TERT-BUTYLDIMETHYLSILYL CYANIDE

Product Name: TERT-BUTYLDIMETHYLSILYL CYANIDE
CAS No.: 56522-24-8
Chemical Name: TERT-BUTYLDIMETHYLSILYL CYANIDE
Synonyms: T-BUTYLDIMETHYLSILYLNITRILE;TERT-BUTYLDIMETHYLSILYLNITRILE;TERT-BUTYL-CYANO-DIMETHYLSILANE;TERT-BUTYLDIMETHYLSILYL CYANIDE;tert-ButyldiMethylsilyl cyanide 97%;tert-butyldiMethylsilanecarbonitrile;[tert-butyl(dimethyl)silyl]formonitrile;Silanecarbonitrile, (1,1-dimethylethyl)dimethyl-
CBNumber: CB0394406
Molecular Formula: C7H15NSi
Formula Weight: 141.29
MOL File: 56522-24-8.mol

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TERT-BUTYLDIMETHYLSILYL CYANIDE Property

Melting point:: 76-79 °C (lit.)
Boiling point:: 163-165°C
Density: 0.815±0.06 g/cm3(Predicted)
Flash point:: 45°C
solubility: sol organic solvents (methylene chloride, THF, chloroform); reacts rapidly with water and protic solvents.
Hydrolytic Sensitivity: 8: reacts rapidly with moisture, water, protic solvents
BRN: 2234709

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Safety

Hazard Codes: T
Risk Statements: 23/24/25
Safety Statements: 36/37/39-45
RIDADR: UN 2811 6.1/PG 1
WGK Germany: 3
F: 10-21
TSCA: No
HazardClass: 6.1(b)
PackingGroup: III

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word: Danger
Precautionary statements: P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 407852
Product name: tert-Butyldimethylsilyl cyanide
Purity: 97%
Packaging: 1g
Price: $65.7
Updated: 2023/06/20

Sigma-Aldrich

Product number: 407852
Product name: tert-Butyldimethylsilyl cyanide
Purity: 97%
Packaging: 10g
Price: $249
Updated: 2023/06/20

AK Scientific

Product number: 3882AL
Product name: tert-Butyldimethylsilyl cyanide
Packaging: 1g
Price: $25
Updated: 2021/12/16

aablocks

Product number: AA0035KQ
Product name: tert-Butyldimethylsilyl cyanide
Purity: 98%
Packaging: 1g
Price: $43
Updated: 2021/12/16

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TERT-BUTYLDIMETHYLSILYL CYANIDE Chemical Properties,Usage,Production

Physical properties

bp 163–167°C/760 mmHg; mp 76–78°C.

Uses

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

Uses

The Lewis acid-catalyzed reaction of t-butyldimethylsilyl cyanide(TBDMSCN)with aldehydes and ketones affords the corresponding silylated cyanohydrins in good yield (eq 1).These have a greater stability than the silylated cyanohydrins obtained by using cyanotrimethylsilane The addition of TBDMSCN to sterically hindered ketones proceeds smoothly in the presence of a catalytic amount of zinc iodide or potassium cyanide/18-crown-6 (eqs 2–4).Achelation-controlled stereoselective synthesis of silylated cyanohydrins has also been reported (eq 5).

Preparation

conveniently prepared by refluxing t-butyldimethylchlorosilane (1 equiv), potassium cyanide (1.3 equiv) and 18-crown-6 (0.31 equiv) in dry methylene chloride under nitrogen.The reagent can also be prepared by the reaction of silver(I) cyanide with t-butyldimethylchlorosilane, or stirring at 60°C for 4 h a mixture of sodium cyanide, Amberlite XAD-4 resin, and t-butyldimethylchlorosilane in acetonitrile

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.

TERT-BUTYLDIMETHYLSILYL CYANIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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TERT-BUTYLDIMETHYLSILYL CYANIDE Suppliers

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56522-24-8, TERT-BUTYLDIMETHYLSILYL CYANIDERelated Search:

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