Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Diisopropyl Ether
이소프로필에테르 · 디이소프로필산화물 · 디이소프로필에테르 · 2,2-옥시비스프로판 · 2-이소프로폭시프로판 · 디이소프로필옥시드 · 비스(이소프로필)에테르 · 프로판,2,2$$@@-옥시비스-
식별자 및 물리적 특성
| CAS No. | 108-20-3 |
|---|---|
| 분자식 | C6H14O |
| 평균 분자량 | 102.17 g/mol |
| 단동위원소 질량 | 102.10446507 g/mol |
| SMILES | CC(C)OC(C)C |
| InChIKey | ZAFNJMIOTHYJRJ-UHFFFAOYSA-N |
| PubChem CID | 7914 |
| ChEMBL | CHEMBL3185565 |
| EC No. | 203-560-6 |
| DTXSID | DTXSID4021890 |
| 현지명 | 이소프로필에테르 |
화학 및 물리적 성질
| XLogP | 1.5 |
|---|---|
| 극성 표면적 | 9.2 |
| 수소 결합 공여자 수 | 0 |
| 수소 결합 수용자 수 | 1 |
| 회전 가능 결합 수 | 2 |
| 무거운 원자 수 | 7 |
| 형식 전하 | 0 |
| 복잡도 | 33.4 |
| 물질 분류 | Flammable agents - 3rd degreeVolatile Organic Compound (VOC) |
| Solvents | Solvents -> Ethers (<C12) |
| SpringerMaterials Properties | Schoenflies notation |
| LogP(분배 계수) | log Kow= 1.521.94 |
| 냄새 | Sweet, slightly sharp, pungent like camphor and ethyl etherThe odor is more irritating and less pleasant than that of ethyl ether.Sharp, sweet, ether-like odor.달콤하고 약간 날카로운특유의 매운맛미묘한앰퍼와 에틸에테르처럼요. |
| 밀도 | 0.724 at 68 °F (USCG, 1999) - Less dense than waterwill float0.7258 @ 20 °C/4 °CBulk density: 6.05 lb/gal @ 15.5 °Csimilar to ethyl ether in properties but does tend to form peroxides more readily than ethyl etherRelative density (water = 1): 0.70.730.719 @25 °C0.725 g/mL at 25 °C(lit.) |
| Viscosity | 0.273 centipoise at 20 °F |
| Color/Form | Colorless volatile liquidColorless liquid. |
| 용해도 | 0.2 % (NIOSH, 2024)Sol of commercial grade in water, 1.71% @ 19 °Cmiscible with most organic solvents.Sol in acetonemiscible in ethyl alcohol, ethyl etherMISCIBLE WITH MOST ORG SOLVENTSWater solubility = 8,800 mg/l @ 20 °CSoluble in oxygenated solvents3.11g/L |
| 인화점 | -18 °F (USCG, 1999)-28 °C-18 °F (-28 °C) (closed cup)−29 °F |
| 끓는 점 | 156 °F at 760 mmHg (USCG, 1999)68.5 °C69 °C154 °F68.5 °C @760 [mm Hg]68-69 °C(lit.) |
| Decomposition | When heated to decomposition it emits acrid smoke and fumes. |
| 녹는점 | -85.5 °C |
| 증기 밀도 | 3.5 (vs air) |
| 증기압 | 120 mm Hg ( 20 °C) |
| 굴절률 | n20/D 1.367(lit.) |
| 저장 조건 | Store below +30°C. |
| 물리적 상태 | 액체 |
| 색상 | APHA: ≤25 |
| pH | 7 (20°C) |
| 폭발한계 | 1-21%, 100°F |
| 용해도 | 9g/L(20℃) |
| 비열 | Cp(liquid): 2.12 J/(g·K), at 25℃ |
| Merck | 14,5212 |
| BRN | 1731256 |
| 헨리 상수 | 2.57 at 25 °C (headspace-GC, Arp and Schmidt, 2004) |
| 유전율 | 3.9(25℃) |
| 안정성 | Extremely flammable. This material is a serious fire and explosion risk. Vapour may travel considerable distances to an ignition source, which need not be an open flame, but may be a hot plate, steam pipe, etc. Vapour may be ignited by the static electricty which can build up when isopropyl ether is being poured from one vessel |
| InChI | 1S/C6H14O/c1-5(2)7-6(3)4/h5-6H,1-4H3 |
| InChIKey | ZAFNJMIOTHYJRJ-UHFFFAOYSA-N |
| SMILES | CC(C)OC(C)C |
| LogP(분배 계수) | 2.4 at 20℃ |
| 표면장력 | 17.74mN/m at 293.15K |
| NIST | Diisopropyl ether(108-20-3) |
| EPA | Isopropyl ether (108-20-3) |
화학적 성질
Diisopropyl ether(Isopropyl ether) is highly flammable, with a wide flammable range of 1.4%–21% in air. Boiling point is 156°F (68°C), flash point is 18°F (27°C), and ignition temperature is 830°F (443°C). Vapor density is 3.5, which is heavier than air. In addition to flammability, isopropyl ether is toxic by inhalation and a strong irritant, with a TLV of 250 ppm in air. Diisopropyl ether is an excellent solvent for natural oils, mineral oils, and waxes. It is used as an extracting agent and reaction medium in chemical and pharmaceutical syntheses.
