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407852 Aldrich

tert-Butyldimethylsilyl cyanide

97%

Synonym: tert-Butyl-cyano-dimethylsilane

  • CAS Number 56522-24-8

  • Linear Formula (CH3)3CSi(CH3)2CN

  • Molecular Weight 141.29

  •  Beilstein Registry Number 2234709

  •  MDL number MFCD00054923

  •  PubChem Substance ID 24865490

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Properties

Related Categories Building Blocks, C6 to C7, Chemical Synthesis, Cyanides/Nitriles, Nitrogen Compounds,
InChI Key   CWAKIXKDPQTVTA-UHFFFAOYSA-N
assay   97%
mp   76-79 °C(lit.)

Description

Packaging

1, 10 g in glass bottle

Application

tert-Butyldimethylsilyl cyanide may be used as reagent for the formation of β-isonitrile alcohols via epoxides.

General description

tert-Butyldimethylsilyl cyanide (TBDMSCN) is a bulkier trialkylsilylcyanide. It participates in the cyanosilylation of enantiopure 4-oxoazetidine-2-carbaldehydes. Addition of TBDMSCN to sterically hindered ketones in the presence of Lewis acid or base catalyst has been studied. ZnI2-catalyzed addition of TBDSCN to 2,2-dimethylcyclohexanone, 2,2,6-trimethylcyclohexanone and 2,2,6,6-tetramethylcyclohexanone affords protected cyanohydrins.

Price and Availability

Safety & Documentation

Safety Information

Symbol 
GHS06  GHS06
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 2811 6.1 / PGI
WGK Germany 
3
Protocols & Articles
Peer-Reviewed Papers
15

References

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