| Identification | More | [Name]
2-Bromo-4-chloroaniline | [CAS]
873-38-1 | [Synonyms]
1-AMINO-2-BROMO-4-CHLOROBENZENE
2-BROMO-4-CHLOROANILINE
Benzenamine, 2-bromo-4-chloro-
DISCONTINUED !2-Bromo-4-chloroaniline
2-Bromo-4-chloroaniline,98%
2-Bromo-4-chloroaniline 99%
4-Chloro-2-Bromoaniline
2-Bromo-4-chlorobenzenamine | [EINECS(EC#)]
212-837-0 | [Molecular Formula]
C6H5BrClN | [MDL Number]
MFCD00041313 | [Molecular Weight]
206.47 | [MOL File]
873-38-1.mol |
| Chemical Properties | Back Directory | [Appearance]
Pale brown crystalline powder | [Melting point ]
64-68 °C (lit.) | [Boiling point ]
127°C 14mm | [density ]
1.722±0.06 g/cm3(Predicted) | [Fp ]
127°C/20mm | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [solubility ]
soluble in Methanol | [form ]
Crystalline Powder | [pka]
1.90±0.10(Predicted) | [color ]
Pale brown | [BRN ]
2802563 | [InChI]
InChI=1S/C6H5BrClN/c7-5-3-4(8)1-2-6(5)9/h1-3H,9H2 | [InChIKey]
SYTBIFURTZACKR-UHFFFAOYSA-N | [SMILES]
C1(N)=CC=C(Cl)C=C1Br | [CAS DataBase Reference]
873-38-1(CAS DataBase Reference) | [NIST Chemistry Reference]
2-Bromo-4-chloroaniline(873-38-1) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [RIDADR ]
UN2811 | [WGK Germany ]
3
| [Hazard Note ]
Harmful | [HazardClass ]
6.1 | [PackingGroup ]
III | [HS Code ]
29214200 |
| Hazard Information | Back Directory | [Chemical Properties]
Pale brown crystalline powder | [Uses]
2-Bromo-4-chloroaniline may be used in the preparation of:
- 2-bromo-4-chloro-N-tosylaniline
- 2-bromo-4-chlorothiophenol
- 7-chloro-4a-methyl-4,4a,9,9a-tetrahydro-1H-carbazol-2(3H)-one
| [General Description]
2-Bromo-4-chloroaniline is a 2-bromo-4-substituted aniline that can be prepared from 4-chloroaniline via electrophilic bromination. | [Synthesis]
General procedure for the synthesis of 2-bromo-4-chloroaniline from 4-chloroaniline: To a mixture of 4-chloroaniline (0.7 mmol) was added a dichloromethane (30 ml)-methanol (15 ml) solution of brominating agent (1) (0.72 g, 0.7 mmol). The reaction mixture was stirred at room temperature until decolorization of the orange solution occurred. The progress of the reaction was monitored by thin layer chromatography (TLC) (eluent: hexane/ethyl acetate, 7:3). After completion of the reaction, the solvent was evaporated and ether (10 ml) was added to the residue. The supernatant was decanted and the insoluble residue was washed with ether (3 x 10 ml). The combined organic extracts were dried over anhydrous magnesium sulfate and the solvent was evaporated under vacuum to give the crude product 2-bromo-4-chloroaniline. The crude product was further purified by silica gel fast column chromatography (hexane/ethyl acetate, 7:3). | [References]
[1] Synthetic Communications, 2009, vol. 39, # 2, p. 215 - 219
[2] Tetrahedron Letters, 2006, vol. 47, # 49, p. 8693 - 8697
[3] Canadian Journal of Chemistry, 2005, vol. 83, # 2, p. 146 - 149
[4] Synthetic Communications, 2010, vol. 40, # 5, p. 647 - 653
[5] Tetrahedron Letters, 2005, vol. 46, # 51, p. 8959 - 8963 |
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