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Merck

274984

Sigma-Aldrich

18-Crown-6

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≥99.0%

동의어(들):

1,4,7,10,13,16-Hexaoxacyclooctadecane

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제품정보 (DICE 배송 시 비용 별도)

실험식(Hill 표기법):
C12H24O6
CAS 번호:
Molecular Weight:
264.32
Beilstein:
1619616
EC Number:
MDL number:
UNSPSC 코드:
12352005
PubChem Substance ID:
NACRES:
NA.22
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Quality Level

분석

≥99.0%

양식

solid

환경친화적 대안 제품 특성

Catalysis
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42-45 °C (lit.)

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ether

환경친화적 대안 카테고리

SMILES string

O1CCOCCOCCOCCOCCOCC1

InChI

1S/C12H24O6/c1-2-14-5-6-16-9-10-18-12-11-17-8-7-15-4-3-13-1/h1-12H2

InChI key

XEZNGIUYQVAUSS-UHFFFAOYSA-N

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일반 설명

18-Crown-6 is a macrocyclic polyether used to synthesize ionic liquid based crown-ether coordination compounds.

18-Crown-6 is the simplest crown ether that can be prepared by reacting triethylene glycol with triethylene glycol dichloride in the presence of potassium hydroxide as a base. 18-Crown-6 can solubilize metal salts, particularly potassium salts, in nonpolar and dipolar aprotic solvents. Thus, it is widely used as a phase transfer catalyst. It can also be used as a metal complexing agent to prepare a variety of molecular complexes.
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애플리케이션

18-Crown-6 can be used as a catalyst for:       
  • N-alkylation of heterocyclic compounds in the presence of tert-butoxide base.      
  • Allylation of aldehydes to corresponding homoallylic alcohols using potassium allyltrifluoroborate.     
  •   Preparation of N-propargylpyrrole by the reaction of pyrrole with potassium hydroxide.     
  •   Polymerization of methacrylic esters and hindered alkyl acrylates.       
  • Chemoselective reduction of fused tetrazoles with NaBH4 and potassium hydroxide.

18-Crown-6 can solubilize metal salts, particularly potassium salts, in nonpolar and dipolar aprotic solvents. Thus, it is widely used as a phase transfer catalyst. It can also be used as a metal complexing agent to prepare a variety of molecular complexes.
Can be useful as phase-transfer catalysts.

기타 정보

Macrocyclic polyethers with repeating (-CH2CH2O) units. The compounds are ionophoric (form stable complexes with cations).

픽토그램

Exclamation mark

신호어

Warning

유해 및 위험 성명서

예방조치 성명서

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

dust mask type N95 (US), Eyeshields, Gloves


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문서 라이브러리에서 최근에 구매한 제품에 대한 문서를 찾아보세요.

문서 라이브러리 방문

Magnetic blocking at 10 K and a dipolar-mediated avalanche in salts of the bis (?8-cyclooctatetraenide) complex [Er (COT) 2]?.
Meihaus K R, et al.
Journal of the American Chemical Society, 135(47), 17952-17957 (2013)
18?Crown?6.
eEROS (Encyclopedia of Reagents for Organic Synthesis) (2001)
Completing the series of +2 ions for the lanthanide elements: synthesis of molecular complexes of Pr2+, Gd2+, Tb2+, and Lu2+.
MacDonald M R, et al.
Journal of the American Chemical Society, 135(26), 9857-9868 (2013)
18?Crown?6.
Organic Syntheses (2003)
Improved synthesis and efficient chemoselective reduction of fused tetrazoles under phase-transfer conditions
Desai ND and Shah RD
Synthesis, 2006(19), 3275-3279 (2006)

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