| Identification | More | [Name]
4-Bromo-2-chloroaniline | [CAS]
38762-41-3 | [Synonyms]
4-BROMO-2-CHLOROANILINE
4-Bromo-2-chloroaniline 98%
4-BROMO-2-CHLOROANILINE, 98+%
Benzenamine, 4-bromo-2-chloro-
1-Amino-4-bromo-2-chlorobenzene | [EINECS(EC#)]
254-118-4 | [Molecular Formula]
C6H5BrClN | [MDL Number]
MFCD00007660 | [Molecular Weight]
206.47 | [MOL File]
38762-41-3.mol |
| Chemical Properties | Back Directory | [Appearance]
SLIGHTLY YELLOW TO LIGHT BROWN CRYSTALLINE POWDER | [Melting point ]
70-72 °C (lit.) | [Boiling point ]
241.8±20.0 °C(Predicted) | [density ]
1.6567 (rough estimate) | [refractive index ]
1.5400 (estimate) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [form ]
Crystalline Powder | [pka]
1.95±0.10(Predicted) | [color ]
Slightly yellow to light brown | [BRN ]
3117740 | [InChI]
InChI=1S/C6H5BrClN/c7-4-1-2-6(9)5(8)3-4/h1-3H,9H2 | [InChIKey]
INMZDDDQLHKGPF-UHFFFAOYSA-N | [SMILES]
C1(N)=CC=C(Br)C=C1Cl | [CAS DataBase Reference]
38762-41-3(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,T,Xi | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R20/21:Harmful by inhalation and in contact with skin . | [Safety Statements ]
S36:Wear suitable protective clothing .
S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) . | [WGK Germany ]
3
| [Hazard Note ]
Toxic | [HazardClass ]
IRRITANT | [HS Code ]
29214200 |
| Hazard Information | Back Directory | [Chemical Properties]
SLIGHTLY YELLOW TO LIGHT BROWN CRYSTALLINE POWDER | [Uses]
4-Bromo-2-chloroaniline was used in the peparation of 3,4-dichloro-α-trichloromethylbenzyl alcohol. | [Synthesis]
The general procedure for the synthesis of 4-bromo-2-chloroaniline from o-chloroaniline was as follows: 254 mg (2 mmol) of o-chloroaniline and 143 mg (1.2 mmol) of potassium bromide were dissolved in 10 mL of a solvent mixture of acetic acid (AcOH) and water (9:1, v/v), and the solution was subsequently transferred to a 50 mL three-neck flask. The reaction temperature was controlled by magnetic stirring at 25°C for 1 h in a thermostatic water bath with continuous stirring. Within the first 15 min of the start of the reaction, 1.8 g (1.8 mmol) of ZnAl-BrO3-LDHs was slowly added.After completion of the reaction, the reaction mixture was extracted with dichloromethane (2 × 10 mL) and the organic phases were combined. Two silica gels (200-300 mesh) were added to the combined organic phases, and the dichloromethane was subsequently removed by distillation under reduced pressure. Finally, purification was carried out using column chromatography (eluent was a solvent mixture of petroleum ether and ethyl acetate in a 10:1 ratio, v/v) to give 321 mg of gray solid product in 78% yield. | [References]
[1] Tetrahedron Letters, 2005, vol. 46, # 51, p. 8959 - 8963
[2] Russian Journal of Applied Chemistry, 2009, vol. 82, # 9, p. 1570 - 1576
[3] Chinese Chemical Letters, 2012, vol. 23, # 4, p. 387 - 390
[4] Monatshefte fur Chemie, 2013, vol. 144, # 2, p. 179 - 181
[5] Journal of the Iranian Chemical Society, 2012, vol. 9, # 3, p. 321 - 326 |
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