Pentafluorobenzyl chloride
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
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)
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
- Language:English Provider:2,3,4,5,6-Pentafluorobenzyl chloride
- Language:English Provider:ALFA
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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