Contact us: +91 9550333722 040 - 40102781
Structured search
India
Choose your country
Different countries will display different contents
Try our best to find the right business for you.
My chemicalbook

Welcome back!

HomeProduct name listTERT-BUTYLDIMETHYLSILYL CYANIDE

TERT-BUTYLDIMETHYLSILYL CYANIDE

Synonym(s):tert-Butyl-cyano-dimethylsilane

TERT-BUTYLDIMETHYLSILYL CYANIDE Structural

What is TERT-BUTYLDIMETHYLSILYL CYANIDE?

Physical properties

bp 163–167°C/760 mmHg; mp 76–78°C.

The Uses of TERT-BUTYLDIMETHYLSILYL CYANIDE

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).stereoselective synthesis of silylated cyanohydrins

The Uses of TERT-BUTYLDIMETHYLSILYL CYANIDE

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

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.

Properties of TERT-BUTYLDIMETHYLSILYL CYANIDE

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

Safety information for TERT-BUTYLDIMETHYLSILYL CYANIDE

Signal word Danger
Pictogram(s)
ghs
Skull and Crossbones
Acute Toxicity
GHS06
Precautionary Statement Codes P280:Wear protective gloves/protective clothing/eye protection/face protection.

Computed Descriptors for TERT-BUTYLDIMETHYLSILYL CYANIDE

Related products of tetrahydrofuran

You may like

  • 7726-95-6 Bromine 99.5% AR (4 x 500ml) 99%
    7726-95-6 Bromine 99.5% AR (4 x 500ml) 99%
    7726-95-6
    View Details
  • Formamide 99%
    Formamide 99%
    75-12-7
    View Details
  • 376608-65-0 2-[[(3Ar,4S,6R,6As)-6-Aminotetrahydro-2,2-Dimethyl-4H-Cy 99%
    376608-65-0 2-[[(3Ar,4S,6R,6As)-6-Aminotetrahydro-2,2-Dimethyl-4H-Cy 99%
    376608-65-0
    View Details
  • 2, 4-Pyrimidinediamine 3-Oxide 99%
    2, 4-Pyrimidinediamine 3-Oxide 99%
    74638-76-9
    View Details
  • 111974-72-2 99%
    111974-72-2 99%
    111974-72-2
    View Details
  • 85-81-4 6-Methoxy-8-Nitroquinoline 99%
    85-81-4 6-Methoxy-8-Nitroquinoline 99%
    85-81-4
    View Details
  • 3-Bromo-4,5-Dihydro-1H-Benzo[B]Azepin-2(3H)-One 99%
    3-Bromo-4,5-Dihydro-1H-Benzo[B]Azepin-2(3H)-One 99%
    86499-96-9
    View Details
  • (−)-Dip-Chloride 85116-37-6 99%
    (−)-Dip-Chloride 85116-37-6 99%
    85116-37-6
    View Details
Statement: All products displayed on this website are only used for non medical purposes such as industrial applications or scientific research, and cannot be used for clinical diagnosis or treatment of humans or animals. They are not medicinal or edible.