ChemicalBook CAS DataBase List 2-Bromo-1-bromomethyl-5-chlorobenzene

2-Bromo-1-bromomethyl-5-chlorobenzene synthesis

4synthesis methods

Product Name:2-Bromo-1-bromomethyl-5-chlorobenzene
CAS Number:66192-24-3
Molecular formula:C7H5Br2Cl
Molecular Weight:284.38

14495-51-3 Synthesis

14495-51-3
249 suppliers
$10.00/5g

66192-24-3
117 suppliers
$9.00/1g

Yield:66192-24-3 80%

Reaction Conditions:

with NBS;(E)-2,2'-(diazene-1,2-diyl)bis( 2-methylpropanenitrile) in Carbon tetrachloride; for 2 h;Heating / reflux;

Steps:

2.1

20.5 g (100 mmol) of 2-bromo-5-chlorotoluene was dissolved in 200 ml of carbon tetrachloride, 0.2 g (1 mmol) of AIBN and 19.6 g (110 mmol) of N-bromosuccinimide were added thereto, the resulting mixture was refluxed for 2 hours and cooled to room temperature. The reaction mixture was washed with 50 ml of water twice and with 50 ml of a brine solution, dried over anhydrous MgS04, and distilled under a reduced pressure to obtain an oil containing a small amount of the starting material. The oil was dissolved in 20 ml of hexane, and recrystallized at room temperature to obtain ' 22.7 g (yield 80%) of 2-bromo-l-bromomethyl-5-chlorobenzene. 1H NMR (300 MHz, CDC13) d 7.50 (d, 1H, J= 8.7 Hz), 7.45 (d, 1H, J= 2.4 Hz), 7.15 (dd, 1H, J= 8.7 Hz, 2.4 Hz), 4.53 (s, 2H)

References:

WO2005/123054,2005,A1 Location in patent:Page/Page column 25

19398-61-9 Synthesis