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3561-67-9 - Bis(phenylthio)methane, 98+% - Formaldehyde diphenyl mercapatal - L01723 - Alfa Aesar

L01723 Bis(phenylthio)methane, 98+%

CAS-Nummer
3561-67-9
Synonyme
Formaldehyde diphenyl mercapatal

Größe Preis ($) Menge Verfügbarkeit
5g 25,80
25g 83,00
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Bis(phenylthio)methane, 98+%

MDL
MFCD00003067
EINECS
222-624-4

Chemische Eigenschaften

Formel
C13H12S2
Molmasse
232.36
Schmelzpunkt
36-38°
Siedepunkt
194°/8mm
Löslichkeit
Insoluble in water.

Anwendungen

Acyl anion equivalent with some advantages over 1,3-dithiane for the preparation of vinyl sulfides. Bis(phenylthio)methane is used in the synthesis of the dihydroxy thioethers.

Bemerkungen

Keep container tightly closed. Store away from oxidizing agents.

Literaturverweise

Abel Mendoza.; Donald S. Matteson. Bis(phenylthio)methaneboronic esters as sources of carbanions and ketene thioacetals. J. Org. Chem. 1979, 44, (8), 1352-1354.

Francisco Foubelo.; Ana Gutierrez.; Miguel Yus. Methane-derived polyanionic synthons from bis(phenylthio)methane. Tetrahedron Letters. 1999, 40, (46), 8177-8180.

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):

Weitere Referenzen

Beilstein
1874146
Harmonized Tariff Code
2930.90
TSCA
No

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