베타-프로피올락톤
베타-프로피오락톤 · 베타-프로피올엑톤 · 베타-프로피올락톤 · 프로피오락톤 · Oxetan-2-one · β-Propiolactone · BETA-PROPIOLACTONE · Oxetanone
식별자 및 물리적 특성
| CAS No. | 57-57-8 |
|---|---|
| 분자식 | C3H4O2 |
| 평균 분자량 | 72.06 g/mol |
| 단동위원소 질량 | 72.02112937 g/mol |
| SMILES | O=C1CCO1 |
| InChIKey | VEZXCJBBBCKRPI-UHFFFAOYSA-N |
| PubChem CID | 2365 |
| ChEMBL | CHEMBL1200627 |
| ChEBI | CHEBI:49073 |
| EC No. | 200-340-1 |
| DTXSID | DTXSID8021197 |
| 현지명 | 베타-프로피올락톤 |
화학 및 물리적 성질
| XLogP | -0.2 |
|---|---|
| 극성 표면적 | 26.3 |
| 수소 결합 공여자 수 | 0 |
| 수소 결합 수용자 수 | 2 |
| 회전 가능 결합 수 | 0 |
| 무거운 원자 수 | 5 |
| 형식 전하 | 0 |
| 복잡도 | 57.9 |
| 물질 분류 | Hazardous Air Pollutants (HAPs)Other Classes -> LactonesCarcinogens |
| 의약품 | Pharmaceuticals -> Listed in ZINC15 |
| SpringerMaterials Properties | Boiling point |
| 농약 | Pesticide -> EPA IRIS |
| LogP(분배 계수) | 0.46 (estimated) |
| 냄새 | PUNGENTSLIGHTLY SWEETISHSlightly sweet odor.자극적인 냄새 |
| 밀도 | 1.146 at 68 °F (EPA, 1998) - Denser than waterwill sink1.1460 @ 20 °C/4 °CDensity (at 20 °C): 1.1 g/mlRelative density of the vapour/air-mixture at 20 °C (air = 1): 1.01.151.1460 @ 20°C1.146 g/mL at 25 °C (lit.) |
| Color/Form | A COLORLESS LIQUIDColorless liquid. |
| 용해도 | 10 to 50 mg/mL at 66 °F (NTP, 1992)SOL IN WATER: 37% VOL/VOLMISCIBLE WITH ALCOHOL, ACETONE, ETHER, CHLOROFORMPROBABLY MISCIBLE WITH MOST POLAR ORG SOLVENTS & LIPIDSwater solubility = 3.70X10+5 mg/l @ 25 °CSolubility in water, g/100ml at 25 °C: 37 (good)아세톤, 알코올, 클로로포름 및 에테르와 혼합 가능(Windholz et al., 1983) |
| 인화점 | 158 °F (EPA, 1998)74 °C165 °F (74 °C) (closed cup)74 °C c.c. |
| Human Drugs | FDA approved drugs -> Active ingredient |
| 끓는 점 | 324 °F at 760 mmHg decomposes (EPA, 1998)Decomposes (155ºC)61 °C @ 20 MM HGBP: 162 °C @ 760 MM HG (DECOMP)150 °C @ 750 MM HG (DECOMP)DIPOLE MOMENT: 3.8323 °F (decomposes)162 °C @760 [mm Hg]162 °C (lit.) |
| 녹는점 | -33 °C (lit.) |
| 증기압 | 3 at 25 °C (NIOSH, 1997) |
| 굴절률 | n20/D 1.412(lit.) |
| 저장 조건 | -20°C |
| 물리적 상태 | 액체 |
| 색상 | 달콤하지만 자극적인 냄새가 나는 무색 액체 |
| 용해도 | 37g/100mL |
| 비열 | Cp(liquid): 1.69 J/(g·K), at 25℃ |
| Merck | 14,7820 |
| 헨리 상수 | 7.6 at 25 °C (approximate - calculated from water solubility and vapor pressure) |
| 안정성 | 습기에 민감하고 흡습성이 매우 높음 |
| InChIKey | VEZXCJBBBCKRPI-UHFFFAOYSA-N |
| NIST | «beta»-Propiolactone(57-57-8) |
| EPA | beta-Propiolactone (57-57-8) |
화학적 성질
β-Propiolactone is a colorless liquid which slowly hydrolyzes to hydracrylic acid and must be cooled to remain stable. It reacts with alcohols, acid chlorides, ammonia, and water to yield β-substituted propionic acid derivatives. The most important characteristic of the substance is its ability to polymerize. This highly exothermic process occurs simply by warming, although it is also catalyzed by both acid and base.
