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2-Bromo-6-chlorobenzyl bromide

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2-Bromo-6-chlorobenzyl bromide Basic information
Product Name:2-Bromo-6-chlorobenzyl bromide
Synonyms:2-Bromo-6-chlorobenzyl bromide 97%;1-BroMo-2-(broMoMethyl)-3-chlorobenzene;1-Bromo-2-(bromomethyl)-3-chlorobenzene, 2-Chloro-alpha,6-dibromotoluene;1-Bromo-2-(bromomethyl);Benzene, 1-bromo-2-(bromomethyl)-3-chloro-;2-bromo-6-chlorobromobenzyl;-3-chlorobenzene;2-Bromo-6-chlorobenzyl bromide
CAS:75002-98-1
MF:C7H5Br2Cl
MW:284.38
EINECS:
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Mol File:Mol File
2-Bromo-6-chlorobenzyl bromide Structure
2-Bromo-6-chlorobenzyl bromide Chemical Properties
Melting point 62-64°C
Boiling point 283.4±25.0 °C(Predicted)
density 1.93g/ml
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
AppearanceLight brown to off-white Solid
Safety Information
RIDADR UN1759
HazardClass 8
HS Code 2903998090
MSDS Information
2-Bromo-6-chlorobenzyl bromide Usage And Synthesis
Synthesis
2-Bromo-6-chlorotoluene

62356-27-8

2-BROMO-6-CHLOROBENZYL BROMIDE

75002-98-1

General procedure for the synthesis of 2-bromo-6-chlorobenzyl bromide (compound [5-2]) from 2-bromo-6-chlorotoluene: 2-bromo-6-chlorotoluene (1.58 g) was dissolved in 15 mL of carbon tetrachloride, and N-bromosuccinimide (1.63 g) and 2,2'-azino-bis (isobutyronitrile) (125 mg) were added. The reaction mixture was heated to reflux for 24 hours. After completion of the reaction, the reaction was quenched with water and the mixture was extracted with chloroform. The organic layers were combined, dried over anhydrous sodium sulfate, filtered and the filtrate concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography to afford 2-bromo-6-chlorobenzyl bromide (2.16 g) as a white solid.1H-NMR (400 MHz, CDCl3) δ: 7.51 (1H, d, J = 8.1 Hz), 7.37 (1H, d, J = 8.1 Hz), 7.11 (1H, d, J = 8.1 Hz), 4.80 (2H, s) .

References[1] Organic and Biomolecular Chemistry, 2012, vol. 10, # 31, p. 6404 - 6409
[2] Journal of Medicinal Chemistry, 1981, vol. 24, # 4, p. 382 - 389
[3] Patent: US4259349, 1981, A
[4] Journal of the American Chemical Society, 2008, vol. 130, # 45, p. 15157 - 15166
[5] Journal of the American Chemical Society, 2011, vol. 133, # 24, p. 9282 - 9285
2-Bromo-6-chlorobenzyl bromide Preparation Products And Raw materials
Raw materials2-Bromo-6-chlorotoluene-->AIBN-->N-Bromosuccinimide-->Carbon tetrachloride
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