarbonate salt of 1,8-diazabicyclo[5.4.0]undec-7-ene

Conditions
ConditionsYield
In 1,4-dioxane; water at 80℃; under 760.051 Torr; for 2h;A 61%
B 53%
N-Dibutylaniline
613-29-6

N-Dibutylaniline

A

3-(N,N-dibutylaminophenyl)-acrolein

3-(N,N-dibutylaminophenyl)-acrolein

B

2-bromoaniline
615-36-1

2-bromoaniline

Conditions
ConditionsYield
A 60%
B n/a
2-(2-bromophenoxy)propanamide
915920-68-2

2-(2-bromophenoxy)propanamide

2-bromoaniline
615-36-1

2-bromoaniline

Conditions
ConditionsYield
With potassium hydroxide In dimethyl sulfoxide at 140℃; for 4h; Green chemistry;60%
ethanol
64-17-5

ethanol

2-nitrophenyl bromide
577-19-5

2-nitrophenyl bromide

A

2-bromo-N,N-diethylaniline
90944-48-2

2-bromo-N,N-diethylaniline

B

2-bromoaniline
615-36-1

2-bromoaniline

Conditions
ConditionsYield
With Au NCs/TiO2 for 4h; Kinetics; Reagent/catalyst; Inert atmosphere; UV-irradiation;A 24.2%
B 52.8%
aniline
62-53-3

aniline

2-bromoaniline
615-36-1

2-bromoaniline

Conditions
ConditionsYield
With dihydrogen peroxide; copper diacetate; potassium bromide In water at 20℃; for 2h; Concentration; Reagent/catalyst;50%
With D-glucose; Escherichia coli flavin reductase; Bacillus megaterium glucose dehydrogenase; Lechevalieria aerocolonigenes tryptophan-7-halogenase; flavin adenine dinucleotide; NADH In aq. phosphate buffer; isopropyl alcohol pH=7.4; Enzymatic reaction;
With hydrogen bromide; dimethyl sulfoxide In water; ethyl acetate at 60℃; for 12h;
With N-Bromosuccinimide In dichloromethane
E-Ethyl ester of 4-methyl-4,5-epoxy-2-pentenoic acid
82127-40-0

E-Ethyl ester of 4-methyl-4,5-epoxy-2-pentenoic acid

(2-Bromo-phenyl)-[1-phenyl-meth-(E)-ylidene]-amine
104669-28-5

(2-Bromo-phenyl)-[1-phenyl-meth-(E)-ylidene]-amine

A

ethyl-(3Z)-2-[[(2-bromophenyl)amino](phenyl)methyl]-4-methyl-5-oxopent-3-enoate

ethyl-(3Z)-2-[[(2-bromophenyl)amino](phenyl)methyl]-4-methyl-5-oxopent-3-enoate

B

ethyl-(3E)-2-[[(2-bromophenyl)amino](phenyl)methyl]-4-methyl-5-oxopent-3-enoate

ethyl-(3E)-2-[[(2-bromophenyl)amino](phenyl)methyl]-4-methyl-5-oxopent-3-enoate

C

benzaldehyde
100-52-7

benzaldehyde

D

2-bromoaniline
615-36-1

2-bromoaniline

Conditions
ConditionsYield
scandium tris(trifluoromethanesulfonate) In tetrahydrofuran at 0℃; Title compound not separated from byproducts;A n/a
B 48%
C n/a
D n/a
bromobenzene
108-86-1

bromobenzene

A

4-bromo-aniline
106-40-1

4-bromo-aniline

B

2-bromoaniline
615-36-1

2-bromoaniline

Conditions
ConditionsYield
With O-(4-nitrobenzoyl)hydroxylammonium trifluoromethanesulfonate; iron(II) bromide; silver(I) triflimide In 2,2,2-trifluoroethanol; water at 30℃; for 2h;A 40.2%
B 26.8%
thiophene boronic acid
6165-68-0

