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2,3-Difluorobenzyl bromide

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CAS:113211-94-2
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  • CAS:113211-94-2
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2,3-Difluorobenzyl bromide Basic information
Product Name:2,3-Difluorobenzyl bromide
Synonyms:TIMTEC-BB SBB006681;ALPHA-BROMO-2,3-DIFLUOROTOLUENE;1-(BROMOMETHYL)-2,3-DIFLUORO-BENZENE;2,3-DIFLUOROBENZYL BROMIDE;Benzene, 1-(bromomethyl)-2,3-difluoro-;à-bromo-2,3-difluorotoluene;α-bromo-2,3-difluorotoluene;2,3-Difluorobenzyl bromide 98%
CAS:113211-94-2
MF:C7H5BrF2
MW:207.02
EINECS:
Product Categories:Miscellaneous;Benzenes;Fluoro-contained benzyl bromide series;Aromatic compound
Mol File:113211-94-2.mol
2,3-Difluorobenzyl bromide Structure
2,3-Difluorobenzyl bromide Chemical Properties
Boiling point 190.5±25.0 °C(Predicted)
density 1.628 g/mL at 25 °C(lit.)
refractive index n20/D 1.528(lit.)
Fp 194 °F
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
form clear liquid
color Colorless to Light yellow
Specific Gravity1.628
Sensitive Lachrymatory
BRN 7089244
InChI1S/C7H5BrF2/c8-4-5-2-1-3-6(9)7(5)10/h1-3H,4H2
InChIKeyFTBSGSZZESQDBM-UHFFFAOYSA-N
SMILESFc1cccc(CBr)c1F
CAS DataBase Reference113211-94-2(CAS DataBase Reference)
NIST Chemistry Reference2,3-Difluorobenzyl bromide(113211-94-2)
Safety Information
Hazard Codes C,Xi
Risk Statements 34-36/37/38
Safety Statements 26-36/37/39-45-25-36/37
RIDADR UN 3265 8/PG 2
WGK Germany 3
10-19-21
Hazard Note Corrosive/Lachrymatory
HazardClass 8
PackingGroup III
HS Code 29049090
Storage Class8A - Combustible corrosive hazardous materials
Hazard ClassificationsSkin Corr. 1B
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALFA English
2,3-Difluorobenzyl bromide Usage And Synthesis
Chemical Propertiesclear colorless to light yellow liquid
Uses2,3-Difluorobenzyl bromide was used in the synthesis of chemokine antagonists.
Synthesis
2,3-Difluorobenzyl alcohol

75853-18-8

2,3-Difluorobenzyl bromide

113211-94-2

Step 2 (MW-S2): phosphorus tribromide (6.7 mL, 69.44 mmol) was added dropwise to a solution of diethyl ether (250 mL) of 2,3-difluorobenzyl alcohol (20 g, 138.88 mmol) at -10 °C. The reaction mixture was stirred at -10 °C for 1 hour. Upon completion of the reaction, the reaction was quenched with saturated sodium bicarbonate solution. The organic layer was separated and the aqueous layer was extracted with diethyl ether (2 x 100 mL). The combined organic layers were washed sequentially with water (100 mL), brine (100 mL), dried with anhydrous sodium sulfate, filtered and concentrated in vacuum to give 20 g of 2,3-difluorobenzyl bromide (MW-52) as a light brown liquid, which can be used in the next reaction without further purification.

References[1] Journal of Medicinal Chemistry, 1988, vol. 31, # 5, p. 1005 - 1009
[2] Patent: WO2014/140279, 2014, A1. Location in patent: Page/Page column 88; 170
2,3-Difluorobenzyl bromide Preparation Products And Raw materials
Raw materials2,3-Difluorobenzyl alcohol-->Phosphorus tribromide-->Diethyl ether
Preparation Products(S)-2-AMINO-3-(2,3-DIFLUORO-PHENYL)-PROPIONIC ACID
Tag:2,3-Difluorobenzyl bromide(113211-94-2) Related Product Information
2-(Trifluoromethyl)benzyl chloride Dimidium bromide Decabromodiphenyl Ethane Bromoacetaldehyde dimethyl acetal alpha-Chloro-o-fluorotoluene Allyl bromide [2,3,5,6-tetrafluoro-4-(methoxymethyl)phenyl]methyl 2,2-dimethyl-3-pro p-1-enyl-cyclopropane-1-carboxylate Sodium bromate Ethidium bromide Rocuronium bromide Ethyl bromodifluoroacetate Dibromomethane Vecuronium bromide 4-Nitrobenzyl bromide Methyl bromide 2,3,6-TRIFLUOROBENZYL BROMIDE Bromine 2,3,5-TRIFLUOROBENZYL BROMIDE

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