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18162-48-6 - tert-Butyldimethylchlorosilane, 97% - tert-Butylchlorodimethylsilane - tert-Butyldimethylsilyl chloride - A13064 - Alfa Aesar

A13064 tert-Butyldimethylchlorosilane, 97%

CAS 번호
18162-48-6
동의어
tert-Butylchlorodimethylsilane
tert-Butyldimethylsilyl chloride

사이즈 가격 ($) 수량 재고 여부
5g 26.50
25g 79.60
100g 225.00
장바구니에 추가 대량 견적에 추가 항목 보기

tert-Butyldimethylchlorosilane, 97%

MDL
MFCD00000501
EINECS
242-042-4

화학적 특성

화학식
C6H15ClSi
화학 식량
150.73
융점
86-89°
비등점
124-126°
인화점
22°(72°F)
밀도
0.81
감도
Moisture Sensitive
용해도
Soluble in chloroform and ethyl acetate. Insoluble in water.

용도

tert-Butyldimethylchlorosilane is used to protect hydroxyl group in organic synthesis. It finds application in the synthesis of prostaglandin. It is also used as an auxiliary material for hypolipaemics such as lovastatin and simvastatin. It plays an important role in the preparation of isoxazolines N-oxides from alpha-bromonitroalkanes. It acts as a versatile protecting reagent for amines, amides and alcohols.

참고

Moisture sensitive. Store in cool place. Incompatible with bases, metals, oxidizing agents and alcohols.

참조 문헌

Reagent for silylation of hydroxyl functions (see Appendix 4), giving silyl ethers more stable to aqueous hydrolysis e.g. during work-up, than TMS. Various conditions have been used for the introduction of the group:

Imidazole in DMF: J. Am. Chem. Soc., 94, 6190 (1972); Et3N - DMAP: Tetrahedron Lett., 99 (1979); Org. Synth. Coll., 9, 136 (1998); N-ethyldiisopropylamine: Tetrahedron Lett., 25, 227 (1984); 1,1,3,3-tetramethylguanidine: J. Org. Chem., 49, 4657 (1984); K2CO3 (phase-transfer): Synth. Commun., 11, 545 (1981); DBU - superior to imidazole for thiols, amines and carboxylic acids: Tetrahedron Lett., 26, 475 (1985).

Cleavage is generally effected with fluoride ion e.g. TBAF in an aprotic system: J. Am. Chem. Soc., 94, 6190 (1972), or KF with a phase-transfer catalyst: J. Am. Chem. Soc., 90, 4462, 4464 (1968); 96, 2250 (1974); J. Chem. Soc., Chem. Commun., 514 (1979).

Many other reagents have been used, including:

Acidic ion-exchange resin: Tetrahedron Lett., 21, 137 (1980); NBS in DMSO: Synthesis, 234 (1980); BF3 etherate: Synth. Commun., 9, 295 (1979); FeCl3 or SnCl2 in acetonitrile: Synth. Commun., 20, 757 (1990); K 10 clay in aqueous methanol: J. Org. Chem. 61, 9026 (1996); DMSO-water at 90o; many other groups unaffected: Tetrahedron Lett., 38, 495 (1997). See also Pyridinium p-toluenesulfonate, A15708, and Triethyl­amine trihydrofluoride, L14417.

Zhao, W.; Gnanou, Y.; Hadjichristidis, N. Organocatalysis by hydrogen-bonding: a new approach to controlled/living polymerization of alfa-amino acid N-carboxyanhydrides. Polym. Chem. 2015, 6 (34), 6193-6201.

Garcia, M.; Bequette, B. J.; Moyes, K. M. Hepatic metabolic response of Holstein cows in early and mid lactation is altered by nutrient supply and lipopolysaccharide in vitro. J. Dairy Sci. 2015, 98 (10), 7102-7114.

GHS 해저드 및 주의 설명서

해저드 설명서 (EU): H228-H314-H318

Flammable solid. Causes severe skin burns and eye damage. Causes serious eye damage.

주의 설명서: P210-P280-P305+P351+P338-P309-P310a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Wear protective gloves/protective clothing/eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF exposed or if you feel unwell: Immediately call a POISON CENTER/doctor

기타 참조

바일슈타인
505999
위험 등급
4.1
포장 그룹
II
통합 관세 코드
2931.90
TSCA(독성물질규제법)"
Yes
RTECS(화학물질 독성 등록)
VV2000000

권장

  • A10221

    Imidazole, 99%
  • A10588

    Tetra-n-butylammonium fluoride, 1M soln. in THF
  • A10973

    N,N'-Dicyclohexylcarbodiimide, 99%
  • A14708

    Di-tert-butyl dicarbonate, 97+%
  • L13303

    Tetra-n-butylammonium fluoride trihydrate, 98%

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