HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Isopropylchlorcarbonat
isopropyl carbonochloridate · IPCF · ISOPROPYL CHLOROCARBONATE · propan-2-yl carbonochloridate · ISOPROPYL CHLOROMATE · Isopropyl chloroform · 1-PROPYLCHLOROFORMATE · 2-Methylchloroformate
Identifikatoren & physikalische Daten
| CAS No. | 108-23-6 |
|---|---|
| Summenformel | C4H7ClO2 |
| Durchschnittliche Molmasse | 122,55 g/mol |
| Monoisotopische Masse | 122,01345714 g/mol |
| SMILES | CC(C)OC(=O)Cl |
| InChIKey | IVRIRQXJSNCSPQ-UHFFFAOYSA-N |
| PubChem CID | 7917 |
| EC No. | 203-563-2 |
| DTXSID | DTXSID7026786 |
| Lokaler Name | Isopropylchlorcarbonat |
Chemische & physikalische Eigenschaften
| XLogP | 2 |
|---|---|
| Polarare Oberfläche (TPSA) | 26,3 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 2 |
| Schwere Atome | 7 |
| Formalladung | 0 |
| Komplexität | 70,1 |
| Stoffklassen | Toxic Gases & Vapors -> Acid HalidesCorrosives |
| SpringerMaterials Properties | Boiling point |
| Geruch | Pungent |
| Dichte | 1.08 (EPA, 1998) - Denser than waterwill sink1.078 (20 °C/4 °C)Relative density (water = 1): 1.081.078 @25 °C0.892 g/mL at 25 °C |
| Viscosity | 0.65 cP @ 20 °C |
| Color/Form | COLORLESS LIQ |
| Löslichkeit | VERY SOL IN ETHERSolubility in water: slow reactionChloroform (Sparingly), Dichloromethane (Soluble), Ethyl Acetate (Slightly), Tol |
| Flammpunkt | 60.1 °F (EPA, 1998)15.6 °C20 °C c.c.43 °F |
| Siedepunkt | 220 °F at 761 mmHg (EPA, 1998)104.6 °C @ 761 MM HG105 °C @760 [mm Hg] |
| Schmelzpunkt | -80 °C |
| Dampfdichte | 4.2 (EPA, 1998) - Heavier than airwill sink (Relative to Air)4.2 (AIR= 1)Relative vapor density (air = 1): 4.2 |
| Dampfdruck | 100 mm Hg @ 47 °CVapor pressure, kPa at 20 °C: 372 [mm Hg] @21 °C27.998hPa at 20℃ |
| Brechungsindex | n20/D 1.485(lit.) |
| Lagerbedingungen | 2-8°C |
| Aggregatzustand | liquid |
| BRN | 506416 |
| Henry-Konstante | 2.4×10-3 mol/(m3Pa) at 25℃, HSDB (2015) |
| Stabilität | Moisture Sensitive |
| InChI | InChI=1S/C4H7ClO2/c1-3(2)7-4(5)6/h3H,1-2H3 |
| InChIKey | IVRIRQXJSNCSPQ-UHFFFAOYSA-N |
| SMILES | C(Cl)(OC(C)C)=O |
| CAS Datenbank | 108-23-6(CAS DataBase Reference) |
| EPA chemische Informationen | Isopropyl chloroformate (108-23-6) |
Sicherheit & Vorschriften
| GHS-Einstufung | DangerH225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids]P210, P233, P240, P241, P242, P243, P260, P261, P264, P264+P265, P270, P271, P272, P280, P284, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P320, P321, P330, P332+P317, P333+P317, P362+P364, P363, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 208 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.H225: Highly Flammable liquid and vapor [Danger Flammable liquids] |
|---|---|
| Hazards Identification | Toxic/poison by inhalation (TIH/PIH) |
| Regulatorische Informationen | Chemical: Carbonochloridic acid, 1-methylethyl esterStatus: Active Update: 01-04-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/13188The 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.) |
| Weitere Sicherheitsinformationen | Evaluation - Chemicals that are unlikely to require further regulation to manage risks to human health |
| DOT-Kennzeichnung | Poison Inhalation Hazard Flammable Liquid Corrosive |
| Brandgefahren | Extremely dangerousthis chemical has exploded while stored in refrigerator. Vapor explosion hazard indoors, outdoors or in sewers. Runoff to sewer may create fire or explosion hazard. Like other chlorides, when heated to decomposition or on contact with acids or acrid fumes, they evolve highly toxic chloride fumes. Reacts violently with phosgene. Unstable, avoid phosgene (EPA, 1998)· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.Highly flammable. Gives off irritating or toxic fumes (or gases) in a fire. Vapour/air mixtures are explosive. |
| Gesundheitsgefahren | Acute: highly toxic by inhalation, ingestion and skin absorption. Delayed: can produce delayed pulmonary edema (2-24 hours after exposure) similar to that produced by phosgene. Inhalation of material may cause death or permanent injury. (EPA, 1998)· TOXIC and/or CORROSIVEinhalation, ingestion or contact (skin, eyes) with vapors, dusts or substance may cause severe injury, burns or death. |
| Gefahrenübersicht | A corrosive substance that can cause injury to the skin, eyes, and respiratory tractInhalation can cause pulmonary edemaCauses watering of the eyes. [ICSC] A skin, eye, and respiratory tract irritantMay cause pulmonary edema[HSDB] See CHLOROFORMATES. |
| DOT-Nummer und Handbuch | 2407 155 |
| Reaktive Gruppe | Acyl Halides, Sulfonyl Halides, and Chloroformates |
| UN-Einstufung | UN Hazard Class: 6.1UN Subsidiary Risks: 3 and 8UN Pack Group: I |
| Reactivity Alerts | Highly Flammable |
