Basic information Uses Safety Supplier Related

Pentafluorobenzyl chloride

Basic information Uses Safety Supplier Related

Pentafluorobenzyl chloride Basic information

Product Name:
Pentafluorobenzyl chloride
Synonyms:
  • PENTAFLUOROBENZYL CHLORIDE
  • 2,3,4,5,6-PENTAFLUOROBENZYL CHLORIDE
  • 1-(Chloromethyl)-2,3,4,5,6-pentafluorobenzene
  • alpha-Chloro-2,3,4,5,6-pentafluorotoluene
  • (chloromethyl)pentafluorobenzene
  • à-chloro-2,3,4,5,6-pentafluorotoluene
  • Pentafluorobenzyl chloride 98%
  • Pentafluorobenzylchloride98%
CAS:
653-35-0
MF:
C7H2ClF5
MW:
216.54
EINECS:
211-501-0
Mol File:
653-35-0.mol
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Pentafluorobenzyl chloride Chemical Properties

Boiling point:
72 °C
Density 
1.59
refractive index 
1.443
Flash point:
72°C/22mm
form 
liquid
Specific Gravity
1.59
color 
Clear, colourless
Water Solubility 
Not miscible in water.
Sensitive 
Lachrymatory
BRN 
647807
CAS DataBase Reference
653-35-0(CAS DataBase Reference)
NIST Chemistry Reference
Benzene, (chloromethyl)pentafluoro-(653-35-0)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
34
Safety Statements 
26-36/37/39-45
RIDADR 
2927
Hazard Note 
Irritant/Lachrymatory
HazardClass 
6.1
PackingGroup 
II
HS Code 
2903998090

MSDS

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Pentafluorobenzyl chloride Usage And Synthesis

Uses

2,3,4,5,6-Pentafluorobenzyl chloride can be used as a pharmaceutical synthesis intermediate. It can be prepared by reacting hexafluorobenzene with methyllithium and can be used to prepare 2,3,4,5,6-pentafluorobenzyl cyanide.

Synthesis

An ether solution of methyl lithium (70 cc, containing 21 g of methyl lithium) was added to hexafluorobenzene (20 g) in dry ether (20 cc) at a rate sufficient to maintain mild reflux, stirred, and after addition and addition of water (100 cc), stirring was maintained for one hour. The ether layer was dried (MgSO4), filtered, and most of the ether was distilled off through a 6-inch column to separate the residual liquid (17 g), which was passed through a gas chromatograph 100 (column 488 cm x 75 mm, packed with silicone rubber/ diatomaceous earth 1:3, temperature 1000°C, no flow rate 451/hr) to give 2,3,4,5,6-pentafluorotoluene (138 g). Reaction with one molecular equivalent of sulfonyl chloride then halogenates the methyl in the presence of 0005 molecular equivalents of dibenzoyl peroxide The major product is 2,3,4,5,6-pentafluorobenzyl chloride with a boiling point of 88-90°C and a mercury pressure of 69 mm.

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