1-Bromo-4-(bromomethyl)-2-methylbenzene

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1-Bromo-4-(bromomethyl)-2-methylbenzene Basic information
Product Name:1-Bromo-4-(bromomethyl)-2-methylbenzene
Synonyms:1-Bromo-4-(bromomethyl)-2-methylbenzene;3-Methyl-4-bromobenzylbromide;4-Bromo-3-methylbenzylbromide;1-Bromo-4-(bromomethyl);-2-methylbenzene;Benzene, 1-bromo-4-(bromomethyl)-2-methyl-;4-bromo-3-methylbromobenzyl;1-bromo-4-(bromethyl)-2-methylbenzene
CAS:27561-51-9
MF:C8H8Br2
MW:263.96
EINECS:
Product Categories:
Mol File:27561-51-9.mol
1-Bromo-4-(bromomethyl)-2-methylbenzene Structure
1-Bromo-4-(bromomethyl)-2-methylbenzene Chemical Properties
Melting point 26-27 °C
Boiling point 275.4±25.0 °C(Predicted)
density 1.743±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
form fused solid
color Orange/tan
Safety Information
HS Code 2909309090
MSDS Information
1-Bromo-4-(bromomethyl)-2-methylbenzene Usage And Synthesis
Synthesis
(4-BROMO-3-METHYLPHENYL)METHANOL

149104-89-2

1-Bromo-4-(bromomethyl)-2-methylbenzene

27561-51-9

Procedure for the synthesis of 1-bromo-4-(bromomethyl)-2-toluene: To a solution of 4-bromo-3-methylbenzyl alcohol (27.5 g, 136.8 mmol) in dichloromethane (250 mL) was added triphenylphosphine (39.4 g, 150.5 mmol) and carbon tetrabromide (49.9 g, 150.5 mmol) in sequence. The reaction mixture was stirred at room temperature for 2 hours. After completion of the reaction, water was added to quench the reaction. The organic layer was separated and dried over anhydrous sodium sulfate, followed by concentration under reduced pressure to remove the solvent. The crude product was purified by column chromatography to afford 1-bromo-4-(bromomethyl)-2-toluene (34 g, 94% yield). The structure of the product was confirmed by 1H NMR (400 MHz, CDCl3): δ 7.94-7.92 (d, 1H), 7.70 (s, 1H), 7.53-7.51 (d, 1H), 4.86 (s, 2H), 2.83 (s, 3H).

References[1] Patent: WO2015/42532, 2015, A1. Location in patent: Paragraph 0164
[2] Patent: US2011/82165, 2011, A1. Location in patent: Page/Page column 53
[3] Patent: WO2017/34994, 2017, A1. Location in patent: Page/Page column 38
[4] Macromolecules, 2013, vol. 46, # 21, p. 8500 - 8508
[5] Patent: WO2012/67664, 2012, A1. Location in patent: Page/Page column 45
1-Bromo-4-(bromomethyl)-2-methylbenzene Preparation Products And Raw materials
Raw materials(4-Bromo-3-methylphenyl)methanol-->Dichloromethane-->Triphenylphosphine-->Carbon tetrabromide
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