thiophene boronic acid

1-azido-2-bromobenzene
3302-39-4

1-azido-2-bromobenzene

A

2-(2-azidephenyl)thiophene
545442-25-9

2-(2-azidephenyl)thiophene

B

2-(thiophen-2-yl)aniline
62532-99-4

2-(thiophen-2-yl)aniline

C

2-bromoaniline
615-36-1

2-bromoaniline

Conditions
ConditionsYield
With sodium hydrogencarbonate; tetrakis(triphenylphosphine) palladium(0) In 1,2-dimethoxyethane at 100℃; for 6h; Suzuki-Miyaura cross-coupling reaction;A 40%
B 3%
C 2%
bromobenzene
108-86-1

bromobenzene

A

3-bromoaniline
591-19-5

3-bromoaniline

B

4-bromo-aniline
106-40-1

4-bromo-aniline

C

2-bromoaniline
615-36-1

2-bromoaniline

Conditions
ConditionsYield
With tris-(2-chloro-ethyl)-amine; trifluorormethanesulfonic acid; trifluoroacetic acid In chloroform at 60℃; for 3h;A 10%
B 25%
C 30%
With hydroxylamine-O-sulfonic acid; iron(II) sulfate In water; acetic acid at 40℃; for 2h; Yield given. Yields of byproduct given;
With hydroxylamine-O-sulfonic acid; iron(II) sulfate In water; acetic acid at 40℃; for 2h; Product distribution; Mechanism; k(C6H5Br)/k(C6H6);
benzoyl chloride
98-88-4

benzoyl chloride

2-bromoaniline
615-36-1

2-bromoaniline

N-(2-bromophenyl)benzamide
70787-27-8

N-(2-bromophenyl)benzamide

Conditions
ConditionsYield
With 1,10-Phenanthroline In acetonitrile at 90℃; for 1h; Temperature; Inert atmosphere; Sealed tube;100%
In tetrahydrofuran at 20℃; for 24h;99%
With triethylamine In dichloromethane at 0 - 20℃; for 2h;99%
phenyl isothiocyanate
103-72-0

phenyl isothiocyanate

2-bromoaniline
615-36-1

2-bromoaniline

1-(2-bromophenyl)-3-phenylthiourea
25688-29-3

1-(2-bromophenyl)-3-phenylthiourea

Conditions
ConditionsYield
In ethanol at 20℃; for 2h;100%
In N,N-dimethyl-formamide Heating;99%
With C64H52CaN6 In neat (no solvent) at 60℃; for 12h; Schlenk technique; Glovebox; Inert atmosphere;85%
2-bromoaniline
615-36-1

2-bromoaniline

p-trifluoromethyl-phenylisocyanate
1548-13-6

p-trifluoromethyl-phenylisocyanate

1-(2-bromophenyl)-3-(4-(trifluoromethyl)phenyl)urea
23742-77-0

1-(2-bromophenyl)-3-(4-(trifluoromethyl)phenyl)urea

Conditions
ConditionsYield
In dichloromethane at 20℃; for 3h; Inert atmosphere;100%
In acetonitrile
pivaloyl chloride
3282-30-2

pivaloyl chloride

2-bromoaniline
615-36-1

2-bromoaniline

N-(2-bromophenyl)-2,2-dimethylpropanamide
65854-92-4

N-(2-bromophenyl)-2,2-dimethylpropanamide

Conditions
ConditionsYield
In ethyl acetate at 85℃;100%
With triethylamine In dichloromethane at 0 - 20℃; for 16h;100%
With triethylamine In dichloromethane at 0 - 20℃; for 16h; Inert atmosphere;98%
benzyl bromide
100-39-0

benzyl bromide

2-bromoaniline
615-36-1

2-bromoaniline

N-benzyl-2-bromoaniline
71687-81-5

N-benzyl-2-bromoaniline

Conditions
ConditionsYield
Stage #1: 2-bromoaniline With n-butyllithium In tetrahydrofuran; hexane at -40℃; Inert atmosphere;
Stage #2: benzyl bromide In tetrahydrofuran; hexane at -60 - 20℃; Inert atmosphere;
100%
Stage #1: 2-bromoaniline With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h;
Stage #2: benzyl bromide In tetrahydrofuran; hexane at -78 - 20℃; Further stages.;
95%
Stage #1: 2-bromoaniline With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.25h; Inert atmosphere; Schlenk technique;
Stage #2: benzyl bromide In tetrahydrofuran; hexane at 20℃; for 10h; Inert atmosphere; Schlenk technique;
90%
acetic anhydride
108-24-7

