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81927-55-1 - Benzyl 2,2,2-trichloroacetimidate, 98% - 2,2,2-Trichloroacetimidic acid benzyl ester - A12387 - Alfa Aesar

A12387 Benzyl 2,2,2-trichloroacetimidate, 98%

CAS 번호
81927-55-1
동의어
2,2,2-Trichloroacetimidic acid benzyl ester

사이즈 가격 ($) 수량 재고 여부
5g 27.30
25g 88.00
50g 164.00
250g 684.00
장바구니에 추가 대량 견적에 추가 항목 보기

Benzyl 2,2,2-trichloroacetimidate, 98%

MDL
MFCD00000805
EINECS
617-271-1

화학적 특성

화학식
C9H8Cl3NO
화학 식량
252.53
비등점
110-114°/0.5mm
인화점
>110°(230°F)
밀도
1.356
굴절률
1.5450
감도
Moisture Sensitive
용해도
Miscible with cyclohexane/dichloromethane.

용도

Benzyl 2,2,2-trichloroacetimidate is used for the acid-catalyzed benzylation of hydroxy groups. It acts as reagent during the synthesis of funiculosin dimethyl ether and (S)-3-(benzyloxy)-2-methylpropanal. It can also be used for mild esterification of carboxylic acids in the presence of a catalytic amount of BF3 etherate.

참고

Moisture and light sensitive. Incompatible with strong oxidizing agents and strong acids.

참조 문헌

Mild, selective benzylating agent. Formation of benzyl ethers from alcohols at room temperature is catalyzed by triflic acid; isopropylidene and benzylidene protecting groups are unaffected: J. Chem. Soc., Perkin 1., 2247 (1985). TMS triflate has also been recommended as a catalyst, avoiding racemization of sensitive substrates: Tetrahedron, 43, 1619 (1993). For use in the preparation of benzyl ethers of ß-hydroxy esters, see: Synthesis, 568 (1987).

The reagent can also be used for mild esterification of carboxylic acids in the presence of a catalytic amount of BF3 etherate: Synthesis, 168 (1997). For conversion of N-Boc groups to N-Cbz, catalyzed by triflic acid, see: J. Org. Chem., 55, 5170 (1990). See also Appendix 6.

Chen, T.; Altmann, K. H. Directed Hydrogenations and an Ireland-Claisen Rearrangement Linked to Evans-Tishchenko Chemistry: The Highly Efficient Total Synthesis of the Marine Cyclodepsipeptide Doliculide. Chem. Eur. J 2015, 21 (23), 8403-8407.

Miller, D. C.; Carbain, B.; Beale, G. S.; Alhasan, S. F.; Reeves, H. L.; Baisch, U.; Newell, D. R.; Golding, B. T.; Griffin, R. J. Regioselective sulfamoylation at low temperature enables concise syntheses of putative small molecule inhibitors of sulfatases. Org. Biomol. Chem. 2015, 13 (18), 5279-5284 .

GHS 해저드 및 주의 설명서

해저드 설명서 (EU): H302-H315-H319-H335

Harmful if swallowed. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

주의 설명서: P261-P280a-P305+P351+P338-P304+P340-P405-P501a

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves and eye/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

기타 참조

바일슈타인
2525375
통합 관세 코드
2925.29
TSCA(독성물질규제법)"
No

권장

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