| Identification | More | [Name]
4-BROMO-3-CHLOROANILINE | [CAS]
21402-26-6 | [Synonyms]
4-BROMO-3-CHLOROANILINE
AKOS 90302
4-BROMO-3-CHLOROANILINE PESTANAL, 250 MG
3-Chloro-4-Bromoaniline
EINECS 244-370-3
4-BROMO-3-CHLOROANILINE 98+%
4-Bromo-3-chlorobenzenamine | [EINECS(EC#)]
244-370-3 | [Molecular Formula]
C6H5BrClN | [MDL Number]
MFCD00041311 | [Molecular Weight]
206.47 | [MOL File]
21402-26-6.mol |
| Chemical Properties | Back Directory | [Melting point ]
74 °C | [Boiling point ]
276.3±20.0 °C(Predicted) | [density ]
1.722±0.06 g/cm3(Predicted) | [Fp ]
>100 °C | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [solubility ]
soluble in Methanol | [form ]
powder to crystal | [pka]
2.84±0.10(Predicted) | [color ]
White to Light yellow | [BRN ]
1210160 | [InChI]
InChI=1S/C6H5BrClN/c7-5-2-1-4(9)3-6(5)8/h1-3H,9H2 | [InChIKey]
QLYHPNUFNZJXOQ-UHFFFAOYSA-N | [SMILES]
C1(N)=CC=C(Br)C(Cl)=C1 | [CAS DataBase Reference]
21402-26-6(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,T,Xn | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R33:Danger of cumulative effects.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S28:After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) .
S36/37:Wear suitable protective clothing and gloves .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) . | [RIDADR ]
2811 | [Hazard Note ]
Harmful | [HazardClass ]
6.1 | [PackingGroup ]
III | [HS Code ]
29214200 |
| Hazard Information | Back Directory | [Chemical Properties]
off-white powder | [Uses]
4-Bromo-3-chloroaniline is a precursor or building block in medicine, pesticide and dyestuffs. | [Synthesis]
General method: A solution was prepared by dissolving m-chloroaniline (2a or 2b) in DMF as starting material. Subsequently, another solution was prepared by dissolving NBS (92 mmol, 1.0 eq.) in 100 ml DMF. The DMF solution of m-chloroaniline was added dropwise to the DMF solution of NBS at room temperature. After the dropwise addition, the reaction mixture was stirred continuously for 3 hours at room temperature. After completion of the reaction, the reaction mixture was diluted with 500 ml of ethyl acetate and washed with 2 x 150 ml of brine. The organic phase was separated, dried with anhydrous Na2SO4, filtered and concentrated to give 4-bromo-3-chloroaniline (3a or 3b) as a brown solid in 90-92% yield. In another experiment, m-chloroaniline (2a or 2b, 0.8 mmol) was dissolved in a solvent of choice (1 ml) and a solution of NBS (0.8 mmol) in the same solvent (1 ml) was added in batches at room temperature. The reaction progression was monitored by LC-MS/MS and a final mixture containing traces of the dibrominated product was obtained. | [References]
[1] Medicinal Chemistry Research, 2016, vol. 25, # 4, p. 539 - 552
[2] Patent: CN107089919, 2017, A. Location in patent: Paragraph 0044; 0045; 0046; 0047
[3] Synthetic Communications, 2009, vol. 39, # 10, p. 1817 - 1824 |
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