N,N-비스(트리메틸실릴)포름아미드

N,N-비스(트리메틸실릴)포름아미드
N,N-비스(트리메틸실릴)포름아미드 구조식 이미지
카스 번호:
15500-60-4
한글명:
N,N-비스(트리메틸실릴)포름아미드
동의어(한글):
N,N-비스(트리메틸실릴)포름아미드
상품명:
N,N-Bis(trimethylsilyl)formamide
동의어(영문):
BSF;N,N-BIS(TRIMETHYLSILYL)FORMAMIDE;n,n-bis(trimethylsilyl)-formamid;BIS-N N-(TRIMETHYLSILYL)FORMAMIDE;Formamide, N,N-bis(trimethylsilyl)-;BIS-N N-(TRIMETHYLSILYL)FORMAMIDE 97%;N,N-Bis-(trimethylsilyl)-formamide(BSF)
CBNumber:
CB8480743
분자식:
C7H19NOSi2
포뮬러 무게:
189.4
MOL 파일:
15500-60-4.mol

N,N-비스(트리메틸실릴)포름아미드 속성

녹는점
158 °C
끓는 점
158 °C
밀도
0.885 g/mL at 20 °C(lit.)
굴절률
n20/D 1.437
인화점
37 °C
용해도
벤젠, CCl4, CH2Cl2, CHCl3에 용해됨
산도 계수 (pKa)
0.16±0.70(Predicted)
CAS 데이터베이스
15500-60-4(CAS DataBase Reference)
EPA
Formamide, N,N-bis(trimethylsilyl)- (15500-60-4)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험 카페고리 넘버 10
유엔번호(UN No.) UN 1993 3/PG 3
WGK 독일 3
F 고인화성물질 10-21
위험 등급 3.2
포장분류 III
그림문자(GHS): GHS hazard pictograms
신호 어: Warning
유해·위험 문구:
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드
H226 인화성 액체 및 증기 인화성 액체 구분 3 경고
예방조치문구:

N,N-비스(트리메틸실릴)포름아미드 C화학적 특성, 용도, 생산

물리적 성질

81–82 °C/20 mmHg; 154 °C/760 mmHg; mp 16–17 °C; n20 D 1.4388.

용도

N,N-Bis(trimethylsilyl)formamide can be used as source of nucleophilic formamide and N-silylaldimine synthon.
N,N-Bis(trimethylsilyl)formamide (BSF) exists in the amide form with both silyl groups attached to the nitrogen atom. This is in contrast to most other bis(TMS)amides (e.g., bis(TMS)- acetamide), which favor the N,O-bis(TMS)imidate isomer. BSF behaves as an N-formamido nucleophile, reacting with the carbonyl group of aldehydes and activated ketones to give N-formyl-O-trimethylsilyl-N,O-acetals. Similarly, reaction with imines (or their precursors) can in some cases give N-formylN,N-acetals. BSF undergoes reactions with a range of other electrophiles including acid chlorides, chloroformate esters, and isocyanates to give a range of interesting products. When treated with organolithium nucleophiles, attack occurs at the carbonyl function, to provide N-silylaldimines after elimination of a silyloxy unit. Such imines are reported to undergo further reactions to give heterocycles. There are also reports of BSF acting as a silylating agent, to give silyl enol ethers, although it is not commonly used for this application.

제조 방법

chlorotrimethylsilane was added at room temperature to a solution of formamide and triethylamine in dry benzene and the mixture was heated at reflux for 1 h. The reaction mixture was filtered, and the filtrate was evaporated to give a crude oil. This was purified by high-vacuum distillation to afford N,N-bis(trimethylsilyl)formamide (BSF) as an oil in 75% yield.

15500-60-4 synthesis

N,N-비스(트리메틸실릴)포름아미드 준비 용품 및 원자재

원자재

준비 용품


N,N-비스(트리메틸실릴)포름아미드 공급 업체

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