안전 및 규제
| GHS 분류 | DangerH225: Highly Flammable liquid and vapor [Danger Flammable liquids]P210, P233, P240, P241, P242, P243, P261, P271, P280, P303+P361+P353, P304+P340, P319, 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 0.4% (1 of 265) of reports.H225 (99.6%): Highly Flammable liquid and vapor [Danger Flammable liquids] |
|---|---|
| 규제 정보 | Chemical: Propane, 2,2'-oxybis-Propane, 2,2'-oxybis- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Propane, 2,2'-oxybis- 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: 13-01-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/15860Propane, 2,2'-oxybis-: HSNO Approval: HSR001131 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: Vapor is heavier than air and may travel a considerable distance to a source of ignition and flash back. Containers may explode when heated. (USCG, 1999)· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.Highly flammable. Vapour/air mixtures are explosive. |
| 화재 가능성 | FLAMMABLE LIQUID.ONLY ELECTRICAL EQUIPMENT OF EXPLOSION-PROOF TYPE (GROUP C CLASSIFICATION) IS PERMITTED TO BE OPERATED IN ETHER AREAS. ETHER SHOULD NOT BE STORED NEAR POWERFUL OXIDIZERS OR IN AREAS OF HIGH FIRE HAZARD. /ETHERS/ |
| 건강 유해성 | Inhalation causes anesthesia, nausea, headache, dizziness, and irritation of the eyes and nose. Contact of liquid with eyes causes only minor injuryrepeated contact with skin will remove natural oils and may cause dermatitis. (USCG, 1999)· Inhalation or contact with material may irritate or burn skin and eyes. |
| 유해성 요약 | The odor is more irritating and less pleasant than that of ethyl ether. [ACGIH] A skin, eye, and respiratory tract irritantInhalation of high concentrations can cause CNS depression[ICSC] |
| 운송 번호 및 가이드(DOT) | 1159 127 |
| 반응성 그룹 | Ethers |
| EC 분류 | Symbol: FR: 11-19-66-67S: (2)-9-16-29-33Note: C |
| UN 분류 | UN Hazard Class: 3UN Pack Group: II |
| Reactivity Alerts | Highly Flammable |
| OSHA Standards | Permissible Exposure Limit: Table Z-1 8-hr Time Weighted Avg: 500 ppm (2100 mg/cu m). |
| 소화 | Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]:Use water spray, AFFF, powder, alcohol-resistant foam, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water. |
| 응급 조치 | Fresh air, rest. Refer for medical attention.Remove contaminated clothes. Rinse skin with plenty of water or shower.First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.Rinse mouth. Rest. Refer for medical attention . |
| 누출 비상 조치 | · CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area. |
| 응급 처치 | Excerpt from NIOSH Pocket Guide for Isopropyl ether:General First Aid:(General first aid procedures) |
| 안전 보관 | Fireproof. Cool. Keep in the dark. Keep in a well-ventilated room. Store only if stabilized. |
| Firefighting Hazards | VAPORS ARE HEAVIER THAN AIR & MAY TRAVEL TO A SOURCE OF IGNITION & FLASH BACK. LIQUID FLOATS ON WATER & MAY TRAVEL TO A SOURCE OF IGNITION & SPREAD FIRE. ETHER TENDS TO FORM UNSTABLE, EXPLOSIVE PEROXIDES ON STANDING. |
| 노출 관리 및 개인 보호 | · Wear positive pressure self-contained breathing apparatus (SCBA).200.0 [ppm] |
| 소화 절차 | Alcohol foam, CO2, foam, dry chemical. |
| 보관 조건 | Store in cool, dry, well-ventilated location. Separate from acids & oxidizing materials. |
| 정리 방법 | 1. Remove all ignition sources. 2. Ventilate area of spill or leak. 3. For small quantities, absorb on paper towels. Evaporate in a safe place (such as fume hood). Allow sufficient time for evaporating vapors to completely clear the hood ductwork. Burn the paper in a suitable location away from combustible materials. Large quantities can be reclaimed or collected and atomized in a suitable combustion chamber. |
| 비화재 누출 대응 | Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]: |
| 처리 방법 | SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.Isopropylether may be disposed of by atomizing in a suitable combustion chamber.Isopropyl ether is a waste chemical stream constituent which may be subjected to ultimate disposal by controlled incineration.The following wastewater treatment technologies have been investigated for isopropyl ether: Concentration process: Biological treatment.For more Disposal Methods (Complete) data for ISOPROPYL ETHER (8 total), please visit the HSDB record page. |