acetic anhydride

2-bromoaniline
615-36-1

2-bromoaniline

N-acetyl-2-bromoaniline
614-76-6

N-acetyl-2-bromoaniline

Conditions
ConditionsYield
for 0.5h; Heating;100%
at 70℃; for 20h;100%
With dmap In chloroform for 0.5h; Reflux;100%
maleic anhydride
108-31-6

maleic anhydride

2-bromoaniline
615-36-1

2-bromoaniline

(Z)-3-(2-Bromo-phenylcarbamoyl)-acrylic acid

(Z)-3-(2-Bromo-phenylcarbamoyl)-acrylic acid

Conditions
ConditionsYield
In diethyl ether Ring cleavage; Substitution;100%
In diethyl ether at 20℃;
trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

N-ethoxycarbonyl-4-piperidone
29976-53-2

N-ethoxycarbonyl-4-piperidone

2-bromoaniline
615-36-1

2-bromoaniline

ethyl 4-(2-bromophenylamino)-4-cyano-1-piperidinecarboxylate
240486-10-6

ethyl 4-(2-bromophenylamino)-4-cyano-1-piperidinecarboxylate

Conditions
ConditionsYield
Stage #1: trimethylsilyl cyanide; N-ethoxycarbonyl-4-piperidone; 2-bromoaniline With acetic acid for 40h;
Stage #2: With ammonia In water
100%
In acetic acid at 20℃; for 112h; Condensation; modified Strecker reaction;94%
2-(2-iodophenyl)acetonitrile
40400-15-5

2-(2-iodophenyl)acetonitrile

2-bromoaniline
615-36-1

2-bromoaniline

2-{2'-amino-[1,1'-biphenyl]-2-yl}acetonitrile
325141-76-2

2-{2'-amino-[1,1'-biphenyl]-2-yl}acetonitrile

Conditions
ConditionsYield
Stage #1: 2-bromoaniline With Pinacolborane; triethylamine; CyJohnPhos; palladium diacetate In 1,4-dioxane at 80℃;
Stage #2: 2-(2-iodophenyl)acetonitrile With barium dihydroxide In 1,4-dioxane at 100℃; Suzuki-Miyaura coupling; Further stages.;
100%
Stage #1: 2-bromoaniline With palladium diacetate; triethylamine; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; CyJohnPhos In 1,4-dioxane at 25 - 80℃; Inert atmosphere;
Stage #2: 2-(2-iodophenyl)acetonitrile With barium hydroxide octahydrate In 1,4-dioxane; water at 100℃; for 1h; Inert atmosphere;
99%
Stage #1: 2-bromoaniline With palladium diacetate; triethylamine; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; CyJohnPhos In 1,4-dioxane at 25 - 80℃; for 1h; Inert atmosphere;
Stage #2: 2-(2-iodophenyl)acetonitrile With barium hydroxide octahydrate In 1,4-dioxane at 100℃; for 1h;
99%
Stage #1: 2-bromoaniline With palladium diacetate; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; CyJohnPhos In 1,4-dioxane at 80℃; for 1h;
Stage #2: 2-(2-iodophenyl)acetonitrile With barium dihydroxide In 1,4-dioxane; water at 100℃; for 1h; Suzuki coupling; Further stages.;
79%
Stage #1: 2-bromoaniline With palladium diacetate; triethylamine; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; CyJohnPhos In 1,4-dioxane at 80℃;
Stage #2: 2-(2-iodophenyl)acetonitrile With barium hydroxide octahydrate In 1,4-dioxane; water at 100℃; Suzuki Coupling;
77%
2-bromoaniline
615-36-1

