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Merck
CN

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
EC Number:
222-624-4
UNSPSC Code:
12352100
PubChem Substance ID:
Beilstein/REAXYS Number:
1874146
MDL number:
Assay:
≥98.0% (GC)
Form:
solid
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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

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)MCl21-(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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

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)
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)



Global Trade Item Number

SKUGTIN
43884-10MG04061832245867
CRM4018404061834234364