Basic information
- Standard SMILES
Nc1ccccc1Br- InChIKey
AOPBDRUWRLBSDB-UHFFFAOYSA-N- Molecular formula
- C6H6BrN
- Average molar mass
- 172.02 g/mol
- Monoisotopic mass
- 170.96836129
Names & identifiers
- Preferred name
- 2-Bromoaniline
- IUPAC
- 2-bromoaniline
- English name
- 2-Bromoaniline
- Molecular formula
- C6H6BrN
- Molecular weight
- 172.02
Names & synonyms
Show more names
Database identifiers
- CAS
615-36-1- PubChem CID
- 11992
- DTXSID
DTXSID5060645- UNII
- VTP98DS78E
- EC Number
- 210-421-3
- Nikkaji
- J94.957D
Properties
Computed structural properties
- XLogP
- 2.1
- Topological polar surface area
- 26 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 0
- Heavy atoms
- 8
- Formal charge
- 0
- Complexity
- 74.9
Experimental & physicochemical properties
Physicochemical properties
- Melting point
- 24 · 24-28 °C (lit.)
- Boiling point
- 229 °C · 229 °C (lit.)
- Density
- 1.52 g/mL · 1.52 g/mL at 25 °C (lit.)
- refractive index
- 1.617 · 1.617-1.619
- Flash point
- 230 °F · >230 °F
- storage temp.
- 2 · 2-8°C
- solubility
- 0.949 g/l · 0.949g/l
- pka
- 2.53 · 2.53(at 25℃)
- form
- Liquid After Melting
- color
- Clear yellow to red-brown
- Water Solubility
- Insoluble in water.
- BRN
- 742062 · 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 · 615-36-1(CAS DataBase Reference)
- FDA UNII
- 98 DS78E · VTP98DS78E
- NIST Chemistry Reference
- 2 · Benzenamine, 2-bromo-(615-36-1)
- EPA Substance Registry System
- 2 · Benzenamine, 2-bromo- (615-36-1)
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 6 · GHS06,GHS09
- Signal word
- Danger
- Hazard statements
- 301 · H301+H311+H331-H315-H319-H411
- Precautionary statements
- 501 · P501-P261-P273-P270-P271-P264-P280-P391-P337+P313-P305+P351+P338-P361+P364-P332+P313-P301+P310+P330-P302+P352+P312-P304+P340+P311-P403+P233-P405
- PPE
- 2 · Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
- Hazard Codes
- T,Xn
- Risk Statements
- 23 · 23/24/25-33-52/53-36/37/38-20/21/22-24/25
- Safety Statements
- 36 · 36/37-45-61-36/37/39-26
- RIDADR
- 2811 · UN 2811 6.1/PG 3
- WGK Germany
- 3 · 3
- F
- 8 · 8-23
- Hazard Note
- Toxic
- TSCA
- TSCA listed
- HazardClass
- 6.1 · 6.1
- PackingGroup
- III
- HS Code
- 29214210 · 29214210
- Storage Class
- 10 · 10 - Combustible liquids
- Hazard Classifications
- 4 DermalAcute · Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 OralAquatic Acute 1Aquatic Chronic 1STOT RE 2
- REACH Registrations
- Active
Safety & regulation
GHS classification
GHS Classification
Danger
H302 (96.2%): Harmful if swallowed [Warning Acute toxicity, oral]
P260, P262, P264, P270, P273, P280, P301+P317, P302+P352, P316, P319, P321, P330, P361+P364, P391, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 53 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: Benzenamine, 2-bromo-
Status: Active Update: 03-07-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/23361
2-Bromoaniline: Does not have an individual approval but may be used under an appropriate group standard
Toxicology
Safety data
- F
- 8-23
- PPE
- Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
- wgk
- 3
- tsca
- TSCA listed
- ridadr
- UN 2811 6.1/PG 3
- hs_code
- 29214210
- risk_code
- 23/24/25-33-52/53-36/37/38-20/21/22-24/25
- Signal word
- Danger
- Symbol(GHS)
- GHS06,GHS09
- hazard_code
- T,Xn
- hazard_note
- Toxic
- safety_code
- 36/37-45-61-36/37/39-26
- hazard_class
- 6.1
- Storage Class
- 10 - Combustible liquids
- packing_group
- III
- Hazard statements
- H301+H311+H331-H315-H319-H411
- REACH Registrations
- Active
- Hazard Classifications
- Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 OralAquatic Acute 1Aquatic Chronic 1STOT RE 2
- Precautionary statements
- P501-P261-P273-P270-P271-P264-P280-P391-P337+P313-P305+P351+P338-P361+P364-P332+P313-P301+P310+P330-P302+P352+P312-P304+P340+P311-P403+P233-P405
Chemistry & industry
Uses & manufacturing
Applications
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: 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. 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. Take bromoacetanilide as raw material, put it into sodium hydroxide solution; apply water vapor reflux to obtain the bromoaniline.
UsesOrganic synthesis intermediates
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.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
Linked notes
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