Cookies disclaimer

I agree Our site saves small pieces of text information (cookies) on your device in order to deliver better content and for statistical purposes. You can disable the usage of cookies by changing the settings of your browser. By browsing our website without changing the browser settings you grant us permission to store that information on your device.

95-20-5 - 2-Methylindole, 98+% - A10764 - Alfa Aesar

A10764 2-Methylindole, 98+%

CAS 번호
95-20-5
동의어

사이즈 가격 ($) 수량 재고 여부
50g 37.50
250g 144.00
1000g 453.00
장바구니에 추가 대량 견적에 추가 항목 보기

2-Methylindole, 98+%

MDL
MFCD00005616
EINECS
202-398-3

화학적 특성

화학식
C9H9N
화학 식량
131.18
융점
56-60°
비등점
272-273°
인화점
141°(285°F)
밀도
1.07
감도
Light Sensitive
용해도
Insoluble in water.

용도

2-Methylindole is used as a reactant for regioselective synthesis of oxopyrrolidine analogs via iodine-catalyzed Markovnikov addition reaction, Friedel-Crafts alkylation reactions, preparation of tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators, Michael addition reactions and in synthesis of cyclooxygenase-1 (COX-1)/cyclooxygenase-2 (COX-2) inhibitors.

참고

Keep container tightly sealed. Store in cool, dry conditions in well sealed containers. Incompatible with oxidizing agents. It is sensitive to light.

참조 문헌

Ran Jiang.; Hai-Yan Xu.; Xiao-Ping Xu.; Xue-Qiang Chu.; Shun-Jun Ji. Direct alkylation of indoles and amines by tert-enamides: facile access to pharmaceutically active 2-oxo-1-pyrrolidine analogues. Organic & Biomolecular Chemistry. 2011, 9, (16), 5659-5669.

Eduard Dolusic.; Pierre Larrieu.; Laurence Moineaux.; Vincent Stroobant.; Luc Pilotte.; Didier Colau.; Lionel Pochet.; Benoît Van den Eynde.; Bernard Masereel.; Johan Wouters.; Raphaël Frédérick. Tryptophan 2,3-dioxygenase (TDO) inhibitors. 3-(2-(pyridyl)ethenyl)indoles as potential anticancer immunomodulators. Journal of medicinal and pharmaceutical chemistry. 2011, 54 (15), 5320-5334.

Can be dimetallated using the n-BuLi/KO-t-Bu system. Reaction with electrophiles (methyl iodide, benzophenone, t-butyl isocyanate) then occurs preferentially at the more reactive methyl position: J. Chem. Soc., Perkin 1, 179 (1990).

An alternative approach to functionalization of the 2-methyl group involves low-temperature N-lithiation followed by reaction with dimethyl carbonate to give the 1-methoxycarbonyl derivative. NBS ɑ-bromination then allows nucleophilic substitution to give a variety of 2-substituted indoles: Synthesis, 743 (1992).

Undergoes a mild, selective C-3 reductive alkylation in the presence of Triethyl­silane, A10320, and TFA; e.g. with benzaldehyde, the 3-benzyl derivative is formed in 88% yield: Tetrahedron Lett., 34, 1529 (1993).

GHS 해저드 및 주의 설명서

해저드 설명서 (EU): H318

Causes serious eye damage.

주의 설명서: P280i-P305+P351+P338-P310a

Wear eye/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER/doctor

기타 참조

바일슈타인
109781
통합 관세 코드
2933.99
TSCA(독성물질규제법)"
Yes
RTECS(화학물질 독성 등록)
NM0345000

권장

최근에 본 것

화학물질

화학물질

금속 및 재료

촉매

분석 기기 및 실험실 용품