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278076

Sigma-Aldrich

Tris(phenylthio)methane

98%

Synonym(s):

Triphenyl trithioorthoformate

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About This Item

Linear Formula:
(C6H5S)3CH
CAS Number:
4832-52-4
Molecular Weight:
340.53
Beilstein:
1914230
MDL number:
MFCD00010396
UNSPSC Code:
12352100
PubChem Substance ID:
24856504
NACRES:
NA.22

Assay

98%

form

solid

mp

39-41 °C (lit.)

functional group

thioether

SMILES string

S(C(Sc1ccccc1)Sc2ccccc2)c3ccccc3

InChI

1S/C19H16S3/c1-4-10-16(11-5-1)20-19(21-17-12-6-2-7-13-17)22-18-14-8-3-9-15-18/h1-15,19H

InChI key

YOQHDHPBEXTHCP-UHFFFAOYSA-N

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Application

Tris(phenylthio)methane has been used in the preparation of:
  • 1-phenylthio-tetrahydroisoquinolines via activated Pictet-Spengler cyclization[1]
  • homoallylchalcogenoacetals via reaction with allylsilanes in the presence of a Lewis acid[2]

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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 Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

278076-VAR:
278076-BULK:
278076-5G:
278076-25G:

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Certificates of Analysis (COA)

Lot/Batch Number
MKBG8436V
MKBD5913V
MKBD5913
03923HJ
08428CE

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Lewis acid-catalyzed coupling reactions of allylsilanes with tris (phenylchalcogeno) methane. Synthesis of homoallylchalcogenoacetals.
Silveira CC, et al.
Tetrahedron Letters, 37(34), 6085-6088 (1996)
Thioorthoesters in the activated Pictet-Spengler cyclization. Synthesis of 1-thiosubstituted tetrahydroisoquinolines and carbon? carbon bond formation via sulfonyl iminium ions generated from N,S-sulfonyl acetals.
Silveira CC, et al.
Tetrahedron Letters, 44(32), 6137-6140 (2003)

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