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3-bromo-5-methylaniline

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3-bromo-5-methylaniline Basic information
Product Name:3-bromo-5-methylaniline
Synonyms:3-bromo-5-methylaniline;3-Bromo-5-methylbenzenamine;3-Amino-5-bromotoluene, 5-Bromo-m-toluidine;3-AMino-5-broMotoluene;BenzenaMine,3-broMo-5-Methyl-;3-Bromo-5-methylaniline,98%
CAS:74586-53-1
MF:C7H8BrN
MW:186.05
EINECS:277-932-1
Product Categories:
Mol File:74586-53-1.mol
3-bromo-5-methylaniline Structure
3-bromo-5-methylaniline Chemical Properties
Melting point 37 °C
Boiling point 150-151 °C(Press: 15 Torr)
density 1.498±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
form Powder
pka3.65±0.10(Predicted)
color Brown
Water Solubility Slightly soluble in water.
Safety Information
HazardClass 6.1
HS Code 2921430090
MSDS Information
3-bromo-5-methylaniline Usage And Synthesis
Uses3-Bromo-5-methylaniline is used as pharmaceutical intermediates and chemical intermediate.
Synthesis
3-BROMO-5-NITROTOLUENE

52488-28-5

3-bromo-5-methylaniline

74586-53-1

General procedure for the synthesis of 3-bromo-5-methylaniline from 3-bromo-5-nitrotoluene: 1-bromo-3-methyl-5-nitrobenzene (5 g, 23.1 mmol) was dissolved in a mixed solvent of dioxane/water (3:1, 40 mL), and zinc powder (15 g, 231 mmol) and ammonium chloride (12.3 g, 231 mmol) were added sequentially. The reaction mixture was stirred at room temperature for 4 hours. After completion of the reaction, the reaction mixture was diluted with water and extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure to give 3-bromo-5-methylaniline (4.0 g, 93% yield) as a brown solid. Mass spectrometry analysis showed m/z (M+H) of 186.2.

References[1] Patent: WO2014/149164, 2014, A1. Location in patent: Paragraph 001105
[2] Chemische Berichte, 1880, vol. 13, p. 963
[3] Chemische Berichte, 1881, vol. 14, p. 417
[4] Justus Liebigs Annalen der Chemie, 1878, vol. 192, p. 203
[5] Journal of the Chemical Society, 1929, p. 1255
3-bromo-5-methylaniline Preparation Products And Raw materials
Raw materials3-Bromo-5-nitrotoluene-->Ammonium chloride-->Water-->ZINC-->1,4-Dioxane
Preparation Products1-Bromo-3-fluoro-5-methylbenzene-->3-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline
Tag:3-bromo-5-methylaniline(74586-53-1) Related Product Information
3-Bromo-5-nitrotoluene 5-Amino-3-bromobenzonitrile 3-Bromo-5-ethyl-benzenamine Benzenamine, 3-bromo-5-(difluoromethyl)- 3-Amino-5-bromotoluene, HCl tert-butyl 3-bromo-5-methylphenylcarbamate