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The reaction of sulfoxides with hydrogen chloride

✍ Scribed by R.H. Rynbrandt

Publisher: Elsevier Science
Year: 1971
Tongue: French
Weight: 128 KB
Volume: 12
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)97229-6

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✦ Synopsis

The reversible formation of sulfodichloride intermediates (&,) has been proposed to explain the RlR2SO + 2HCl&lR2SC123 + Ii20

(Eq. 1)

1 s racemization of optically active sulfoxides by hydrogen chloride in organic solvents (Eq. 1). 1,2

Mislow' h8S suggested that the symmetrization of the sulfodichloride may be the result of its being either a slightly distorted trigonal bipyramid with a plane of symmetry or a set of rapidly interconverting enantiomeric chlorosulfonium chlorides. Recently Allegra and co-workersJ

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