Basic information Description Chemical Properties Uses Safety Supplier Related
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2-Bromoaniline

Basic information Description Chemical Properties Uses Safety Supplier Related

2-Bromoaniline Basic information

Product Name:
2-Bromoaniline
Synonyms:
  • 2-bromo-benzenamin
  • Aniline, o-bromo-
  • Benzenamine,2-bromo-
  • o-Aminobromobenzene
  • o-Chloroaceto-N-acetanilide
  • O-BROMOANILINE
  • 2-BromoaniL
  • 1-Amino-2-bromobenzene
CAS:
615-36-1
MF:
C6H6BrN
MW:
172.02
EINECS:
210-421-3
Product Categories:
  • amine | alkyl bromide
  • Amines
  • blocks
  • Bromides
  • Anilines, Aromatic Amines and Nitro Compounds
  • Miscellaneous
  • Anilines, Amides & Amines
  • Bromine Compounds
  • C2 to C6
  • Nitrogen Compounds
  • bc0001
  • Apinno
Mol File:
615-36-1.mol
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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
pka
2.53(at 25℃)
form 
Liquid After Melting
color 
Clear yellow to red-brown
Water Solubility 
Insoluble in water.
BRN 
742062
InChIKey
AOPBDRUWRLBSDB-UHFFFAOYSA-N
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)
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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
8-23
Hazard Note 
Toxic
TSCA 
Yes
HazardClass 
6.1
PackingGroup 
III
HS Code 
29214210

MSDS

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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.

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