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768-66-1 - 2,2,6,6-Tetramethylpiperidine, 98+% - A18712 - Alfa Aesar

A18712 2,2,6,6-Tetramethylpiperidine, 98+%

CAS 번호
768-66-1
동의어

사이즈 가격 ($) 수량 재고 여부
5g 32.90
25g 103.00
100g 346.00
장바구니에 추가 대량 견적에 추가 항목 보기

2,2,6,6-Tetramethylpiperidine, 98+%

MDL
MFCD00005985
EINECS
212-199-3

화학적 특성

화학식
C9H19N
화학 식량
141.26
융점
-59°
비등점
152-154°
인화점
34°(93°F)
밀도
0.832
굴절률
1.4440
감도
Air Sensitive
용해도
Miscible with water, ether, ethanol and acetic acid. Slightly miscible with chloroform.

용도

2,2,6,6-Tetramethylpiperidine is a hindered base used to prepare metallo-amide bases and selective generation of silylketene acetals. It is used in the preparation of hibarimicinone, (Z)-silylketene acetal and 4-substituted quinazoline. It acts as a precursor to Lithium tetramethylpiperidide and (2,2,6,6-Tetramethylpiperidin-1-yl)oxyl radical.

참고

Incompatible with oxidizing agents, bases, strong acids, acid anhydrides, carbon dioxide and acid chlorides.

참조 문헌

Lithiation gives a highly-hindered, non-nucleophilic strong base; see, e.g. Org. Synth. Coll., 6, 571 (1988); 9, 426 (1998); Tetrahedron, 50, 3099 (1994). For use in selective isomerization of epoxides to aldehydes, see: J. Chem. Soc., Chem. Commun., 2103 (1994). For a study of the influence of TMEDA and related chelating ligands on the solution structure of the lithiated base, see: J. Org. Chem., 62, 5748 (1997). The Mg derivative, obtained by reaction with n-BuMgCl, is also an effective strong base which has been used in the regioselective ortho-metallation of pyridine carbamates and carboxamides: J. Org. Chem., 60, 8414 (1995).

Walker, W. K.; Kay, B. M.; Michaelis, S. A.; Anderson, D. L.; Smith, S. J.; Ess, D. H.; Michaelis, D. J. Origin of Fast Catalysis in Allylic Amination Reactions Catalyzed by Pd-Ti Heterobimetallic Complexes. J. Am. Chem. Soc. 2015, 137 (23), 7371-7378.

Longobardi, L. E.; Mahdi, T.; Stephan, D. W. B(C6F5)3 mediated arene hydrogenation/transannulation of para-methoxyanilines. Dalton Trans. 2015, 44 (16), 7114-7117.

GHS 해저드 및 주의 설명서

해저드 설명서 (EU): H226-H302-H314-H318

Flammable liquid and vapour. Harmful if swallowed. Causes severe skin burns and eye damage. Causes serious eye damage.

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

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
103296
위험 등급
3
포장 그룹
III
통합 관세 코드
2933.39
TSCA(독성물질규제법)"
Yes
RTECS(화학물질 독성 등록)
TN4220000

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