안전 및 규제
| GHS 분류 | DangerH315: Causes skin irritation [Warning Skin corrosion/irritation]P203, P260, P264, P264+P265, P271, P280, P284, P302+P352, P304+P340, P305+P351+P338, P316, P318, P320, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation] |
|---|---|
| 규제 정보 | Chemical: 2-OxetanoneHazard Traits - CarcinogenicityOcular ToxicityRespiratory ToxicityStatus: Active Update: 01-07-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/21395Propiolactone: HSNO Approval: HSR003070 Approved with controlsThe New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.) |
| 기타 안전 정보 | IMAP assessments - 2-Oxetanone: Human health tier II assessment |
| 운송 라벨(DOT) | Poison |
| 화재 위험 | Containers may explode. When heated to decomposition, it emits acrid smoke and fumes. Stable when stored at 41F. Avoid storing in areas of exposure to the direct rays of the sun and in areas of high fire hazard. Tends to polymerize on storage. Avoid elevated temperatures. (EPA, 1998)Combustible. Above 74 °C explosive vapour/air mixtures may be formed. |
| 화재 가능성 | FIRE HAZARD: MODERATE, WHEN EXPOSED TO HEAT OR FLAME ... . |
| 건강 유해성 | The toxicity potential of this material via inhalation or ingestion is highmay cause death or permanent injury after very short exposures to small quantities. It is a carcinogen. (EPA, 1998) |
| 유해성 요약 | beta-Propiolactone is used for vaccines, tissue grafts, surgical instruments, and enzymes, as a sterilant of blood plasma, water, milk, and nutrient broth, and as a vapor-phase disinfectant in enclosed spaces. Acute (short-term) inhalation exposure to beta-propiolactone causes severe irritation of the eyes, nose, throat, and respiratory tract in humans. Acute dermal exposure may cause irritation of the skin, blistering, or burns in humans. Contact with the eyes may cause permanent corneal opacification. Burns of the mouth and stomach may occur in humans following acute exposure via ingestion. No information is available on the chronic (long-term), reproductive, developmental, or carcinogenic effects of beta-propiolactone in humans. Squamous cell carcinomas of the forestomach have been reported in orally exposed rats. In dermally exposed rodents, skin tumors have been observed. The International Agency for Research on Cancer (IARC) has classified beta-propiolactone as a Group 2B, possible human carcinogen. |
용도
개요
Beta-propiolactone is a colorless liquid with a strong, slightly sweet odor. It may occur naturally, but no clear documentation of its occurrence in nature was found, and it must be synthesized for commercial purposes. Beta-propiolactone is unstable at room temperature but stable when stored at 5 ℃ in glass containers.Its tendency to be unstable and react with other molecules in the vicinity is responsible for both its toxicity and its usefulness. Significant commercial production of beta-propiolactone took place during the late 1950s through the mid-1970s, when it was widely used in chemical synthesis in reactions with other molecules to produce new chemicals. All lactones are characterized by a ring structure consisting of two or more carbon atoms – as can be seen from its structure, beta-propiolactone has three in its ring – and a single oxygen, coupled with an adjacent ketone. The fewer the carbons in the ring, the more ‘strained’ is the ring structure and the more unstable and reactive its characteristics. When the ring bonds break, the betapropiolactone molecules attach to other nearby molecules.
용도
Reacts with bacteriphage DNA causing inactivation, repair and recombination
일반 설명
A colorless liquid with a slightly sweetish, pungent odor. Used as an intermediate in organic synthesis; disinfectant, sterilant for blood plasma, tissue grafts, vaccines, enzymes and surgical instruments.