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About This Item
Linear Formula:
C6H5SOCH2Cl
CAS Number:
Molecular Weight:
174.65
Beilstein:
1617664
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
Assay
≥97.0%
form
solid
bp
109-111 °C/0.01 mmHg
mp
33-35 °C
storage temp.
−20°C
SMILES string
ClCS(=O)c1ccccc1
InChI
1S/C7H7ClOS/c8-6-10(9)7-4-2-1-3-5-7/h1-5H,6H2
InChI key
WCUSVVDFUIMPKY-UHFFFAOYSA-N
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General description
Chloromethyl phenyl sulfoxide has synthetic potential and exhibits unusual stereochemical specificity. Stereospecific hydroxyalkylation of chloromethyl phenyl sulfoxide has been investigated.
Application
Chloromethyl phenyl sulfoxide has been used in the preparation of:
- 1-chloroalkyl sulfoxides
- starting material for the synthesis alkyl sulfoxides and thiol ester acyl anion equivalent
Other Notes
Starting material for the synthesis alkyl sulfoxides; Thiol ester acyl anion equivalent
Storage Class Code
13 - Non Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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Stereospecific hydroxyalkylation of chloromethyl phenyl sulfoxide.
Durst T.
Journal of the American Chemical Society, 91(4), 1034-1035 (1969)
Tsuyoshi Satoh
Chemical record (New York, N.Y.), 3(6), 329-341 (2004-03-03)
Aryl 1-chlorovinyl sulfoxides were easily synthesized from ketones and aldehydes with aryl chloromethyl sulfoxide in three-steps with high overall yields. Low-temperature treatment of the aryl 1-chlorovinyl sulfoxides with alkyllithium or a Grignard reagent gave alkylidene carbenoids via a sulfoxide-metal exchange
K.M. Moore et al.
The Journal of Organic Chemistry, 43, 2713-2713 (1978)
M. Hojo et al.
Synthesis, 789-789 (1977)
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