터트-뷰틸클로로다이메틸실란
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터트-뷰틸클로로다이메틸실란 속성
- 녹는점
- 86-89 °C (lit.)
- 끓는 점
- 125 °C (lit.)
- 밀도
- 0.87 g/mL at 20 °C(lit.)
- 증기압
- 60-710Pa at 25℃
- 굴절률
- n
20/D 1.46
- 인화점
- 73 °F
- 저장 조건
- Store below +30°C.
- 용해도
- very sol nearly all common organic solvents such as THF, methylene chloride, and DMF.
- 물리적 상태
- 흰색 고체
- 색상
- 하얀색
- Specific Gravity
- 1.225
- 수용성
- 클로로포름과 에틸 아세테이트에 용해됩니다. 물에 불용성.
- Hydrolytic Sensitivity
- 7: reacts slowly with moisture/water
- 감도
- Moisture Sensitive
- BRN
- 505999
- 노출 한도
- ACGIH: TWA 20 ppm
OSHA: Ceiling 300 ppm; TWA 200 ppm
NIOSH: IDLH 500 ppm; TWA 100 ppm(375 mg/m3); STEL 150 ppm(560 mg/m3)
- InChIKey
- BCNZYOJHNLTNEZ-UHFFFAOYSA-N
- LogP
- 2.5 at 20℃
- CAS 데이터베이스
- 18162-48-6(CAS DataBase Reference)
안전
- 위험 및 안전 성명
- 위험 및 사전주의 사항 (GHS)
| 위험품 표기 | C,F,T,Xn | ||
|---|---|---|---|
| 위험 카페고리 넘버 | 22-35-40-34-10-19-11-67-65-63-48/20-20/21/22-45-23/24/25-37-36/37/38 | ||
| 안전지침서 | 26-36/37/39-46-62-45-25-16-28-27-33-29-53-36/37 | ||
| 유엔번호(UN No.) | UN 2925 4.1/PG 2 | ||
| WGK 독일 | 2 | ||
| RTECS 번호 | VV2000000 | ||
| F 고인화성물질 | 10-21 | ||
| 위험 참고 사항 | Flammable/Corrosive/Moisture Sensitive | ||
| TSCA | Yes | ||
| 위험 등급 | 4.1 | ||
| 포장분류 | III | ||
| HS 번호 | 29310095 | ||
| 독성 | mouse,LDLo,intraperitoneal,1gm/kg (1000mg/kg),IMMUNOLOGICAL INCLUDING ALLERGIC: DECREASED IMMUNE RESPONSE,Personal Communication from G.D. Stoner, Dept. of Community Medicine, School of Medicine, Univ. of California, La Jolla, CA 92037, May 25, 1975Vol. 27MAY1975, | ||
| 기존화학 물질 | 97-3-163 |
터트-뷰틸클로로다이메틸실란 C화학적 특성, 용도, 생산
화학적 성질
tert-Butyldimethylsilyl chloride is a colorless or white solid that is soluble in many organic solvents but reacts with water and alcohols.It is an organosilicon compound that can be used as a versatile protecting reagent for alcohols, amines, amides, and various carboxylic acids.제조 방법
tert-butyldimethylsilyl chloride (TBSCI) was synthesized by the reaction of tert-butyllithium with dichlorodimethylsilane.The pentane solution of dichlorodimethylsilane was cooled to 0°C, and the pentane solution of tert-butyllithium was added dropwise with stirring under nitrogen. The temperature was maintained at 0 °C, stirred for 1.5 h and then heated to 25 °C, and the reaction was continued for 48 h. Distillation, collect 125 ℃ (97.5kPa) fractions, stand to solidify, and obtain tert-butyldimethylsilyl chloride. Yield 70%.
주요 응용
Tert-butyldimethylsilyl chloride is a sterically hindered organosilicon protective agent, which is widely used in the synthesis of original drugs. It is used as a protective group for hydroxyl in the synthesis of ribonucleosides, and is also an oxidant and decyanide.t-Butyldimethylchlorosilane is useful as an anion trapping reagent. For example, TBDMSCl was found to be an efficient trap of the lithio α-phenylthiocyclopropane anion.When dichlorothiophene was treated with 2 equiv of n-butyllithium followed by 2 equiv of TBDMSCl the di-TBDMS-thiophene was isolated. The lithium anions of primary (eq 1) and secondary (eq 2) nitriles were trapped with TBDMSCl to give C,N-disilyl- and Nsilylketenimines in excellent yields.
Silyl stannanes have been prepared by trapping tin anions with TBDMSCl or other silyl chlorides. Alkynes treated with silyl stannanes and catalytic tetrakis(triphenylphosphine)palladium(0) give cis-silyl stannylalkenes in good yields.
정의
ChEBI: Tert-butyldimethylsilyl chloride is a silyl chloride consisting of a central silicon atom covalently bound to one chloro, one tert-butyl and two methyl groups. tert-Butyldimethylsilyl chloride is a derivatisation agent used in gas chromatography/mass spectrometry applications. It has a role as a chromatographic reagent.화학 반응
tert-Butyldimethylsilyl chloride reacts with alcohols in the presence of base to give tert-butyldimethylsilyl ethers:(Me3C)Me2SiCl + ROH → (Me3C)Me2SiOR + HCl
These silyl ethers hydrolyze much more slowly than the trimethylsilyl ethers.
위험도
Moderately toxic.Purification Methods
Fractionally distil it at atmospheric pressure. [Sommer & Tyler J Am Chem Soc 76 1030 1954, Corey & Venkateswarlu J Am Chem Soc 94 6190 1972, Beilstein 4 IV 4076.]터트-뷰틸클로로다이메틸실란 준비 용품 및 원자재
원자재
준비 용품
beta-Methyl vinyl phosphate (MAP)
(3R(1'R,4R))-(+)-4-아세톡시-3-(1-(T-뷰틸다이메틸실릴옥시)ETH)-2- 아제티디논
2-Chloro-4-nitrophenyl-alpha-L-fucopyranoside
Calcipotriene
Trifluoromethanesulfonic acid tert-butyldimethylsilyl ester
2-CYANOPYRIDINE-4-CARBOXALDEHYDE
4-Mercaptophenylboronic acid
Montelukast
4-(HYDROXYMETHYL)PICOLINITRILE
5-(AMINOMETHYL)-1-METHYLPYRROLIDIN-2-ONE
심바스타틴
BIS(T-BUTYLDIMETHYLSILOXY)ETHANE
Tert-Butyl N-(3-[(Tert-Butyldimethylsilyl)Oxy]-2-Oxopropyl)Carbamate
5-(TERT-BUTYLDIMETHYLSILYLOXY)-1-PENTANOL
(3-BROMOPROPOXY)-TERT-BUTYLDIMETHYLSILANE
2-(tert-Butyldimethylsilyl)thiophene
터트-뷰틸클로로다이메틸실란 공급 업체
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