2-Bromoaniline

2-Bromoaniline Basic information
Description Chemical Properties Uses
Product Name:2-Bromoaniline
Synonyms:2-bromo-benzenamin;Aniline, o-bromo-;Benzenamine,2-bromo-;o-Aminobromobenzene;o-Chloroaceto-N-acetanilide;O-BROMOANILINE;2-BromoaniL;Vortioxetine Impurity 49
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
2-Bromoaniline Structure
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
Fp >230 °F
storage temp. 2-8°C
solubility 0.949g/l
pka2.53(at 25℃)
form Liquid After Melting
color Clear yellow to red-brown
Water Solubility Insoluble in water.
BRN 742062
InChIKeyAOPBDRUWRLBSDB-UHFFFAOYSA-N
CAS DataBase Reference615-36-1(CAS DataBase Reference)
NIST Chemistry ReferenceBenzenamine, 2-bromo-(615-36-1)
EPA Substance Registry SystemBenzenamine, 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
8-23
Hazard Note Toxic
TSCA Yes
HazardClass 6.1
PackingGroup III
HS Code 29214210
MSDS Information
ProviderLanguage
o-Bromoaniline English
SigmaAldrich English
ACROS English
ALFA English
2-Bromoaniline Usage And Synthesis
DescriptionO-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 PropertiesIt 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.
UsesOrganic synthesis intermediates
Chemical PropertiesCLEAR YELLOW TO RED-BROWN LIQUID AFTER MELTING
Uses2-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.
2-BROMOPHENYL ISOCYANATE 2-BENZOYLACETANILIDE EMERALDINE BASE POLYANILINE 2-Bromo-4-methylaniline 2-Bromoaniline 2,5-Dibromobenzenamine Benzidine 2,6-Dibromoaniline 2-Nitroaniline N,N-Dimethylaniline 2-Fluoroaniline o-Toluidine Aniline O-Tolidine Diphenylamine 2-Chloroaniline M-BROMOANILINE,BROMOANILINE(3-),3-BROMOANILINE 1.4-Bromoaniline,BROMOANILINE(4-),4-BROMOANILINE

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