Bis(phenylthio)methane, 98+%

CAS Number 3561-67-9 Synonyms
  • Formaldehyde diphenyl mercapatal
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Bis(phenylthio)methane, 98+%

MDL: MFCD00003067
EINECS: 222-624-4

Chemical Properties

Formula: C13H12S2  Melting point: 36-38°
Formula weight: 232.36  Boiling point: 194°/8mm

Literature References

Acyl anion equivalent, compare 1,3-Dithiane, A10505. Can be metallated, e.g. with n-BuLi. Dimetallation requires a metal complexing agent, e.g. TMEDA, allowing dialkylation: Tetrahedron Lett., 21, 4763 (1980).

The products of addition of the lithio-derivative to aldehydes and ketones undergo a pinacol-type rearrangement with CuOTf, with insertion of a one-carbon unit adjacent to the carbonyl group: J. Am. Chem. Soc., 97, 4749 (1975); see also: Org. Synth. Coll., 6, 737 (1988). An alternative method utilizes an alkyllithium to effect a carbenoid rearrangement, which has been applied to ring expansion: Tetrahedron Lett., 28, 20 (1987):

Other References

Beilstein: 1874146
Harmonized Tariff Code: 2930.90


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