ChemicalBook--->CAS DataBase List--->56131-46-5

56131-46-5

56131-46-5 Structure

56131-46-5 Structure
IdentificationBack Directory
[Name]

3-bromo-2-chloroaniline
[CAS]

56131-46-5
[Synonyms]

3-Bromo-2-chloroaniline 95%
Benzenamine, 3-bromo-2-chloro-
3-bromo-2-chloroaniline ISO 9001:2015 REACH
[Molecular Formula]

C6H5BrClN
[MDL Number]

MFCD11848536
[MOL File]

56131-46-5.mol
[Molecular Weight]

206.47
Chemical PropertiesBack Directory
[Melting point ]

31-33 °C
[Boiling point ]

267.1±20.0 °C(Predicted)
[density ]

1.722±0.06 g/cm3(Predicted)
[storage temp. ]

Keep in dark place,Inert atmosphere,2-8°C
[form ]

solid
[pka]

1.58±0.10(Predicted)
[color ]

Pale yellow
[InChI]

InChI=1S/C6H5BrClN/c7-4-2-1-3-5(9)6(4)8/h1-3H,9H2
[InChIKey]

HKNLHCGTRMCOLV-UHFFFAOYSA-N
[SMILES]

C1(N)=CC=CC(Br)=C1Cl
Safety DataBack Directory
[Symbol(GHS) ]

Skull and Crossbones (GHS06)
GHS06
[Signal word ]

Danger
[Hazard statements ]

H301-H312+H332-H319-H335
[Precautionary statements ]

P301+P310-P260-P280
[RIDADR ]

UN2019
[HazardClass ]

6.1
[HS Code ]

2921420090
Hazard InformationBack Directory
[Uses]

3-Bromo-2-chloroaniline is used as an organic intermediate in organic synthesis.
[Synthesis]

1-BROMO-2-CHLORO-3-NITROBENZENE

3970-37-4

3-bromo-2-chloroaniline

56131-46-5

General procedure for the synthesis of 3-bromo-2-chloroaniline from 1-bromo-2-chloro-3-nitrobenzene: A mixed solution of 1-bromo-2-chloro-3-nitrobenzene (2.7 g, 11.44 mmol) and SnCl2 (12.97 g, 57.20 mmol) in ethanol (60 mL) was stirred and reacted for 3 hr under reflux conditions. Upon completion of the reaction, the mixture was cooled to room temperature and the reaction was quenched with deionized water followed by extraction with ethyl acetate. The organic layers were combined, washed with saturated brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure to remove the solvent. The crude product was purified by silica gel column chromatography with the eluent ratio of ethyl acetate/petroleum ether=1:50 to afford the target product 3-bromo-2-chloroaniline as an off-white solid (1.3 g, 55.2% yield).

[References]

[1] Patent: WO2017/15562, 2017, A1. Location in patent: Page/Page column 101
[2] Patent: WO2017/211303, 2017, A1. Location in patent: Page/Page column 30
[3] Patent: WO2015/54572, 2015, A1. Location in patent: Page/Page column 271
[4] Patent: EP1847541, 2007, A1. Location in patent: Page/Page column 72
[5] Patent: US2011/52578, 2011, A1
Spectrum DetailBack Directory
[Spectrum Detail]

3-bromo-2-chloroaniline(56131-46-5)1HNMR
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