2-Bromoaniline Chemical Properties

Melting point:

24-28 °C (lit.)

Boiling point:

229 °C (lit.)

Density 

1.52 g/mL at 25 °C (lit.)

refractive index 

1.617-1.619

Flash point:

>230 °F

storage temp. 

2-8°C

solubility 

0.949g/l

form 

Liquid After Melting

pka

2.53(at 25℃)

color 

Clear yellow to red-brown

Water Solubility 

Insoluble in water.

BRN 

742062

InChI

1S/C6H6BrN/c7-5-3-1-2-4-6(5)8/h1-4H,8H2

InChIKey

AOPBDRUWRLBSDB-UHFFFAOYSA-N

SMILES

Nc1ccccc1Br

CAS DataBase Reference

615-36-1(CAS DataBase Reference)

NIST Chemistry Reference

Benzenamine, 2-bromo-(615-36-1)

EPA Substance Registry System

Benzenamine, 2-bromo- (615-36-1)

Safety Information

Hazard Codes 

T,Xn

Risk Statements 

23/24/25-33-52/53-36/37/38-20/21/22-24/25

Safety Statements 

36/37-45-61-36/37/39-26

RIDADR 

UN 2811 6.1/PG 3

WGK Germany 

3

F 

8-23

Hazard Note 

Toxic

TSCA 

TSCA listed

HazardClass 

6.1

PackingGroup 

III

HS Code 

29214210

Storage Class

10 - Combustible liquids

Hazard Classifications

Acute Tox. 4 Dermal
Acute Tox. 4 Inhalation
Acute Tox. 4 Oral
Aquatic Acute 1
Aquatic Chronic 1
STOT RE 2

MSDS

• Language:English Provider:o-Bromoaniline
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

2-Bromoaniline Usage And Synthesis

Description

O-bromoaniline, m-bromoaniline and p-bromoaniline corresponds to the three isomers of bromoaniline. All of them three are toxic with its toxicity being more severe than chloroanilines. It can be all via percutaneous absorption, being hemolytic and able to cause bladder cancer. It is mainly used for dye raw materials, such as azo dyes, quinazoline dyes and so on. Heating together with glycerol, concentrated sulfuric acid and o-bromonitrobenzene can generate 8-bromoquinoline.
The preparation of the three isomers is as follows:

1. Take the corresponding nitroaniline as raw material, have it reacted with sodium nitrite in sulfuric acid, leading to the formation of diazonium salt, followed by reaction with hydrobromic acid under the action of cuprous bromide, leading to the formation of nitrobromobenzene, further subjecting to iron powder reaction in the bromic acid to generate the above three isomers.
2. Take benzene as raw material, under the action of iron powder, have it reacted with bromine to generate bromobenzene. It is then reacted with mixed acid (the mixture of sulfuric acid and nitric acid) to generate o-nitrobenzene and p-nitro bromobenzene (orthoaccounts of 35%; paraaccounts of 65%), so that the two are separated, followed by the same process as method one to generate o-bromoaniline and p-bromoaniline.
3. Take bromoacetanilide as raw material, put it into sodium hydroxide solution; apply water vapor reflux to obtain the bromoaniline.

Chemical Properties

It appears as white needle crystal with a melting point of 32 ° C, boiling point of 229 ° C, 138-141 ° C (6.38-6.92 kPa), 110.5 ° C (2.53 kPa), relative density of 1.578 (20/4 ° C) and a refractive index of 1.6133. It is soluble in alcohol and ether, but can’t be dissolved in water.

Uses

Organic synthesis intermediates

Chemical Properties

CLEAR YELLOW TO RED-BROWN LIQUID AFTER MELTING

Uses

2-Bromoaniline is used as a corrosion inhibitor, emulsifying and antiseptic agents. It is used in the rubber industry, e.g. diphenylguanidines, phenylenediamines mercaptobenzothiazoles, aniline ketones and etc.

Synthesis

O-bromoaniline, m-bromoaniline and p-bromoaniline are the three isomers of bromoaniline, all three are toxic, and their toxicity is more serious than that of chlorophenylamines, all of which can be absorbed percutaneously, have hemolytic properties, and can cause bladder cancer. Mainly used as raw material for dyes, such as azo dyes, quinazoline dyes, etc.. With glycerol, concentrated sulfuric acid and o-bromonitrobenzene heating to produce 8-bromoquinoline.
The three isomers are prepared as follows:
1, with the corresponding nitroaniline as raw material, in sulfuric acid and sodium nitrite reaction, the generation of diazonium salt, and then in the role of copper bromide, and hydrobromic acid reaction, the generation of nitro bromobenzene, and further in the hydrobromic acid with iron powder reduction; can be produced the above three kinds of isomers.
2, with benzene as raw material, under the action of iron powder, react with bromine to produce bromobenzene, and then react with mixed acid (mixture of sulfuric acid and nitric acid) to produce o-nitro bromobenzene and p-nitro bromobenzene (of which the neighboring position accounts for 35%, the p-position accounted for 65%), so that the two are separated, and then prepared according to method 1, can be produced o-bromoaniline and p-bromoaniline.
3, with p-bromoacetanilide as raw material, in sodium hydroxide solution, with water vapor reflux, can be produced p-bromoaniline.

2-Bromoaniline(615-36-1)Related Product Information

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