2-bromoaniline

Acetoxyacetyl chloride
13831-31-7

Acetoxyacetyl chloride

acetic acid (2-bromo-phenylcarbamoyl)-methyl ester
901335-15-7

acetic acid (2-bromo-phenylcarbamoyl)-methyl ester

Conditions
ConditionsYield
With pyridine In dichloromethane for 2h;100%
With pyridine In dichloromethane at 20℃; for 2h;
iodobenzene
591-50-4

iodobenzene

2-bromoaniline
615-36-1

2-bromoaniline

2-bromodiphenylamine
61613-22-7

2-bromodiphenylamine

Conditions
ConditionsYield
With caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; palladium diacetate In 1,4-dioxane at 110℃; for 16h;100%
With potassium hydroxide In neat (no solvent) at 90℃; for 7.5h;60%
With tris(dibenzylideneacetone)dipalladium (0); sodium t-butanolate In 1,4-dioxane at 45℃;
1-acetyl-4-piperidinone
32161-06-1

1-acetyl-4-piperidinone

2-bromoaniline
615-36-1

2-bromoaniline

1-(4-(2-bromophenylamino)piperidin-1-yl)ethanone
919118-89-1

1-(4-(2-bromophenylamino)piperidin-1-yl)ethanone

Conditions
ConditionsYield
Stage #1: 1-acetyl-4-piperidinone; 2-bromoaniline With sodium tris(acetoxy)borohydride; acetic acid In toluene at 120℃; for 0.25h; Microwave irradiation;
Stage #2: With water; sodium hydrogencarbonate In toluene
100%
4-fluoroboronic acid
1765-93-1

4-fluoroboronic acid

2-bromoaniline
615-36-1

2-bromoaniline

4'-fluoro-biphenyl-2-ylamine
321-63-1

4'-fluoro-biphenyl-2-ylamine

Conditions
ConditionsYield
Stage #1: 4-fluoroboronic acid; 2-bromoaniline With potassium carbonate In 1,4-dioxane; water for 0.333333h; Inert atmosphere;
Stage #2: With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In 1,4-dioxane; water at 100℃;
100%
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium carbonate In 1,4-dioxane at 100℃; for 3h; Suzuki Coupling;94%
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium carbonate In 1,4-dioxane at 100℃; for 3h;94%
2-bromoaniline
615-36-1

2-bromoaniline

1-bromo-2-nitrosobenzene
19519-75-6

1-bromo-2-nitrosobenzene

Conditions
ConditionsYield
With potassium peroxomonosulphate In dichloromethane; water at 20℃; Inert atmosphere;100%
With Oxone In dichloromethane; water at 20℃; Inert atmosphere;99%
With Oxone In dichloromethane; water at 20℃; for 20h; Inert atmosphere;98%
cinnamoyl chloride
102-92-1

cinnamoyl chloride

2-bromoaniline
615-36-1

2-bromoaniline

N-(2-bromophenyl)-3-phenylacrylamide
71910-51-5

N-(2-bromophenyl)-3-phenylacrylamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; Inert atmosphere;100%
With pyridine In dichloromethane at 0 - 20℃;98%
With pyridine In dichloromethane at 0 - 20℃;98%
phenylvinylboronic acid
14900-39-1

phenylvinylboronic acid

2-bromoaniline
615-36-1

2-bromoaniline

2-(1-phenylvinyl)aniline
64097-92-3

2-(1-phenylvinyl)aniline

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene for 24h; Reflux;100%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene at 100℃; for 24h; Suzuki Coupling; Inert atmosphere;85%
thiophene boronic acid
6165-68-0

thiophene boronic acid

2-bromoaniline
615-36-1

2-bromoaniline

2-(thiophen-2-yl)aniline
62532-99-4

2-(thiophen-2-yl)aniline

Conditions
ConditionsYield
With C11H8Cl4N2O3Pd; tetrabutylammomium bromide; potassium carbonate In methanol; water; N,N-dimethyl-formamide at 100℃; for 0.166667h; Suzuki Coupling;100%
With bis-triphenylphosphine-palladium(II) chloride; tetrabutylammomium bromide; potassium carbonate In chloroform; water at 80 - 100℃; for 0.166667h; Suzuki Coupling;99%
With 2-[5-(4-methylphenyl)isoxazol-3-yl]-5-(5-phenylisoxazol-3-yl)-1,3,4-oxadiazole·2PdCl2; tetrabutylammomium bromide; potassium carbonate In water; N,N-dimethyl-formamide at 100℃; for 0.0166667h; Suzuki Coupling;98%
benzyl bromide
100-39-0

