NAVIGATION


Hexamethyldisilathiane

Catalog Number
ACM3385942
CAS Number
3385-94-2
Product Name
Hexamethyldisilathiane
Category
Salt
IUPAC Name
trimethyl(trimethylsilylsulfanyl)silane
Molecular Weight
178.44g/mol
Molecular Formula
C6H18SSi2
Canonical SMILES
C[Si](C)(C)S[Si](C)(C)C
InChI
InChI=1S/C6H18SSi2/c1-8(2,3)7-9(4,5)6/h1-6H3
InChI Key
RLECCBFNWDXKPK-UHFFFAOYSA-N
Application
Hexamethyldisilathiane, a clear colorless to slightly yellow liquid, serves as a versatile reducing agent in organic synthesis. Its primary purpose is to convert aromatic nitro groups into amines and reduce the oxides of sulfur, selenium, and tellurium. While the reduction of aromatic nitro groups requires rigorous conditions, it generally results in good yields. Additionally, when reacted with primary aliphatic nitro compounds, Hexamethyldisilathiane forms thiohydroxamic acids, which can be isolated or further transformed into nitriles. For secondary alkyl nitro derivatives, the product is oximes. Furthermore, Hexamethyldisilathiane effectively reduces sulfoxides to sulfides, selenoxides to selenides, and telluroxides to tellurides under mild conditions, demonstrating its applicability to both aliphatic and aromatic oxides.
Complexity
76.2
Covalently-Bonded Unit Count
1
EC Number
222-201-4
Exact Mass
178.066775g/mol
Formal Charge
0
Heavy Atom Count
9
Monoisotopic Mass
178.066775g/mol
NSC Number
252160
Rotatable Bond Count
2
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