TERT-BUTYLDIMETHYLSILYL CYANIDE

TERT-BUTYLDIMETHYLSILYL CYANIDE 구조식 이미지
카스 번호:
56522-24-8
상품명:
TERT-BUTYLDIMETHYLSILYL CYANIDE
동의어(영문):
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
분자식:
C7H15NSi
포뮬러 무게:
141.29
MOL 파일:
56522-24-8.mol

TERT-BUTYLDIMETHYLSILYL CYANIDE 속성

녹는점
76-79 °C (lit.)
끓는 점
163-165°C
밀도
0.815±0.06 g/cm3(Predicted)
인화점
45°C
용해도
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

안전

위험품 표기 T
위험 카페고리 넘버 23/24/25
안전지침서 36/37/39-45
유엔번호(UN No.) UN 2811 6.1/PG 1
WGK 독일 3
F 고인화성물질 10-21
TSCA No
위험 등급 6.1(b)
포장분류 III

TERT-BUTYLDIMETHYLSILYL CYANIDE C화학적 특성, 용도, 생산

물리적 성질

bp 163–167°C/760 mmHg; mp 76–78°C.

용도

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

제조 방법

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

일반 설명

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 준비 용품 및 원자재

원자재

준비 용품


TERT-BUTYLDIMETHYLSILYL CYANIDE 공급 업체

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