1-Iodoadamantane
(3s,5s,7s)-1-iodoadamantane · NSC 169440 · 1-IODOADAMANTANE · Adamantyl iodide · 1-Adamantyl iodide · RARECHEM AQ TC 1020 · Adamantane, 1-iodo- · IFLAB-BB F0701-0078
식별자 및 물리적 특성
| CAS No. | 768-93-4 |
|---|---|
| 분자식 | C10H15I |
| 평균 분자량 | 262.13 g/mol |
| 단동위원소 질량 | 262.02184848 g/mol |
| SMILES | IC12CC3CC(CC(C3)C1)C2 |
| InChIKey | PXVOATXCSSPUEM-UHFFFAOYSA-N |
| PubChem CID | 136609 |
| DTXSID | DTXSID00227619 |
화학 및 물리적 성질
| XLogP | 4.4 |
|---|---|
| 극성 표면적 | 0 |
| 수소 결합 공여자 수 | 0 |
| 수소 결합 수용자 수 | 0 |
| 회전 가능 결합 수 | 0 |
| 무거운 원자 수 | 11 |
| 형식 전하 | 0 |
| 복잡도 | 144 |
| SpringerMaterials Properties | Schoenflies notation |
| 녹는점 | 75-76 °C(lit.) |
| 끓는 점 | 265.7±9.0℃ (760 Torr) |
| 밀도 | 1.63±0.1 g/cm3 (20 ºC 760 Torr) |
| 굴절률 | 1.6610 (estimate) |
| 인화점 | 115.9±13.1℃ |
| 저장 조건 | 2-8°C(protect from light) |
| 용해도 | DMSO: 52 mg/mL (198.37 mM) |
| 물리적 상태 | solid |
| 안정성 | 안정적이지만 가볍고 습기에 민감합니다. 강한 산화제와 호환되지 않습니다. |
| InChI | InChI=1S/C10H15I/c11-10-4-7-1-8(5-10)3-9(2-7)6-10/h7-9H,1-6H2 |
| InChIKey | PXVOATXCSSPUEM-UHFFFAOYSA-N |
| SMILES | C12(I)CC3CC(CC(C3)C1)C2 |
화학적 성질
solid
안전 및 규제
| 수질 위해 등급(WGK) | 3 |
|---|---|
| 저장 분류 | 11 - Combustible Solids |
용도
용도
1-Iodoadamantane is suitable reagent used to evaluate the rate constants for the reduction of haloadamantanes by SmI2 in presence of hexamethylphosphoramide (HMPA) and H2O by GC/MS-analyzed method. It may be used as iodine atom donor for probing the intermediacy of radical to investigate the chemistry of highly reactive, strained systems such as propellane. It may be used as starting reagent in the synthesis of N-(1-adamantyl)acetamide via nucleophilic substitution. It may be employed in the free-radical carbonylation reactions with alkenes.
일반 설명
1-Iodoadamantane is a haloadamantane. Voltammetric reduction of 1-iodoadamantane at a silver cathode in tetrahydrofuran (THF) and acetonitrile (ACN) is reported to involve a single electron forming a mixture of monomeric and dimeric products. The photoinduced reaction of 1-iodoadamantane in DMSO is reported to afford substitution products on C3, C6, and C8, 1-adamantanol, 1-adamantyl 2-naphthyl ether, and adamantine. The photostimulated reaction of the phthalimide anion with 1-iodoadamantane is reported to yield 3-(1-adamantyl) phthalimide and 4-(1-adamantyl) phthalimide, along with the reduction product adamantane. 1-Iodoadamantane is reported to undergoe photostimulated reaction with the enolate anion of acetone, acetophenone and propiophenone to give admantane and the substitution products.