| Identification | Back Directory | [Name]
2-BROMO-4-METHOXY-PHENYLAMINE | [CAS]
32338-02-6 | [Synonyms]
SKL231
2-Bromo-p-anisidine
2-BROMO-4-METHOXYANILINE
2-Bromo-4-methoxyaniline 95%
2-BROMO-4-METHOXY-PHENYLAMINE
BenzenaMine, 2-broMo-4-Methoxy-
4-Amino-3-bromoanisole, 2-Bromo-p-anisidine
4-AMino-3-broMoanisole[2-BroMo-4-Methoxyaniline]
ethyl-[4-(ethylamino)-6-(ethylthio)-s-triazin-2-yl]amine
N2,N4-diethyl-6-ethylsulfanyl-1,3,5-triazine-2,4-diamine
2-N,4-N-diethyl-6-ethylsulfanyl-1,3,5-triazine-2,4-diamine | [Molecular Formula]
C7H8BrNO | [MDL Number]
MFCD09029057 | [MOL File]
32338-02-6.mol | [Molecular Weight]
202.05 |
| Chemical Properties | Back Directory | [Melting point ]
64 °C | [Boiling point ]
76-98 °C(Press: 2 Torr) | [density ]
1.531±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C(protect from light) | [solubility ]
Chloroform (Slightly), DMSO (Slightly) | [form ]
liquid | [pka]
3.14±0.10(Predicted) | [color ]
Clear, dark red |
| Hazard Information | Back Directory | [Uses]
2-Bromo-4-methoxyaniline is a useful reagent and reactant in organometallics, and organic reactions. | [Synthesis]
General procedure for the synthesis of 2-bromo-4-methoxyaniline from 4-methoxyaniline: N-bromosuccinimide (NBS, 152 g, 853 mmol) was added batchwise to a tetrahydrofuran (THF, 3 L) solution of 4-methoxyaniline (100 g, 812 mmol) at -10 °C, keeping the temperature constant and stirring continuously for 30 min. After completion of the reaction, the mixture was concentrated under reduced pressure. The residue was purified by column chromatography (eluent: petroleum ether/ethyl acetate, 15:1, v/v) to afford the target product 2-bromo-4-methoxyaniline as a red oil (30.58 g, 18.6% yield). The nuclear magnetic resonance hydrogen spectrum (1H NMR, 400 MHz, CDCl3) data were as follows: δ = 7.01 (d, J = 2.4 Hz, 1H), 6.74-6.70 (m, 2H), 3.85-3.74 (m, 2H), 3.73 (s, 3H). | [References]
[1] Russian Journal of Applied Chemistry, 2009, vol. 82, # 9, p. 1570 - 1576
[2] Journal of the Chilean Chemical Society, 2011, vol. 56, # 4, p. 863 - 865
[3] Organic Letters, 2006, vol. 8, # 19, p. 4291 - 4293
[4] Journal of the Brazilian Chemical Society, 2010, vol. 21, # 3, p. 496 - 501
[5] Synthetic Communications, 2010, vol. 40, # 6, p. 868 - 876 |
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