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CHLOROMETHYL PHENYL SULFIDE

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CHLOROMETHYL PHENYL SULFIDE Basic information

Product Name:
CHLOROMETHYL PHENYL SULFIDE
Synonyms:
  • CHLOROMETHYL PHENYL SULFIDE
  • CHLOROMETHYL PHENYL SULPHIDE
  • ALPHA-CHLOROTHIOANISOLE
  • Chlorothioanisole
  • [(chloromethyl)thio]benzene
  • ALPHA-CHLOROTHIOANISOLE 95+%
  • Benzene, (chloromethyl)thio-
  • (phenylthio)methyl chloride
CAS:
7205-91-6
MF:
C7H7ClS
MW:
158.65
EINECS:
230-579-7
Product Categories:
  • Building Blocks
  • Chemical Synthesis
  • Organic Building Blocks
  • Sulfides/Disulfides
  • Sulfur Compounds
Mol File:
7205-91-6.mol
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CHLOROMETHYL PHENYL SULFIDE Chemical Properties

Boiling point:
66 °C/0.2 mmHg (lit.)
Density 
1.184 g/mL at 25 °C (lit.)
refractive index 
n20/D 1.594(lit.)
Flash point:
214 °F
storage temp. 
2-8°C
solubility 
sol most organic solvents; insol H2O
form 
Liquid
color 
Clear colorless to pale yellow
Sensitive 
Stench
BRN 
1617369
InChIKey
LLSMWLJPWFSMCP-UHFFFAOYSA-N
CAS DataBase Reference
7205-91-6(CAS DataBase Reference)
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Safety Information

Safety Statements 
23-24/25
RIDADR 
UN 3334
WGK Germany 
3
10-13
Hazard Note 
Stench
HazardClass 
4.1
PackingGroup 
III
HS Code 
29309099

MSDS

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CHLOROMETHYL PHENYL SULFIDE Usage And Synthesis

Uses

Reagent for the high-yield thiomethylation of O-silylated lactone and ester enolates in the synthesis of α-methylene lactones and esters.1

Uses

Reagent for the high-yield thiomethylation of O-silylated lactone and ester enolates in the synthesis of α-methylene lactones and esters.

Synthesis

The two most convenient methods of chloromethyl phenyl sulfide are the reaction of Thioanisole with Sulfuryl Chloride and the reaction of Thiophenol with bromochloromethane using 1,8-Diazabicyclo[5.4.0]undec-7-ene or an alkali metal hydroxide as the base.

storage

Chloromethyl phenyl sulfideshould be handled in a well-ventilated fume hood and kept cooled. Freshly prepared material can be stored at 0-5 °C without any appreciable decomposition. It is advisable to use freshly prepared or distilled material for reactions.

Purification Methods

Dissolve the sulfide in CH2Cl2 or CCl4 and dry it (CaCl2), or pass it through a tube of CaCl2 and distil it using a fractionating column. Harmful vapours. It gives the sulfone [7205-98-3] (b 130o/1mm and m 53o from EtOH) [Beilstein 6 IV 1507] on oxidation with permonophthalic acid. [B.hme et al. Justus Liebigs Ann Chem 563 54 64 1949.] [Beilstein 6 III 1002.]

CHLOROMETHYL PHENYL SULFIDESupplier

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