에피클로로하이드린
(클로로메틸)에틸렌산화물 · 에피클로로하이드린 · 에피클로로히드린 · 에피클로로히드린(ECH) · 1-클로로-2,3-에폭시프로판 · 3-클로로프로필렌산화물 · 감마-클로로프로필렌산화물 · 글리세롤에피클로로히드린
식별자 및 물리적 특성
| CAS No. | 106-89-8 |
|---|---|
| 분자식 | C3H5ClO |
| 평균 분자량 | 92.52 g/mol |
| 단동위원소 질량 | 92.0028925 g/mol |
| SMILES | ClCC1CO1 |
| InChIKey | BRLQWZUYTZBJKN-UHFFFAOYSA-N |
| PubChem CID | 7835 |
| ChEMBL | CHEMBL1421613 |
| ChEBI | CHEBI:37144 |
| EC No. | 203-439-8 |
| DTXSID | DTXSID1020566 |
| 현지명 | 에피클로로하이드린 |
화학 및 물리적 성질
| XLogP | 0.5 |
|---|---|
| 극성 표면적 | 12.5 |
| 수소 결합 공여자 수 | 0 |
| 수소 결합 수용자 수 | 1 |
| 회전 가능 결합 수 | 1 |
| 무거운 원자 수 | 5 |
| 형식 전하 | 0 |
| 복잡도 | 37 |
| LogP(분배 계수) | log Kow = 0.450.26 |
| 냄새 | Odor is sweet, pungent or chloroform-like ... generally perceived as a slightly irritating chloroformlike odorPungent, garlic-like odor매운맛, 마늘달콤하고 매운클로로포름처럼요. |
| 밀도 | 1.18 to 1.801 at 68 °F (EPA, 1998)1.1750 at 25 °C/4 °CRelative density (water = 1): 1.21.175 @25 °C1.183 g/mL at 25 °C(lit.) |
| Viscosity | 0.0103 poise at 25 °C |
| Color/Form | Colorless liquid |
| 용해도 | 50 to 100 mg/mL at 72 °F (NTP, 1992)Miscible with most organic solventsMiscible with alcohol, ether, chloroform, trichloroethylene, carbon tetrachlorideimmiscible with petroleum hydrocarbons.In water, 6.59X10+4 mg/L at 25 °C65.9 mg/mL at 25 °CSolubility in water, g/100ml at 20 °C: 665.9g/L |
| 인화점 | 93 °F (EPA, 1998)88 °F88 °F (31 °C) (Closed cup)31 °C c.c. |
| 끓는 점 | 241.7 °F at 760 mmHg (EPA, 1998)117.9 °C116 °C242 °F117.9 °C @760 [mm Hg]115-117 °C(lit.) |
| Decomposition | When heated to decomp, emits toxic fumes of /hydrogen chloride/. |
| 녹는점 | -54.4 to -14.1 °F (EPA, 1998)-25.6 °C-57.2 °C-48 °C-54 °F-57 °C |
| 증기 밀도 | 3.29 (EPA, 1998) - Heavier than airwill sink (Relative to Air)3.29 (Air = 1)Relative vapor density (air = 1): 3.23.2 (vs air) |
| 후각 역치 | Odor Threshold Low: 0.08 [ppm]Odor Threshold High: 12.0 [ppm]Odor threshold from AIHASensory perception studies indicate that mean threshold for odor recognition is approximately 10 ppm ... @ 25 ppm it is recognized by majority of persons.Human Odor Perception: non perception 0.2 mg/cu mperception 0.3 mg/cu m |
| 증기압 | 13.8 mm Hg ( 21.1 °C) |
| 굴절률 | n20/D 1.438(lit.) |
| 저장 조건 | Store below +30°C. |
| 물리적 상태 | 액체 |
| 색상 | APHA: ≤20 |
| 비중 | 1.183 (20/4℃) |
| 폭발한계 | 3.8-21%(V) |
| 용해도 | 6 g/100 mL (10 ºC) |
| 비열 | Cp(liquid): 1.42 J/(g·K), at 25℃ |
| Merck | 14,3611 |
| BRN | 79785 |
| 헨리 상수 | 3.42(x 10-5 atmm3/mol) at 25 °C (static headspace-GC, Welke et al., 1998) |
| 유전율 | 22.9(20℃) |
| 안정성 | 불안정한. 가연성 - 넓은 폭발 한계와 낮은 인화점에 유의하십시오. |
| 주요 응용 | 청소용품화장품환경음식 및 음료개인 위생 관리 |
| InChI | 1S/C3H5ClO/c4-1-3-2-5-3/h3H,1-2H2 |
| InChIKey | BRLQWZUYTZBJKN-UHFFFAOYSA-N |
| SMILES | ClCC1CO1 |
| LogP(분배 계수) | 0.45 at 20℃ |
| NIST | Oxirane, (chloromethyl)-(106-89-8) |
| EPA | Epichlorohydrin (106-89-8) |
화학적 성질
Epichlorohydrin is a colorless liquid with a slightly irritating, chloroform-like odor.
