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
- Molecular Weight:
- 141.29
- MDL Number:
- MFCD00054923
- MOL File:
- 56522-24-8.mol
- MSDS File:
- SDS
| 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
Risk and Safety Statements
| Symbol(GHS) |  GHS06 |
|---|---|
| Signal word | Danger |
| Hazard statements | H301+H311+H331 |
| Precautionary statements | P280-P301+P310+P330-P302+P352+P312-P304+P340+P311 |
| 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 |
TERT-BUTYLDIMETHYLSILYL CYANIDE price More Price(4)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 407852 | tert-Butyldimethylsilyl cyanide 97% | 56522-24-8 | 1g | $65.7 | 2023-06-20 | Buy |
| Sigma-Aldrich | 407852 | tert-Butyldimethylsilyl cyanide 97% | 56522-24-8 | 10g | $249 | 2023-06-20 | Buy |
| AK Scientific | 3882AL | tert-Butyldimethylsilyl cyanide | 56522-24-8 | 1g | $25 | 2021-12-16 | Buy |
| aablocks | AA0035KQ | tert-Butyldimethylsilyl cyanide 98% | 56522-24-8 | 1g | $43 | 2021-12-16 | Buy |
TERT-BUTYLDIMETHYLSILYL CYANIDE Chemical Properties,Uses,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
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Shanghai Daken Advanced Materials Co.,Ltd | +86-371-66670886 | info@dakenam.com | China | 15928 | 58 |
| ATK CHEMICAL COMPANY LIMITED | +undefined-21-51877795 | ivan@atkchemical.com | China | 32480 | 60 |
| CONIER CHEM AND PHARMA LIMITED | +8618523575427 | sales@conier.com | China | 49390 | 58 |
| Dayang Chem (Hangzhou) Co.,Ltd. | 571-88938639 +8617705817739 | info@dycnchem.com | CHINA | 52867 | 58 |
| GIHI CHEMICALS CO.,LIMITED | +8618058761490 | info@gihichemicals.com | China | 49999 | 58 |
| Amadis Chemical Company Limited | 571-89925085 | sales@amadischem.com | China | 131981 | 58 |
| PharmaBlock Sciences (Nanjing),Inc. | 400-0255188 4000255188 | sales@pharmablock.com | China | 4986 | 55 |
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 4006608290; 18621169109 | market03@meryer.com | China | 40241 | 62 |
| Energy Chemical | 021-021-58432009 400-005-6266 | sales8178@energy-chemical.com | China | 44751 | 61 |
| Shanghai Hanhong Scientific Co.,Ltd. | 021-54306202 13764082696; | info@hanhongsci.com | China | 42982 | 64 |