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June 1, 1978The Journal of Organic Chemistry

Oxidation of long-chain and related alcohols to carbonyls by dimethyl sulfoxide "activated" by oxalyl chloride

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Authors

AMAnthony J. MancusoTemple UniversitySHShui‐Lung HuangNational Tsing Hua UniversityDSDaniel SwernInstitute of Minerals and Materials Technology

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Implication

Experimental study demonstrates efficient oxidation of alcohols to carbonyls using oxalyl chloride-activated dimethyl sulfoxide, suggesting a practical synthetic pathway.

Key Points

  • To investigate the oxidation of long-chain and related alcohols into carbonyl compounds using dimethyl sulfoxide activated by oxalyl chloride.
  • Reacted long-chain and structurally related alcohols with dimethyl sulfoxide in the presence of oxalyl chloride as an activating agent.
  • Conducted the reactions under controlled organic synthesis conditions to convert alcohols into corresponding carbonyls.
  • Oxalyl chloride effectively activates dimethyl sulfoxide to promote the oxidation of long-chain alcohols to carbonyl compounds.
  • The synthetic procedure establishes a dependable chemical route for preparing carbonyl derivatives from primary and secondary alcohols.

Cite This Study

Mancuso et al. (1978) studied this question.

synapsesocial.com/papers/69f4e84b2a5e92bcb0206d60https://doi.org/10.1021/jo00406a041
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