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About This Item
Linear Formula:
C6H5SOCH2Cl
CAS Number:
Molecular Weight:
174.65
EC Number:
230-580-2
UNSPSC Code:
12352100
PubChem Substance ID:
Beilstein/REAXYS Number:
1617664
MDL number:
InChI key
WCUSVVDFUIMPKY-UHFFFAOYSA-N
InChI
1S/C7H7ClOS/c8-6-10(9)7-4-2-1-3-5-7/h1-5H,6H2
SMILES string
ClCS(=O)c1ccccc1
assay
≥97.0%
form
solid
bp
109-111 °C/0.01 mmHg
mp
33-35 °C
storage temp.
−20°C
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
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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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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