6,7,9,10,17,18,20,21-옥타히드로디벤조(베타,카파)(1,4,7,10,13,16) 헥사옥사시클로옥타디신
6,7,9,10,17,18,20,21-옥타히드로디벤조(베타,카파)(1,4,7,10,13,16)헥사옥사사이클로옥타덴느 · 6,7,9,10,17,18,20,21-옥타히드로디벤조(베타,카파)(1,4,7,10,13,16)헥사옥사시클로옥타디신 · 6,7,9,10,17,18,20,21-옥타히드로디벤조(베타,카파)(1,4,7,10,13,16)헥사옥사사이클로... · DB18C6 · 6,7,9,10,17,18,20,21-Octahydrodibenzo[b,k][1,4,7,10,13,16]hexaoxacyclooctadecine · ibenzo-18-crown-6 · 6,7,9,10,12,13,15,16-Octahydrodibenzo[b,e][1,4,7,10,13,16]hexaoxacyclooctadecine · crown18
식별자 및 물리적 특성
| CAS No. | 14187-32-7 |
|---|---|
| 분자식 | C20H24O6 |
| 평균 분자량 | 360.4 g/mol |
| 단동위원소 질량 | 360.15728849 g/mol |
| SMILES | c1ccc2c(c1)OCCOCCOc1ccccc1OCCOCCO2 |
| InChIKey | YSSSPARMOAYJTE-UHFFFAOYSA-N |
| PubChem CID | 26541 |
| ChEMBL | CHEMBL345536 |
| ChEBI | CHEBI:358732 |
| EC No. | 238-041-3 |
| DTXSID | DTXSID6022428 |
| 현지명 | 6,7,9,10,17,18,20,21-옥타히드로디벤조(베타,카파)(1,4,7,10,13,16) 헥사옥사시클로옥타디신 |
화학 및 물리적 성질
| XLogP | 2.2 |
|---|---|
| 극성 표면적 | 55.4 |
| 수소 결합 공여자 수 | 0 |
| 수소 결합 수용자 수 | 6 |
| 회전 가능 결합 수 | 0 |
| 무거운 원자 수 | 26 |
| 형식 전하 | 0 |
| 복잡도 | 300 |
| 물질 분류 | Other Classes -> Other Organic Compounds |
| SpringerMaterials Properties | Fusion temperature |
| LogP(분배 계수) | 2.2 |
| Physical Description | Light beige fibers or powder[Alfa Aesar MSDS] |
| 녹는점 | 162-164 °C (lit.) |
| 끓는 점 | 380-384 °C (679 mmHg) |
| 밀도 | 1.1801 (rough estimate) |
| 굴절률 | 1.5200 (estimate) |
| 인화점 | 380-384°C/679mm |
| 저장 조건 | Store below +30°C. |
| 용해도 | 0.007g/L |
| 물리적 상태 | 푹신한 가루 |
| 색상 | 흰색에서 약간 베이지색 |
| 용해도 | 난용성 |
| Merck | 14,2602 |
| BRN | 1162153 |
| InChI | 1S/C20H24O6/c1-2-6-18-17(5-1)23-13-9-21-11-15-25-19-7-3-4-8-20(19)26-16-12-22-10-14-24-18/h1-8H,9-16H2 |
| InChIKey | YSSSPARMOAYJTE-UHFFFAOYSA-N |
| SMILES | C1COc2ccccc2OCCOCCOc3ccccc3OCCO1 |
| NIST | Dibenzo-18-crown-6(14187-32-7) |
| EPA | Dibenzo[b,k][1,4,7,10,13,16]hexaoxacyclooctadecin, 6,7,9,10,17,18,20,21-octahydro- (14187-32-7) |
화학적 성질
white to slightly beige fluffy powder
안전 및 규제
| GHS 분류 | WarningH315 (35.9%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 64 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 규제 정보 | Chemical: Dibenzo[b,k][1,4,7,10,13,16]hexaoxacyclooctadecin, 6,7,9,10,17,18,20,21-octahydro-Dibenzob,k1,4,7,10,13,16hexaoxacyclooctadecin, 6,7,9,10,17,18,20,21-octahydro-: Does not have an individual approval but may be used under an appropriate group standard |
| 유해성 요약 | A mild skin and moderate eye irritantCauses convulsions, lung changes and other liver changes in oral lethal-dose studies of rats[RTECS] Crown ethers have caused convulsions, liver injury, and dermatitis in experimental animalsA skin and strong eye irritant[Alfa Aesar MSDS] See 18-Crown-6. |
| Hazard Classes and Categories | Skin Irrit. 2 (35.9%) |
| 유해 작용 | Neurotoxin - Other CNS neurotoxin |
| 수질 위해 등급(WGK) | 2 |
| TSCA 등재 상태 | TSCA listed |
| RTECS 번호 | HP5386000 |
| 독성 | LD50 orally in Rabbit: 2600 mg/kg |
| 관세 코드 | 29329995 |
| 위험 문구(R) | 36-36/37/38-20/21/22 |
| 위험 표시 | Xi,Xn |
| 안전 문구(S) | 26-37/39-36 |
| 기존화학 물질 | KE-26592 |
| 위험 참고 사항 | Irritant |
| 저장 분류 | 11 - Combustible Solids |
용도
개요
Dibenzo-18-crown-6 (DB18C6) is the first crown ether synthesized by Pedersen in 1967 and has the strongest binding affinity to a potassium cation (K+) among alkali metal cations. With the similarity of the sizes between K+ and the cavity of crown ether, it had long been believed that the binding selectivity comes from the size relationship between the metal cation and the cavity. However, it was reported that under identical experimental conditions, K+ bound strongly to all crown ethers (12-crown-4 to 24-crown-8) irrespective of the ring size among other cations such as Na+, Ca2+, and NH4+. Moreover, in the gas phase, 18-crown-6 (18C6) and dibenzo18-crown-6 (DB18C6) form preferential complexation in the order Li+ > Na+ > K+ > Rb+ > Cs+, while in the aqueous solution both of them show highest complexion capacity for K+ rather than Li+[1-2].
용도
Dibenzo-18-crown-6, is used as an important raw material and intermediate used in organic Synthesis, pharmaceuticals, agrochemicals and dyestuff. It is an important organic intermediate.