benzyl bromide

2-bromoaniline
615-36-1

2-bromoaniline

N,N-dibenzyl-2-bromoaniline
1075193-04-2

N,N-dibenzyl-2-bromoaniline

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 120℃; for 48h;100%
With potassium carbonate In N,N-dimethyl-formamide at 120℃; for 48h; Inert atmosphere;100%
Stage #1: 2-bromoaniline With lithium diisopropyl amide In tetrahydrofuran at 0℃; for 0.25h;
Stage #2: benzyl bromide In tetrahydrofuran for 0.25h; Further stages;
83%
With N-ethyl-N,N-diisopropylamine In toluene for 24h; Reflux;
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 120℃; for 24h;82 %Spectr.
bis(trichloromethyl) carbonate
32315-10-9

bis(trichloromethyl) carbonate

2-bromoaniline
615-36-1

2-bromoaniline

2-bromophenyl isocyanate
1592-00-3

2-bromophenyl isocyanate

Conditions
ConditionsYield
With triethylamine In dichloromethane100%
Stage #1: bis(trichloromethyl) carbonate; 2-bromoaniline In dichloromethane at 20℃; for 0.5h;
Stage #2: With triethylamine In dichloromethane at -35 - 20℃; for 2h;
81%
With triethylamine In toluene for 7h; Reflux; Cooling with ice;65.6%
3-bromobenzoyl chloride
1711-09-7

3-bromobenzoyl chloride

2-bromoaniline
615-36-1

2-bromoaniline

2‐(3‐bromophenyl)benzo[d]oxazole
99586-31-9

2‐(3‐bromophenyl)benzo[d]oxazole

Conditions
ConditionsYield
With caesium carbonate; copper(l) iodide; 1,10-Phenanthroline In 1,4-dioxane at 120℃; for 24h; Product distribution / selectivity; Inert atmosphere;100%
With caesium carbonate; copper(l) iodide; 1,10-Phenanthroline In 1,4-dioxane at 120℃; for 8h;76%
O-methylresorcine
150-19-6

O-methylresorcine

2-bromoaniline
615-36-1

2-bromoaniline

C21H20N3O2Pol

C21H20N3O2Pol

Conditions
ConditionsYield
With pyridine; copper(I) bromide dimethylsulfide complex; sodium carbonate In acetonitrile at 75℃; for 48h; Inert atmosphere; solid phase reaction;100%
N-methylpyrrole aldehyde
1192-58-1

N-methylpyrrole aldehyde

2-bromoaniline
615-36-1

2-bromoaniline

2-bromo-N-[(1-methyl-1H-pyrrol-2-yl)methylene]aniline

2-bromo-N-[(1-methyl-1H-pyrrol-2-yl)methylene]aniline

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene for 36h; Dean-Stark; Reflux; Inert atmosphere;100%
1,4-diisocyanatobenzene
104-49-4

1,4-diisocyanatobenzene

2-bromoaniline
615-36-1

2-bromoaniline

C20H16Br2N4O2

C20H16Br2N4O2

Conditions
ConditionsYield
With triethylamine In toluene at 20℃; for 19h;100%
styrene
292638-84-7

styrene

2-bromoaniline
615-36-1

2-bromoaniline

(E)-2-styrylaniline
27652-35-3

(E)-2-styrylaniline

Conditions
ConditionsYield
With palladium diacetate; triethylamine; tris-(o-tolyl)phosphine at 125℃;99%
With palladium diacetate; triethylamine; tris-(o-tolyl)phosphine at 125℃;88%
With palladium diacetate; triethylamine; tris-(o-tolyl)phosphine at 125℃;88%
2-Thiophenecarbonyl chloride
5271-67-0

2-Thiophenecarbonyl chloride

2-bromoaniline
615-36-1

2-bromoaniline

thiophene-2-carboxylic acid (2-bromophenyl)amide
136340-96-0

thiophene-2-carboxylic acid (2-bromophenyl)amide

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 24h;99%
In tetrahydrofuran at 20℃; for 24h;96%
With triethylamine In dichloromethane at 0 - 20℃;84%
In toluene
With triethylamine In dichloromethane at 20℃; for 3h;
Cinnamoyl chloride
102-92-1

