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1521-51-3 - 3-Bromocyclohexene, 95%, stab. with 300-1000ppm Propylene oxide - 2-Cyclohexenyl bromide - A10370 - Alfa Aesar

A10370 3-Bromocyclohexene, 95%, stab. with 300-1000ppm Propylene oxide

CAS 번호
1521-51-3
동의어
2-Cyclohexenyl bromide

사이즈 가격 ($) 수량 재고 여부
5g 42.20
25g 163.00
100g 521.00
장바구니에 추가 대량 견적에 추가 항목 보기

3-Bromocyclohexene, 95%, stab. with 300-1000ppm Propylene oxide

MDL
MFCD00013775

화학적 특성

화학식
C6H9Br
화학 식량
161.05
비등점
64-65°/15mm
인화점
54°(129°F)
밀도
1.400
굴절률
1.5310
용해도
Not miscible or difficult to mix in water.

용도

In peptide synthesis, can be used to protect the hydroxyl group of serine and threonine as the cyclohexyl (Chx) ether, by reaction with the sodium alkoxide (generated with NaH), followed by hydrogenation. The group is stable to TFA and 20% piperidine in DMF, but can be cleaved with TfOH in TFA, in the presence of thioanisole as a cation scavenger. It is also used in the synthesis of N-tert-butoxycarbonyl-O-cyclohexyl-L-tyrosine.1 It was also used in the synthesis of enantiopure cyclohexitols such as muco-quercitol, D-chiro-inocitol and allo-inocitol.

참고

Store away from oxidizing agents. Keep the container tightly closed and place it in a cool, dry and well ventilated condition.

참조 문헌

Y Nishiyama, et al. An efficient synthesis of N-tert-butoxycarbonyl-O-cyclohexyl-L-tyrosine.Chem Pharm Bull (Tokyo).,2001,49(2), 233-5.

Lee YJ, et al.Synthesis of enantiopure cyclitols from (±)-3-bromocyclohexene mediated by intramolecular oxyselenenylation employing (S, S)-hydrobenzoin and (S)-mandelic acid as chiral sources.Tetrahedron.,2005,61(8), 1987-2001.

In peptide synthesis, can be used to protect the hydroxyl group of serine and threonine as the cyclohexyl (Chx) ether, by reaction with the sodium alkoxide (generated with NaH), followed by hydrogenation. The group is stable to TFA and 20% piperidine in DMF, but can be cleaved with TfOH in TFA, in the presence of thioanisole as a cation scavenger: J. Chem. Soc., Perkin 1, 1949 (2000). See Appendix 6.

GHS 해저드 및 주의 설명서

해저드 설명서 (EU): H226-H315-H319-H335

Flammable liquid and vapour. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

주의 설명서: P210-P261-P303+P361+P353-P305+P351+P338-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Avoid breathing dust/fume/gas/mist/vapours/spray. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

기타 참조

바일슈타인
635953
위험 등급
3
포장 그룹
III
통합 관세 코드
2903.89
TSCA(독성물질규제법)"
No

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