methyl 4-(2-bromoethyl)benzoate

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methyl 4-(2-bromoethyl)benzoate Basic information
Uses
Product Name:methyl 4-(2-bromoethyl)benzoate
Synonyms:4-(2-bromoethyl)Benzoic acid methyl ester;Benzoic acid, 4-(2-bromoethyl)-, methyl ester;methyl 4-(2-bromoethyl)benzoate
CAS:136333-97-6
MF:C10H11BrO2
MW:243.1
EINECS:
Product Categories:
Mol File:136333-97-6.mol
methyl 4-(2-bromoethyl)benzoate Structure
methyl 4-(2-bromoethyl)benzoate Chemical Properties
Boiling point 135-138 °C(Press: 1 Torr)
density 1.402±0.06 g/cm3(Predicted)
storage temp. Inert atmosphere,Room Temperature
AppearanceColorless to off-white Solid
Safety Information
HazardClass IRRITANT
MSDS Information
methyl 4-(2-bromoethyl)benzoate Usage And Synthesis
UsesMethyl 4-(2-Bromoethyl)Benzoate is a useful research chemical.
Synthesis
Methanol

67-56-1

4-(2-BROMOETHYL)BENZOIC ACID

52062-92-7

methyl 4-(2-bromoethyl)benzoate

136333-97-6

Thionyl chloride (5.80 mL, 80 mmol) was slowly added to methanol (100 mL) under ice bath cooling conditions. After stirring the reaction mixture for 1 hour, a solution of 4-(2-bromoethyl)benzoic acid (4.58 g, 20 mmol) in methanol (30 mL) was added dropwise. The reaction was continued to be stirred at room temperature for 2 hours. After completion of the reaction, the solvent was removed by distillation under reduced pressure. Water was added to the residue and extracted with ethyl acetate. The organic layer was washed sequentially with 5% sodium carbonate solution and 5% brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to afford the target product methyl 4-(2-bromoethyl)benzoate (4.79 g, 18.3 mmol, 99% yield) as a colorless oil.

References[1] Patent: WO2005/12232, 2005, A2. Location in patent: Page/Page column 28-29
[2] Patent: EP1550662, 2005, A1. Location in patent: Page/Page column 27
[3] Patent: WO2005/30135, 2005, A2. Location in patent: Page/Page column 89
[4] Journal of the American Chemical Society, 2010, vol. 132, # 31, p. 10842 - 10846
[5] Patent: WO2011/11186, 2011, A2. Location in patent: Page/Page column 60
methyl 4-(2-bromoethyl)benzoate Preparation Products And Raw materials
Raw materials4-(2-Bromoethyl)benzoic acid-->Methanol-->(Trimethylsilyl)diazomethane
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