278076
Tris(phenylthio)methane
98%
Synonym(s):
Triphenyl trithioorthoformate
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About This Item
Linear Formula:
(C6H5S)3CH
CAS Number:
Molecular Weight:
340.53
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1914230
Assay:
98%
Form:
solid
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
SMILES string
S(C(Sc1ccccc1)Sc2ccccc2)c3ccccc3
InChI key
YOQHDHPBEXTHCP-UHFFFAOYSA-N
assay
98%
form
solid
mp
39-41 °C (lit.)
functional group
thioether
Application
Tris(phenylthio)methane has been used in the preparation of:
- 1-phenylthio-tetrahydroisoquinolines via activated Pictet-Spengler cyclization
- homoallylchalcogenoacetals via reaction with allylsilanes in the presence of a Lewis acid
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
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
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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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