47655
Bis(phenylthio)methane
≥98.0% (GC)
Synonym(s):
Diphenylthiomethane, Formaldehyde diphenyl mercaptal
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About This Item
Linear Formula:
CH2(SC6H5)2
CAS Number:
Molecular Weight:
232.36
Beilstein:
1874146
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
Quality Level
Assay
≥98.0% (GC)
form
solid
bp
194 °C/8 mmHg (lit.)
mp
34-37 °C (lit.)
SMILES string
C(Sc1ccccc1)Sc2ccccc2
InChI
1S/C13H12S2/c1-3-7-12(8-4-1)14-11-15-13-9-5-2-6-10-13/h1-10H,11H2
InChI key
ZHUPZVIALZHGGP-UHFFFAOYSA-N
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General description
Bis(phenylthio)methane (PhSCH2SPh) is a dithioether ligand. It forms coordination complex with silver(I) salts. It participates in the synthesis of (-)-rasfonin.
Application
Bis(phenylthio)methane (PhSCH2SPh) may be used in the synthesis of the following:
- dihydroxy thioethers
- [Cu4I4{μ-PhS2CH2SPh}2]n
- [(η5-C5Me5)MCl2(η1-(PhS)2CH2)] (M=Rh, Ir ; C5Me5= pentamethylcyclopentadienyl)
- 6-deoxy-1,2:3,4-di-O-isopropylidene-α-D-galactoheptodialdo-1,5-pyranose diphenyl dithioacetal
Other Notes
Acyl anion equivalent with some advantages over 1,3-dithiane; for the preparation of vinyl sulfides.
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
235.4 °F - closed cup
Flash Point(C)
113 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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6-Deoxy-1,2: 3,4-di-O-isopropylidene-α-d-galacto-heptodialdo-1,5-pyranose diphenyl dithioacetal.
Weaver TD, et al.
Acta Crystallographica Section E, Structure Reports Online, 60(11), 2113-2114 (2004)
Methane-derived polyanionic synthons from bis (phenylthio) methane.
Foubelo F, et al.
Tetrahedron Letters, 40(46), 8177-8180 (1999)
T. Cohen et al.
Organic Syntheses, 59, 202-202 (1979)
P. Blatcher et al.
Journal of the Chemical Society. Perkin Transactions 1, 1074-1074 (1979)
Chiral noninterpenetrated (10, 3)-a net in the crystal structure of Ag (I) and bisthioether.
Bu XH, et al.
Inorganic Chemistry, 41(2), 437-439 (2002)
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