| 표적 장기 | Eyes, skin, respiratory system, central nervous system |
| 생태독성 수치 | LC50 Pimephales promelas (fathead minnow) 91.7 mg/l 96 hr flow-through bioassay, wt 0.12 g, water hardness 45.5 mg/l CaCO3, temp: 25 + or - 1 °C, pH 7.5, dissolved oxygen greater than 60% of saturation |
| 환경 거동 | TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 160(SRC), determined from a log Kow of 1.52(2) and a regression-derived equation(3), indicates that isopropyl ether is expected to have high mobility in soil(SRC). Volatilization of isopropyl ether from moist soil surfaces is expected to be important(3,SRC) given an estimated Henry's Law constant of 2.3X10-3 atm-cu m/mole(SRC), calculated from its water solubility(4) and vapor pressure(5). The potential for volatilization of isopropyl ether from dry soil surfaces may exist(SRC) based on a vapor pressure of 149 mm Hg(5). Isopropyl ether is not expected to hydrolyze in soil due to lack of hydrolyzable functional groups(3). Aqueous screening test data from studies using activated sludge or sewage inocula(6,7) suggest that isopropyl ether may be resistant to biodegradation in environmental media(SRC). Many ethers are known to be resistant to biodegradation(8).AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 160(SRC), determined from a log Kow of 1.52(2) and a regression-derived equation(3), indicates that isopropyl ether is not expected to adsorb to suspended solids and sediment in water(SRC). Isopropyl ether is expected to volatilize rapidly from water surfaces(3,SRC) based on an estimated Henry's Law constant of 2.3X10-3 atm-cu m/mole(SRC), calculated from its water solubility(4) and vapor pressure(5). Estimated volatilization half-lives for a model river and model lake are 3 hours and 4 days, respectively(3,SRC). Isopropyl ether is not expected to undergo hydrolysis in the environment due to the lack of hydrolyzable functional groups(3). Isopropyl ether will not significantly photooxidize via reaction with photochemically produced hydroxyl radicals in the water(6). According to a classification scheme(7), an estimated BCF of 8(3,SRC), from isopropyl ether's log Kow(2), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Isopropyl ether may be resistant to biodegradation in environmental media based upon screening test data from studies using activated sludge or sewage inocula(8,9,SRC). Many ethers are known to be resistant to biodegradation(10).ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), isopropyl ether, which has a vapor pressure of 149 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase isopropyl ether is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC)the half-life for this reaction in air is estimated to be 21 hours(3,SRC). The half-life for the reaction of isopropyl ether with nitrate radicals is estimated as 9 seconds(4,SRC). Direct photolysis will not be an important removal process since aliphatic ethers do not absorb light at wavelengths >290 nm(5). |
| 유해 작용 | Neurotoxin - Acute solvent syndrome |
| 노출 경로 | The substance can be absorbed into the body by inhalation of its vapour.inhalation, ingestion, skin and/or eye contact |
| Signs and Symptoms | Cough. Drowsiness. Sore throat.Dry skin. Redness.Further see Inhalation.irritation eyes, skin, noseresp discomfortdermatitisIn Animals: drowsiness, dizziness, unconsciousness, narcosis |
| Effluent Concentrations | Isopropyl ether has been detected in 10 out of 63 samples of industrial effluents collected from a wide variety of industries across the USA (dates not reported)(1). Six of the positive samples contained <10 ug/L isopropyl ether, 3 samples contained 10-100 ug/L and 1 sample contained >100 ug/L(1). Samples of landfill gas from an unspecified landfill which had for more than 15 months accepted municipal and industrial solid wastes and unspecified liquid wastes contained 220 mg/cu m isopropyl ether(2). |
