ChemicalBook--->CAS DataBase List--->32338-02-6

32338-02-6

32338-02-6 Structure

32338-02-6 Structure
IdentificationBack 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 PropertiesBack 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
[InChI]

1S/C7H8BrNO/c1-10-5-2-3-7(9)6(8)4-5/h2-4H,9H2,1H3
[InChIKey]

YBAGMTVKDRIMTB-UHFFFAOYSA-N
[SMILES]

COC1=CC=C(C(Br)=C1)N
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H332-H335
[Precautionary statements ]

P261-P280-P305+P351+P338
[HazardClass ]

IRRITANT
[HS Code ]

2922290090
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Hazard InformationBack Directory
[Uses]

2-Bromo-4-methoxyaniline is a useful reagent and reactant in organometallics, and organic reactions.
[Synthesis]

p-Anisidine

104-94-9

2-BROMO-4-METHOXY-PHENYLAMINE

32338-02-6

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
Spectrum DetailBack Directory
[Spectrum Detail]

2-BROMO-4-METHOXY-PHENYLAMINE(32338-02-6)1HNMR
2-BROMO-4-METHOXY-PHENYLAMINE(32338-02-6)FT-IR
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