274984

18-Crown-6

≥99.0%

• 동의어(들): 1,4,7,10,13,16-Hexaoxacyclooctadecane
• 실험식(Hill 표기법): C₁₂H₂₄O₆
• CAS Number: 17455-13-9
• Molecular Weight: 264.32
• Beilstein: 1619616
• EC Number: 241-473-5
• MDL number: MFCD00005113
• UNSPSC 코드: 12352005
• PubChem Substance ID: 24856618
• NACRES: NA.22
• 양식: solid
• 분석: ≥99.0%

속성

• Quality Level: 200
• 분석: ≥99.0%
• 양식: solid
• mp: 42-45 °C (lit.)
• 작용기: ether
• 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

설명

일반 설명

18-Crown-6 is a macrocyclic polyether used to synthesize ionic liquid based crown-ether coordination compounds.[1] [2]

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.[3][4]

애플리케이션

18-Crown-6 can be used as a catalyst for:       

• N-alkylation of heterocyclic compounds in the presence of tert-butoxide base.[5]      
• Allylation of aldehydes to corresponding homoallylic alcohols using potassium allyltrifluoroborate.[6]     
•   Preparation of N-propargylpyrrole by the reaction of pyrrole with potassium hydroxide.[4]     
•   Polymerization of methacrylic esters and hindered alkyl acrylates.[4]       
• Chemoselective reduction of fused tetrazoles with NaBH₄ and potassium hydroxide.[7]

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.[8][9] It can also be used as a metal complexing agent to prepare a variety of molecular complexes.[10][11]

Can be useful as phase-transfer catalysts.

기타 정보

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

안전성 정보

• 픽토그램: GHS07
• 신호어: Warning
• 유해 및 위험 성명서: H302
• 예방조치 성명서: P264 - P270 - P301 + P312 - P501
• 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