| Medical Surveillance | Employees should be screened for history of certain medical conditions /chronic respiratory disease or skin disease/ which might place the employee at increased risk from isopropylether exposure. In persons with impaired pulmonary function, especially those with obstructive airway diseases, the breathing of isopropylether might cause exacerbation of symptoms due to its irritant properties. Isopropylether is a defatting agent and can cause dermatitis on prolonged exposure. Persons with existing skin disorders may be more susceptible to the effects of this agent. Any employee developing the above-listed conditions should be referred for further medical examination. /Chronic respiratory disease or skin disease/ |
| Soil Adsorption/Mobility | The Koc of isopropyl ether is estimated as approximately 160(SRC), using a log Kow of 1.52(1) and a regression-derived equation(2,SRC). According to a classification scheme(3), this estimated Koc value suggests that isopropyl ether is expected to have high mobility in soil(SRC). |
| Atmospheric Concentrations | Isopropyl ether was identified, but not quantified, at 4 of 7 sites in the Kanawha Valley, WV, sampled in Sept 1977(1). |
| Human Toxicity Excerpts | Toxic symptoms similar to ethyl ether.MILDLY IRRITATING TO SKIN, MUCOUS MEMBRANES. INHALATION OF HIGH CONCENTRATIONS CAUSES /CNS DEPRESSION/, UNCONSCIOUSNESS. DEATH MAY OCCUR DUE TO RESP PARALYSIS. /ETHYL ETHER/Isopropyl ether has an anesthetic action very much like ethyl ether, but is somewhat more toxic.Human exposure to 500 ppm over a 15 min period caused no irritation, but irritation of the eyes and nose was noted at 800 ppm for 5 min with some respiratory discomfort. Industrial exposure has caused but few cases of death or serious injury. Repeated skin contact would be expected to cause dermatitis.... a group of subjects exposed for 15 minutes at 500 ppm did not consider the exposure to be irritating. At a concentration of 300 ppm, however, about one-third of the subjects objected to the unpleasant odor, while at 800 ppm for five minutes most subjects reported irritation of the eyes and nose. |
| Artificial Pollution Sources | Isopropyl ether's production and use as an extraction agent and as a solvent in paints/stain removers(1) may result in its release to the environment through various waste streams(SRC). |
| 주 식수 지침 | (NH) NEW HAMPSHIRE 120 ug/L |
| 직업 노출 등급(OEB) | A |
| 직업 노출 한계(OEL) | TWA: 500 ppm (2100 mg/m3) |
| 수질 위해 등급(WGK) | 1 |
| 즉시 생명 위험 농도 | 1,400 ppm [10% LEL] |
| TSCA 등재 상태 | TSCA listed |
| RTECS 번호 | TZ5425000 |
| 운송 번호(UN) | UN 1159 |
| 독성 | LD50 in 14 day old, young adult, adult rats (ml/kg): 6.4, 16.5, 16.0 orally (Kimura) |
| 관세 코드 | 2909 19 90 |
| 위험 문구(R) | 11-19-66-67-52/53 |
| 위험 표시 | F |
| 안전 문구(S) | 9-16-29-33-61 |
| 포장분류 | II |
| 위험 등급 | 3Flam. Liq. 2STOT SE 3 |
| 기존화학 물질 | KE-27717 |
| F 고인화성물질 | 10 |
| 자연 발화 온도 | 827 °F |
| 저장 분류 | 3 - Flammable liquids |
| 유해 물질 데이터 | 108-20-3(Hazardous Substances Data) |
용도
개요
Diisopropyl ether [108-20-3], also known as 2-isopropoxyisopropane or isopropyl ether, is a clear, colorless, mobile, highly flammable liquid with a characteristic ethereal odor. Its solubility in water is low, but it is soluble in organic solvents and readily forms explosive peroxides. It has a higher boiling point, a lower vapor pressure, and a lower water solubility than diethyl ether, which means that diisopropyl ether can be recovered without significant loss after use as a solvent or as an extractant.
용도
Isopropyl ether is used as a solvent for oils,waxes, resins, and dyes; and as a varnishremover.
일반 설명
Diisopropyl ether appears as a clear colorless liquid with an ethereal odor. Flash point -18°F. Less dense than water. Vapors heavier than air.
제조 및 합성 방법
제조 방법
Diisopropyl ether can be prepared by liquid-phase dehydration of 2-propanol at 130 – 190°C and 1.96– 7.85 MPa over acidic catalysts containing aluminum.