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.

17455-13-9 - 18-Crown-6, 99% - 1,4,7,10,13,16-Hexaoxacyclooctadecane - A11249 - Alfa Aesar

A11249 18-Crown-6, 99%

CAS 번호
17455-13-9
동의어
1,4,7,10,13,16-Hexaoxacyclooctadecane

사이즈 가격 ($) 수량 재고 여부
10g 40.80
50g 155.00
250g 613.00
장바구니에 추가 대량 견적에 추가 항목 보기

18-Crown-6, 99%

MDL
MFCD00005113
EINECS
241-473-5

화학적 특성

화학식
C12H24O6
화학 식량
264.32
융점
37-41°
비등점
116°/0.2mm
인화점
109°(228°F)
밀도
1.175
감도
Hygroscopic
용해도
Soluble in water.

용도

18-Crown-6 is used as an efficient phase transfer catalyst and as a complexing agent with a variety of small cation. It is involved in the synthesis of diaryl ethers, diaryl thioethers, and diarylamines mediated by potassium fluoride-alumina and 18-crown-6. It facilitates the solubility of potassium permanganate in benzene, which is used for oxidizing the organic compounds. It is used to accelerate various substitution reactions as well as enhances the power of nucleophiles such as potassium acetate. It is utilized in the alkylation reactions in the presence of potassium carbonate, N-alkylation of glutarimide and succinimide with dimethylcarbonate. The complex formed by its reaction with potassium cyanide acts as a catalyst in the cyanosilylation of aldehydes, ketones and quinines with trimethylsilyl cyanide (TMSCN).

참고

Hygroscopic. Incompatible with strong oxidizing agents and strong acids.

참조 문헌

Crown ether (see Appendix 2) mainly used to complex potassium ions. For a comprehensive study of solvent effects on complexation with K ions in a wide range of solvents, see: J. Org. Chem., 61, 5221 (1996).

Has been widely used in alkylation reactions with, e.g. K2CO3 as base:

Promotes methylation reactions with Dimethyl­ carbonate, A13104: Synthesis, 382 (1986). N-Alkylation of Glutarimide, L00968, and Succinimide, A13503: Bull. Soc. Chim. Fr., 227 (1992).

Enables KH to metallate aryl-substituted methanes directly: J. Am. Chem. Soc., 99, 4457 (1977). In the presence of KOH in DME, various arylmethanes, benzyl alcohols and aldehydes are oxidized to carboxylic acids by molecular oxygen: Tetrahedron Lett., 25, 4989 (1984).

Has been used with KF to enhance the reactivity of F- as a base or a nucleophile, e.g. to promote Michael additions in aprotic solvents: J. Chem. Soc., Chem. Commun., 237 (1977), the condensation of nitromethane with aldehydes: Tetrahedron Lett., 3219 (1978), and the transesterification of diaryl to dialkyl phosphonates: Synthesis, 409, 412 (1982).

Crown ether catalysis can be used in the reaction of KCN with alkyl halides to give nitriles: Tetrahedron Lett., 71 (1975), and for the preparation of acyl cyanides from acid chlorides: Tetrahedron Lett., 21, 2959 (1980). The 1:1 complex between 18-crown-6 and KCN has been used catalytically in the cyanosilylation of aldehydes, ketones and quinones with TMSCN; for examples, see: Org. Synth. Coll., 7, 517 (1990).

Flórez, A. I. G.; Ahn, D. S.; Gewinner, S.; Schöllkopf, W.; von Helden, G. IR spectroscopy of protonated leu-enkephalin and its 18-crown-6 complex embedded in helium droplets. Chem. Eur. J. 2015, 21 (5), 2083-2089.

GHS 해저드 및 주의 설명서

해저드 설명서 (EU): H302-H313-H319

Harmful if swallowed. May be harmful in contact with skin. Causes serious eye irritation.

주의 설명서: P280i-P264-P305+P351+P338-P301+P312a-P337+P313-P501a

Wear eye/face protection. Wash thoroughly after handling. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Call a POISON CENTER/doctor if you feel unwell. If eye irritation persists: Get medical advice/attention. Dispose of contents/container in accordance with local/regional/national/international regulations.

기타 참조

Merck
14,2602
바일슈타인
1619616
통합 관세 코드
2932.99
TSCA(독성물질규제법)"
Yes
RTECS(화학물질 독성 등록)
MP4500000

권장

최근에 본 것

화학물질

화학물질

금속 및 재료

촉매

분석 기기 및 실험실 용품