Cinnamoyl chloride

2-bromoaniline
615-36-1

2-bromoaniline

E-N-(2-bromophenyl)-3-phenylpropenamide
71910-51-5

E-N-(2-bromophenyl)-3-phenylpropenamide

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 24h;99%
With potassium carbonate In water; acetone at 0℃; for 2h;97%
With potassium carbonate In water; acetone at 0℃; for 2h;92%
2-bromoaniline
615-36-1

2-bromoaniline

trifluoroacetic anhydride
407-25-0

trifluoroacetic anhydride

N-(2-bromophenyl)-2,2,2-trifluoroacetamide
2727-71-1

N-(2-bromophenyl)-2,2,2-trifluoroacetamide

Conditions
ConditionsYield
With sodium carbonate In diethyl ether for 24h; Ambient temperature;99%
With triethylamine In dichloromethane at 0 - 20℃;89%
With triethylamine In dichloromethane at 0 - 20℃;89%
3-pyridinecarbonyl chloride
10400-19-8

3-pyridinecarbonyl chloride

2-bromoaniline
615-36-1

2-bromoaniline

N-(2-bromophenyl)-3-pyridinecarboxamide
75075-29-5

N-(2-bromophenyl)-3-pyridinecarboxamide

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 24h;99%
With pyridine at 0 - 20℃; Acylation;
With N,N-diethyl-N-isopropylamine In acetonitrile at 60℃; for 24h; Inert atmosphere; Schlenk technique;
1,3-cyclopentadione
3859-41-4

1,3-cyclopentadione

2-bromoaniline
615-36-1

2-bromoaniline

3-[(2-bromophenyl)amino]cyclopent-2-en-1-one

3-[(2-bromophenyl)amino]cyclopent-2-en-1-one

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene Heating;99%
at 120℃;70%

2-Bromoaniline Specification

The IUPAC name of this chemical is 2-bromoaniline. With the CAS registry number 615-36-1, it is also named as Benzenamine, 2-bromo-. The product's categories are Amines; Blocks; Bromides; Anilines, Aromatic Amines and Nitro Compounds; Miscellaneous; Anilines, Amides & Amines; Bromine Compounds; C2 to C6; Nitrogen Compounds. It is clear yellow to red-brown liquid after melting which is soluble in alcohol and ether, insoluble in water. Additionally, this chemical should be sealed in the container and stored in the cool and dry place.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 2.19; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.19; (4)ACD/LogD (pH 7.4): 2.19; (5)#H bond acceptors: 1; (6)#H bond donors: 2; (7)#Freely Rotating Bonds: 1; (8)Index of Refraction: 1.625; (9)Molar Refractivity: 38.17 cm3; (10)Molar Volume: 107.8 cm3; (11)Polarizability: 15.13×10-24 cm3; (12)Surface Tension: 47.7 dyne/cm; (13)Enthalpy of Vaporization: 46.35 kJ/mol; (14)Vapour Pressure: 0.0795 mmHg at 25°C; (15)Exact Mass: 170.968362; (16)MonoIsotopic Mass: 170.968362; (17)Topological Polar Surface Area: 26; (18)Heavy Atom Count: 8; (19)Complexity: 74.9.

Preparation of 2-Bromoaniline: It can be obtained by nitrophenylamine with diazotization, bromination and deoxidation.

Uses of 2-Bromoaniline: It is used as intermediate in organic synthesis. For example: it can react with benzoyl chloride to get benzoic acid-(2-bromo-anilide). This reaction needs reagent N,N-Dimethylaniline at temperature of 100 °C. The reaction time is 45 min. The yield is 95%.

When you are using this chemical, please be cautious about it as the following:
It is not only harmful by inhalation, in contact with skin and if swallowed, but also irritating to eyes, respiratory system and skin. And it is also harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) Avoid release to the environment. Refer to special instructions / safety data sheets.

People can use the following data to convert to the molecule structure.
1. SMILES:Nc1ccccc1Br
2. InChI:InChI=1/C6H6BrN/c7-5-3-1-2-4-6(5)8/h1-4H,8H2
3. InChIKey:AOPBDRUWRLBSDB-UHFFFAOYAG

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