시클로프로필카르비놀
사이클로프로페인메탄올 · 시클로프로필카르비놀 · CYCLOPROPYLMETHANOL · CYCLOPROPANEMETHANOL · CPMO · CP-CARBINOL · (HYDROXYMETHYL)CYCLOPROPANE · CPC-OL
식별자 및 물리적 특성
| CAS No. | 2516-33-8 |
|---|---|
| 분자식 | C4H8O |
| 평균 분자량 | 72.11 g/mol |
| 단동위원소 질량 | 72.05751488 g/mol |
| SMILES | OCC1CC1 |
| InChIKey | GUDMZGLFZNLYEY-UHFFFAOYSA-N |
| PubChem CID | 75644 |
| EC No. | 219-735-5 |
| DTXSID | DTXSID2051922 |
| 현지명 | 시클로프로필카르비놀 |
화학 및 물리적 성질
| XLogP | 0.3 |
|---|---|
| 극성 표면적 | 20.2 |
| 수소 결합 공여자 수 | 1 |
| 수소 결합 수용자 수 | 1 |
| 회전 가능 결합 수 | 1 |
| 무거운 원자 수 | 5 |
| 형식 전하 | 0 |
| 복잡도 | 30.6 |
| Polymers | Other Classes -> Alcohols and Polyols, Other |
| SpringerMaterials Properties | Atomic environment |
| Physical Description | LiquidClear light yellow liquid[Sigma-Aldrich MSDS] |
| 녹는점 | -60 °C |
| 끓는 점 | 123-124 °C738 mm Hg(lit.) |
| 밀도 | 0.89 g/mL at 25 °C(lit.) |
| 굴절률 | n20/D 1.431(lit.) |
| 인화점 | 95 °F |
| 저장 조건 | Flammables area |
| 용해도 | 클로로포름, 에틸아세테이트에 용해됨 |
| 물리적 상태 | 액체 |
| pKa(산도 계수) | 15.10±0.10(Predicted) |
| 색상 | 무색의 |
| 비중 | 0.890 |
| 용해도 | 혼용 가능 |
| BRN | 1846846 |
| InChI | 1S/C4H8O/c5-3-4-1-2-4/h4-5H,1-3H2 |
| InChIKey | GUDMZGLFZNLYEY-UHFFFAOYSA-N |
| SMILES | OCC1CC1 |
| NIST | Cyclopropyl carbinol(2516-33-8) |
| EPA | Cyclopropanemethanol (2516-33-8) |
화학적 성질
Clear colorless liquid
안전 및 규제
| GHS 분류 | DangerH226 (99.2%): Flammable liquid and vapor [Warning Flammable liquids]P203, P210, P233, P240, P241, P242, P243, P260, P264, P264+P265, P270, P280, P301+P317, P301+P330+P331, P302+P361+P354, P303+P361+P353, P304+P340, P305+P351+P338, P305+P354+P338, P316, P318, P319, P321, P330, P337+P317, P363, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 120 reports by companies from 13 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 규제 정보 | Chemical: CyclopropanemethanolCyclopropanemethanol is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Cyclopropanemethanol are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)Status: Active Update: 17-11-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/23682Cyclopropanemethanol: Does not have an individual approval but may be used under an appropriate group standard |
| 유해성 요약 | Potentially neurotoxic effects observed in oral lethal-dose study of ratsCorrosive to rabbit skinHistopathological changes of the heart (myocarditis with myocardial fiber necrosis) observed in 4-week inhalation study of rats at all tested concentrations (0.003 mg/L the lowest tested concentration)[EPA - TSCATS] A strong eye irritantHarmful by ingestion[Sigma-Aldrich MSDS] See Cyclohexanol. |
| Hazard Classes and Categories | Flam. Liq. 3 (99.2%) |
| 유해 작용 | Dermatotoxin - Skin burns. |
| Toxicity Data | LC50 (rat) = 3,300 mg/m3/6hr |
| 수질 위해 등급(WGK) | 1 |
| TSCA 등재 상태 | TSCA listed |
| RTECS 번호 | GZ2212250 |
| 운송 번호(UN) | UN 1987 3/PG 3 |
| 관세 코드 | 29061990 |
용도
용도
Cyclopropylmethanol used to increase selectivity of pyridyl-cinnoline phosphodiesterase 10A, inhibitors against phosphodiesterase 3 (PDE3). Also used in the synthesis of benzodiazapin-2-ones
일반 설명
Cyclopropanemethanol (Cyclopropyl carbinol, CPMO), a cycloalkanemethanol, is an anaesthetic. The coupling reaction of cyclopropanemethanol with alkynes to form substituted allylic alcohols has been reported. The microwave spectrum of CPMO has been recorded. Its rotational constants and dipole moment have been determined.
제조 및 합성 방법
제조 방법
The preparation of Cyclopropyl carbinol is as follows:A 1L three-necked flask was charged with 100 g (1mol) of methyl cyclopropanoate. 57g (1.5mol) of sodium borohydride, 500 mL of methanol, and then cooled to 2°C, 66.67g (0.5mol) of aluminum trichloride was added in batches and reacted overnight. The reaction was quenched by the addition of a saturated aqueous solution of ammonium chloride, filtered, and the filtrate was concentrated and evaporated. The product was collected in a yield of 53.49g, a yield of 74.3%.