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2-Bromo-3-methylaniline

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2-Bromo-3-methylaniline Basic information
Product Name:2-Bromo-3-methylaniline
Synonyms:3-Amino-2-bromotoluene;2-broMo-3-MethylbenzenaMine;BenzenaMine, 2-broMo-3-Methyl-;2-BROMO-3-METHYLANILINE 98;2-BroMo-3-Methylaniline, 97+%;2-BROMO-3-METHYLANILIN;2-Bromo-3-methylaniline, 98%, for synthesis;2-BROMO-3-METHYLANILINE 98 ISO 9001：2015 REACH
CAS:54879-20-8
MF:C7H8BrN
MW:186.05
EINECS:
Product Categories:Anilines, Amides & Amines;Bromine Compounds;Amines;C7;Nitrogen Compounds
Mol File:54879-20-8.mol
2-Bromo-3-methylaniline Structure
2-Bromo-3-methylaniline Chemical Properties
Boiling point 48 °C/0.03 mmHg (lit.)
density 1.489 g/mL at 25 °C (lit.)
refractive index n20/D 1.605(lit.)
Fp >230 °F
storage temp. Keep in dark place,Sealed in dry,Room Temperature
form Liquid
pka2.66±0.10(Predicted)
color Pale brown
InChIInChI=1S/C7H8BrN/c1-5-3-2-4-6(9)7(5)8/h2-4H,9H2,1H3
InChIKeyVJNUZLYTGSGDHR-UHFFFAOYSA-N
SMILESC1(N)=CC=CC(C)=C1Br
Safety Information
Hazard Codes Xn
Risk Statements 22-43-36/37/38-20/21/22
Safety Statements 36/37-60-26-23-9
RIDADR 2810
WGK Germany 3
HazardClass 6.1
HS Code 29214300
Storage Class11 - Combustible Solids
Hazard ClassificationsAcute Tox. 4 Oral
Skin Sens. 1
MSDS Information
2-Bromo-3-methylaniline Usage And Synthesis
SynthesisAdd iron powder (3.86 g, 69 mmol), water (5 mL) and concentrated HCL (0.5 mL) sequentially to a solution of commercially available 2-bromo-3-nitrotoluene (5 g, 23 mmol) in methanol (100 mL) at room temperature and heat the mixture at reflux for 125 h. Remove the solvents under reduced pressure, suspend the residue in water (400 mL) and extract with chloroform (3 x 250 mL). Dry the combined organic extracts over MGS04 and remove the solvents under reduced pressure to afford 2-bromo-3-methylphenylamine as an amber oil (4.45 g, 100percent): 1H NMR (CDC13) 5 2.30 (s, 3H), 4.00 (br s, 2H), 7.60 (m, 2H), 7.00 (t, 1H).
References[1] Patent: WO2004/63155, 2004, A1. Location in patent: Page 120-121
[2] Journal of Organic Chemistry, 1988, vol. 53, # 6, p. 1170 - 1176
[3] Angewandte Chemie - International Edition, 2018, vol. 57, # 34, p. 11040 - 11044
[4] Angew. Chem., 2018, vol. 130, # 34, p. 11206 - 11210,5
[5] Angewandte Chemie - International Edition, 2010, vol. 49, # 40, p. 7257 - 7260
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