안전 및 규제
| GHS 분류 | DangerH226: Flammable liquid and vapor [Warning Flammable liquids]H301: Toxic if swallowed [Danger Acute toxicity, oral]H311: Toxic in contact with skin [Danger Acute toxicity, dermal]H314: Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]H317: May cause an allergic skin reaction [Warning Sensitization, Skin]H331: Toxic if inhaled [Danger Acute toxicity, inhalation]H350: May cause cancer [Danger Carcinogenicity]P203, P210, P233, P240, P241, P242, P243, P260, P261, P262, P264, P270, P271, P272, P280, P301+P316, P301+P330+P331, P302+P352, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P318, P321, P330, P333+P317, P361+P364, P362+P364, P363, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)This chemical does not meet GHS hazard criteria for < 0.1% (1 of 1920) of reports. |
|---|---|
| 규제 정보 | Chemical: Oxirane, (chloromethyl)-Hazard Traits - CarcinogenicityOcular ToxicityReproductive ToxicityRespiratory ToxicityAuthoritative List - CA TACsEC Annex VI CMRs - Cat. 1BIARC Carcinogens - 2AIRIS Carcinogens - B2NTP RoC - reasonableOEHHA RELsProp 65Report - regardless of intended function of ingredient in the productRegulation (EC) No 178/2002 (amended)Oxirane, 2-(chloromethyl)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Oxirane, 2-(chloromethyl)- 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: 14-04-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/15559Status: Cease Manufacture Update: 09-08-2010 https://echa.europa.eu/registration-dossier/-/registered-dossier/1262Status: Active Update: 26-03-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/23282Oxirane, (chloromethyl)-: HSNO Approval: HSR000977 Approved with controls |
용도
용도
인조 수지 : 에폭시 수지, 열경화성 수지, 이온 교환 수지. 의학 : 글리세린, 마취약, 해열제, 진정제 고무 :에피클로로 고무 농예화학 : 살충제, 살균제 기 타 : 세척제, 솔벤트, 안정제, 계면활성제.
개요
Epoxy resins of the bisphenol A type are synthesized from epichlorhydrin and bisphenol A. This leads to bisphenol-A diglycidyl ether, which is the monomer of bisphenol-A-based epoxy resins. Sensitization to epichlorhydrin occurs mainly in workers in the epoxy-resin industry. Sensitization in individuals not working at epoxy resin plants is rare. It has however been described to occur after contact with a soil fumigant, due to solvent cement and in a worker in a pharmaceutical plant, in a division for drug synthesis. Epichlorhydrin was used for the production of both drugs propranolol and oxprenolol.
용도
Epichlorohydrin is used to make glycerol,epoxy resins, adhesive, and castings; asderivatives for producing dyes, pharmaceu-ticals, surfactants, and plasticizers; and asa solvent for resins, gums, paints, andvarnishes.
일반 설명
A clear colorless liquid with an irritating chloroform-like odor. Density 9.8 lb / gal. Flash point 87°F. Polymerizable. If polymerization takes place inside a closed container, the container is subject to violent rupture. Irritates the skin and respiratory system. Toxic by ingestion. A confirmed carcinogen. Vapors heavier than air. Used to make plastics and as a solvent.
제조 및 합성 방법
생산 방법
Epichlorohydrin can be prepared from 1,3-dichloropropanol-2, 2,3- dichloropropanol-1, or allyl chloride. Commercially it is prepared as an intermediate in glycerol synthesis via alkaline hydrolysis of glycerol dichlorohydrin. Both come from allyl chloride. Epichlorohydrin reacts with monohydric alcohols to give ethers by opening the oxide ring. It will react with ethers, aldehydes, ketones, organic acids and amines to give a wide variety of useful syntheses.