에틸렌 산화물 시클릭 헥사머
에틸렌산화물시클릭헥사머 · 에틸렌산화물시클릭헥사머(ETHYLENEOXIDECYCLICHEXAMER) · 18-크라운-6 · 1,4,7,10,13,16-HEXAOXACYCLOOCTADECANE · 18-c-6 · 8-Crown-6 · HEXAOXACYCLOOCTADECANE · 18-CROWN 6-ETHER
식별자 및 물리적 특성
| CAS No. | 17455-13-9 |
|---|---|
| 분자식 | C12H24O6 |
| 평균 분자량 | 264.31 g/mol |
| 단동위원소 질량 | 264.15728849 g/mol |
| SMILES | C1COCCOCCOCCOCCOCCO1 |
| InChIKey | XEZNGIUYQVAUSS-UHFFFAOYSA-N |
| PubChem CID | 28557 |
| ChEMBL | CHEMBL155204 |
| ChEBI | CHEBI:32397 |
| EC No. | 241-473-5 |
| DTXSID | DTXSID7058626 |
| 현지명 | 에틸렌 산화물 시클릭 헥사머 |
화학 및 물리적 성질
| XLogP | -0.7 |
|---|---|
| 극성 표면적 | 55.4 |
| 수소 결합 공여자 수 | 0 |
| 수소 결합 수용자 수 | 6 |
| 회전 가능 결합 수 | 0 |
| 무거운 원자 수 | 18 |
| 형식 전하 | 0 |
| 복잡도 | 108 |
| 물질 분류 | Other Classes -> Other Organic CompoundsIndustrial compound |
| SpringerMaterials Properties | Chemical shift |
| LogP(분배 계수) | -0.68 |
| 증기압 | 0.0000667 [mmHg] |
| Food Contact Substances | FCS -> FDA Inventory of Food Contact Substances Listed in 21 CFR |
| Physical Description | Clear, odorless, hygroscopic liquid soluble in water and most organic solvents[Ullmann] White crystals[MSDSonline] |
| 녹는점 | 42-45 °C(lit.) |
| 끓는 점 | 116°C 0,2mm |
| 밀도 | 1,175 g/cm3 |
| 굴절률 | 1.4580 (estimate) |
| 인화점 | >230 °F |
| 저장 조건 | Store below +30°C. |
| 용해도 | 클로로포름(약간 용해됨), 메탄올(매우 소량) |
| 물리적 상태 | 결정 또는 결정질 질량 또는 액체 |
| 색상 | 흰색 또는 투명한 무색 |
| 용해도 | 녹는 |
| Merck | 14,2602 |
| BRN | 1619616 |
| 안정성 | 안정적인. 강산, 강산화제와 호환되지 않습니다. |
| InChI | 1S/C12H24O6/c1-2-14-5-6-16-9-10-18-12-11-17-8-7-15-4-3-13-1/h1-12H2 |
| InChIKey | XEZNGIUYQVAUSS-UHFFFAOYSA-N |
| SMILES | O1CCOCCOCCOCCOCCOCC1 |
| NIST | 1,4,7,10,13,16-Hexaoxacyclooctadecane(17455-13-9) |
| EPA | 1,4,7,10,13,16-Hexaoxacyclooctadecane (17455-13-9) |
화학적 성질
18-Crown-6 is a slightly yellow solid, it has a high affinity for the hydronium ion H3O+, as it can fit inside the crown ether. Thus, reaction of 18-crown-6 with strong acids gives the cation [H3O·18-crown-6]+.
안전 및 규제
| GHS 분류 | WarningH302 (98.7%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 314 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 규제 정보 | Chemical: 1,4,7,10,13,16-HexaoxacyclooctadecaneCrown ether 18-crown-6: Does not have an individual approval but may be used under an appropriate group standard |
| 유해성 요약 | If absorbed, can cause electrolyte imbalance affecting the CNSSigns of intoxication include hyperventilation, tremor, incoordination, and CNS depressionMay damage the skin and eyesLD50 (mouse) by ingestion is 0.7 g/kgLD50 (rabbit) by skin absorption is 200 mg/kg[Ullmann] Toxic by ingestionA skin, eye, and respiratory tract irritantOral LD50 (rat) = 525 mg/kgDermal LDLo (rat) = 7000 mg/kgHigh-dose feeding causes seizures, weight loss, and liver injury in experimental animals[MSDSonline] |
| Hazard Classes and Categories | Acute Tox. 4 (98.7%) |
| 유해 작용 | Neurotoxin - Other CNS neurotoxin |
| 수질 위해 등급(WGK) | 3 |
| TSCA 등재 상태 | TSCA listed |
| RTECS 번호 | MP4500000 |
| 운송 번호(UN) | 2811 |
| 독성 | LD50 orally in Rabbit: 525 mg/kg LD50 dermal Rabbit 3888 mg/kg |
| 관세 코드 | 29329995 |
| 위험 문구(R) | 22-36/37/38-36-20/22-20/21/22 |
| 위험 표시 | Xn,Xi |
| 안전 문구(S) | 26-36-39 |
| 포장분류 | III |
| 위험 등급 | 6.1(b)Acute Tox. 4 Oral |
| 기존화학 물질 | KE-19820 |
| F 고인화성물질 | 10 |
| 저장 분류 | 11 - Combustible Solids |
용도
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).
일반 설명
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.