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33100-27-5 - 15-Crown-5, 98% - 1,4,7,10,13-Pentaoxacyclopentadecane - A12265 - Alfa Aesar

A12265 15-Crown-5, 98%

CAS 번호
33100-27-5
동의어
1,4,7,10,13-Pentaoxacyclopentadecane

사이즈 가격 ($) 수량 재고 여부
1g 15.30
5g 44.50
25g 146.00
장바구니에 추가 대량 견적에 추가 항목 보기

15-Crown-5, 98%

MDL
MFCD00005110
EINECS
251-379-6

화학적 특성

화학식
C10H20O5
화학 식량
220.27
비등점
150-155°/0.5mm
인화점
>110°(230°F)
밀도
1.110
굴절률
1.4650
감도
Hygroscopic
용해도
Miscible with organic solvents.

용도

15-Crown-5 is used as an efficient phase transfer catalyst and as a complexing agent. It is used to isolate oxonium ion (H7O3)+ salts especially from a solution of tetrchloroauric acid. It catalyzes the O-alkylation of the sodium salts of carboxylic acids in the penicillin and cephalosporin series, thereby facilitating esterification reaction without usage of acid. It is also used to facilitate the Williamson synthesis of ethers with hindered alcohols and sodium hydride. It is used with lithium aluminum hydride, for performing reduction reactions in hydrocarbon solvents. Further, it is involved in the Horner-Wadsworth-Emmons reaction to prepare stilbenes from aldehydes.

참고

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

참조 문헌

Crown ether (see Appendix 2) especially suited to complexing sodium ions. Thus, catalyzes the O-alkylation of the Na salts of carboxylic acids in the penicillin and cephalosporin series, providing a method for esterification without exposure to acid: Synthesis, 52, (1986).

Greatly facilitates the Williamson synthesis of ethers with hindered alcohols and NaH: Tetrahedron Lett., 38, 4679 (1997). Promotes the cleavage of unsymmetrical ethers by Sodium iodide, A15480, in the opposite sense to BBr3, i.e. by nucleophilic displacement from the less substituted carbon atom: Tetrahedron Lett., 22, 4239 (1981).

Greatly increases the reactivity of phosphonate anions generated by reaction with NaH in the Horner-Wadsworth-Emmons reaction. Thus, has been used in a high-yield synthesis of stilbenes from aldehydes and Diethyl­ benzyl­phosphonate, A10645: Synthesis, 117 (1981).

Use in combination with Lithium aluminum hydride, A18116, enables reductions to be carried out in hydrocarbon solvents: J. Chem. Soc., Chem. Commun., 1234 (1985).

Kuo, T. Y.; Tseng, W. H.; Chen, C. H. Force Spectroscopy of Metal-Crown Ether Multivalency: Effect of Local Environments on Energy Landscape and Sensing Kinetics. J. Phys. Chem. A 2015, 119 (29), 8097-8105.

GHS 해저드 및 주의 설명서

해저드 설명서 (EU): H302-H313-H315-H319-H335

Harmful if swallowed. May be harmful in contact with skin. 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
1618144
통합 관세 코드
2932.99
TSCA(독성물질규제법)"
Yes
RTECS(화학물질 독성 등록)
SB0200000

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