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| | Chloromethyl phenyl sulfoxide Basic information |
| | Chloromethyl phenyl sulfoxide Chemical Properties |
| Melting point | 33-35 °C | | Boiling point | 109-111 °C/0.01 mmHg | | density | 1.35±0.1 g/cm3(Predicted) | | Fp | 100 °C | | storage temp. | -20°C | | solubility | sol CHCl3 and THF. | | form | solid | | Appearance | White to off-white Solid | | BRN | 1617664 | | InChI | 1S/C7H7ClOS/c8-6-10(9)7-4-2-1-3-5-7/h1-5H,6H2 | | InChIKey | WCUSVVDFUIMPKY-UHFFFAOYSA-N | | SMILES | ClCS(=O)c1ccccc1 | | EPA Substance Registry System | Benzene, [(chloromethyl)sulfinyl]- (7205-94-9) |
| Safety Statements | 22-24/25 | | WGK Germany | 3 | | Storage Class | 13 - Non Combustible Solids |
| | Chloromethyl phenyl sulfoxide Usage And Synthesis |
| Uses | 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
| | Preparation | Chlorination of methylphenyl sulfoxide with sulfonyl chloride in dichloromethane or N-chlorosuccinimide in chloroform gives Chloromethyl phenyl sulfoxide in good yields. A one-step process starting from phenyl sulfide involves chlorination with sulfonyl chloride in dichloromethane followed by oxidation with the same reagent in the presence of wet silica gel. Another method uses silver(I) nitrate and sulfonyl chloride in acetonitrile. | | Synthesis Reference(s) | Journal of the American Chemical Society, 90, p. 4496, 1968 DOI: 10.1021/ja01018a078
Synthesis, p. 831, 1986
Tetrahedron Letters, 17, p. 613, 1976 | | General Description | Chloromethyl phenyl sulfoxide has synthetic potential and exhibits unusual stereochemical specificity. Stereospecific hydroxyalkylation of chloromethyl phenyl sulfoxide has been investigated. |
| | Chloromethyl phenyl sulfoxide Preparation Products And Raw materials |
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