에틸비닐에테르
비닐에틸에테르 · 에틸비닐에테르 · 비닐 에틸 에테르 · 에톡시에텐 · Ethoxyethene · EVE · VINYL ETHYL ETHER · Ethyl Vinyl Ethe
식별자 및 물리적 특성
| CAS No. | 109-92-2 |
|---|---|
| 분자식 | C4H8O |
| 평균 분자량 | 72.11 g/mol |
| 단동위원소 질량 | 72.05751488 g/mol |
| SMILES | C=COCC |
| InChIKey | FJKIXWOMBXYWOQ-UHFFFAOYSA-N |
| PubChem CID | 8023 |
| ChEMBL | CHEMBL116745 |
| EC No. | 203-718-4 |
| DTXSID | DTXSID3029609 |
| 현지명 | 에틸비닐에테르 |
화학 및 물리적 성질
| XLogP | 1 |
|---|---|
| 극성 표면적 | 9.2 |
| 수소 결합 공여자 수 | 0 |
| 수소 결합 수용자 수 | 1 |
| 회전 가능 결합 수 | 2 |
| 무거운 원자 수 | 5 |
| 형식 전하 | 0 |
| 복잡도 | 24.8 |
| 물질 분류 | Flammable agents - 4th degree |
| Polymers | Plastics & Rubber -> Other Monomers |
| SpringerMaterials Properties | Schoenflies notation |
| LogP(분배 계수) | log Kow = 1.04 |
| 밀도 | 0.7589 at 68 °F (USCG, 1999) - Less dense than waterwill float0.7589 at 20 °CRelative density (water = 1): 0.80.754 @25 °C0.753 g/mL at 25 °C (lit.) |
| Viscosity | 0.3 mm²/s |
| Color/Form | Colorless liquidEther-like odor |
| 용해도 | In water, 7800 mg/L at 25 °CIn water, 10000 mg/L at 37 °CSlightly soluble in carbon tetrachloridesoluble in ethanolmiscible in etherSolubility in water, g/l at 15 °C: 8.3 (slightly soluble)8.3g/L |
| 인화점 | less than -50 °F (USCG, 1999)< -50 °F (< -46 °C) /closed cup/−50 °F |
| 끓는 점 | 96 °F at 760 mmHg (USCG, 1999)35.5 °C36 °C35.6 °C @760 [mm Hg]33 °C (lit.) |
| Decomposition | Hazardous decomposition products formed under fire conditions. - Carbon oxidesWhen heated to decomposition it emits acrid smoke and irritating fumes. |
| 녹는점 | -175 °F (USCG, 1999)-115.8 °C-115 °C-116 °C (lit.) |
| 증기압 | 560 hPa (20 °C) |
| 굴절률 | n20/D 1.376(lit.) |
| 저장 조건 | 2-8°C |
| 물리적 상태 | 액체 |
| 색상 | 무색의 |
| 냄새 | nauseating-ethereal but sweet odor |
| 폭발한계 | 1.3-12.0%(V) |
| 용해도 | 7.8 g/L (25 ºC) |
| BRN | 605351 |
| 헨리 상수 | 1.8×10-3 mol/(m3Pa) at 25℃, Duchowicz et al. (2020) |
| 안정성 | 안정적인. 가연성이 높습니다. 강한 산화제와 호환되지 않습니다. 보관 시 과산화물이 형성될 수 있습니다. 사용하기 전에 과산화물이 형성되는지 확인하십시오. |
| InChI | 1S/C4H8O/c1-3-5-4-2/h3H,1,4H2,2H3 |
| InChIKey | FJKIXWOMBXYWOQ-UHFFFAOYSA-N |
| SMILES | CCOC=C |
| LogP(분배 계수) | 1.63 at 25℃ |
| NIST | Ethene, ethoxy-(109-92-2) |
| EPA | Vinyl ethyl ether (109-92-2) |
화학적 성질
Colorless liquid. Extremely reactive, can be polymerized in liquid or vapor phase. Slightly soluble in water (0.9% by weight). Commercial material contains inhibitor to prevent premature polymerization. Often stored underground to minimize vapor losses.
안전 및 규제
| GHS 분류 | DangerH225 (29%): Highly Flammable liquid and vapor [Danger Flammable liquids]P210, P233, P240, P241, P242, P243, P261, P264+P265, P271, P280, P303+P361+P353, P304+P340, P305+P351+P338, P319, P337+P317, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 710 reports by companies from 16 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.H224: Extremely flammable liquid and vapor [Danger Flammable liquids] |
|---|---|
| 규제 정보 | Chemical: Ethene, ethoxy-Ethene, ethoxy- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Ethene, ethoxy- 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: 08-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/24588Vinamar: HSNO Approval: HSR004474 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.) |
| 운송 라벨(DOT) | Flammable Liquid |
| 화재 위험 | Behavior in Fire: Explosive hazard (USCG, 1999)· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.Highly flammable. Vapour/air mixtures are explosive. |
| 화재 가능성 | Flammable liquid |
| 건강 유해성 | INHALATION OR INGESTION: Excitement followed by unconsciousness and respiratory paralysis. CNS depression. EYES: May cause irritation and transient injury to cornea. SKIN: Prolonged contact can cause tissue defatting and dehydration leading to dermatitis. (USCG, 1999)· Inhalation or contact with material may irritate or burn skin and eyes. |
| 유해성 요약 | A mild skin irritantCauses general anesthesia in inhalation lethal-concentration studies of mice[RTECS] May polymerize on heating or contamination and form unstable peroxides on exposure to oxygen[CAMEO] May cause CNS depression |
용도
용도
Ethyl vinyl ether is used in fragrances, lubricating oil additives and spices preparation. It acts as an intermediate for sulfadiazine. It finds application in pharmaceuticals as anesthetics and analgesics. Further, it is used as a solvent in organic synthesis.
일반 설명
A clear colorless low-boiling liquid (35-36°C) with an ether-like odor. Flash point below -50°F. May polymerize exothermically if heated or contaminated. If polymerization takes place inside a container, the container may rupture violently. Less dense than water and slightly soluble in water. Hence floats on water. Vapors are heavier than air.
제조 및 합성 방법
제조 방법
Ethyl vinyl ether (EVE) can be prepared by reacting acetylene with absolute ethanol in the presence of an alkali catalyst. The most commonly used catalyst for vinylation is an alkali metal hydroxide or an alkali metal alkoxide. In China, three processes for the manufacture of EVE using the acetylene route were used:A continuous process with a homogeneous catalyst under high pressure. The advantages of this process are fast reaction rate and high conversion, but the disadvantages include the requirement of high standard equipment, large energy consumption, and easy safety issues. A process with a solid catalyst (heterogeneous catalyst) under atmospheric pressure is relatively simple in product separation and refining compared with a process with a homogeneous catalyst under high pressure. However, it has the disadvantages of low output, the short service life of catalyst (about 110 h), and a high requirement on the specification of carrier lime.A process with a homogeneous catalyst under atmospheric pressure has the advantages of high output and good safety but disadvantages of low conversion.In the process with solid catalyst under atmospheric pressure, acetylene, and ethanol vapor were introduced into a fixed-bed reactor, and the vinylation reaction was carried out at a temperature as high as about 180 °C. EVE was produced with a concentration of about 70% in the outlet gas stream from the reactor. The fixed-bed reactor was charged with 4–5 mesh catalyst particles of potassium hydroxide supported on lime.