| Reactivity Profile | ISOPROPYL CHLOROFORMATE is water reactive. A sample stored in a refrigerator exploded [Wischmeyer 1973]. Attacks many metals especially in humid atmosphere [Handling Chemicals Safely, 1980. p. 476]. May react vigorously or explosively if mixed with diisopropyl ether or other ethers in the presence of trace amounts of metal salts [J. Haz. Mat., 1981, 4, 291]. |
| Brandbekämpfung | Isolate for 1/2 mile in all directions if tank car or truck is involved in fire.Use carbon dioxide, dry powder, alcohol-resistant foam, dry sand. In case of fire: keep drums, etc., cool by spraying with water. NO direct contact with water. |
| Erste-Hilfe-Maßnahmen | Fresh air, rest. Half-upright position. Artificial respiration may be needed. Refer for medical attention.Remove contaminated clothes. Rinse skin with plenty of water or shower. Refer for medical attention .First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.Rinse mouth. Do NOT induce vomiting. Refer for medical attention . |
| Freisetungsmaßnahmen | · 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. |
| Erste Hilfe | Warning: Isopropyl chloroformate is an irritant and is corrosive to the eyes, skin, and respiratory tract. Some effects of exposure may be delayed up to 24 hours. Caution is advised.General First Aid: |
| Sichere Lagerung | Fireproof. Separated from strong oxidants and food and feedstuffs. Dry. Well closed. |
| Expositionsschutz und Persönliche Schutzausrüstung | · Wear positive pressure self-contained breathing apparatus (SCBA).TIH (Toxic Inhalation Hazard) - Term used to describe gases and volatile liquids that are toxic when inhaled. Some are TIH materials themselves, e.g., chlorine, and some release TIH gases when spilled in water, e.g., chlorosilanes. [ERG 2016]. |
| Brandbekämpfungsverfahren | If material on fire or involved in fire: Do not extinguish fire unless flow can be stopped. Use water in flooding quantities as fog. Solid streams of water may be ineffective. Cool all affected containers with flooding quantities of water. Use "alcohol" foam, dry chemical or carbon dioxide. Keep run-off water out of sewers and water sources. |
| Freisetung ohne Brand | Excerpt from ERG Guide 155 [Substances - Toxic and/or Corrosive (Flammable / Water-Sensitive)]: |
| Verschüttetes entsorgen | Personal protection: chemical protection suit including self-contained breathing apparatus. Ventilation. Remove all ignition sources. Do NOT wash away into sewer. Collect leaking and spilled liquid in sealable containers as far as possible. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations. |
| Preventive Measures | If material not on fire and not involved in fire: Keep sparks, flames, and other sources of ignition away. Keep material out of water sources and sewers. Build dikes to contain flow as necessary. Attempt to stop leak if without undue personnel hazard. Use water spray to knock-down vapors.Personnel protection: Avoid breathing vapors. Keep upwind. Wear positive pressure self-contained breathing apparatus. Wear appropriate chemical protective clothing. Do not handle broken packages unless wearing appropriate personal protective equipment. If contact with the material anticipated, wear appropriate chemical protective clothing.Evacuation: If material leaking (not on fire) consider evacuation from downwind area based on amount of material spilled, location and weather conditions.SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protectionequipment should be worn even when contact lenses are in place. |
| Isolation and Evacuation | Excerpt from ERG Guide 155 [Substances - Toxic and/or Corrosive (Flammable / Water-Sensitive)]:Immediate precautionary measureSmall spill: |
| Eye Prevention | Wear safety goggles, face shield or eye protection in combination with breathing protection. |
| Umweltverhalten | TERRESTRIAL FATE: Isopropyl chlorocarbonate hydrolyzes readily in water (half-life of 5.6 min at 24.5 °C)(1)therefore, aqueous hydrolysis will be the dominate fate process in moist soils(SRC). The low-boiling chloroformic esters, such as isopropyl chlorocarbonate, are highly volatile(2)therefore, evaporation from dry surfaces to the atmosphere will occur(SRC). Results of a single biodegradation study (using the Japanese MITI protocol) have classified ethyl chloroformate (a compound similar in structure to isopropyl chlorocarbonate) as biodegradable(3) but this probably refers to the hydrolysis product(SRC).AQUATIC FATE: Isopropyl chlorocarbonate hydrolyzes readily in water (half-life of 5.6 min at 24.5 °C)(1)therefore, aqueous hydrolysis will be the dominant fate process in the aquatic environment(SRC). Aqueous volatilization, bioconcentration, biodegradation, and adsorption to sediment are not expected to be important fate processes due to isopropyl chlorocarbonate's rapid hydrolysis(SRC).ATMOSPHERIC FATE: Based upon a vapor pressure of 100 mm Hg at 47 °C(1), isopropyl chlorocarbonate is expected to exist primarily in the vapor-phase in the ambient atmosphere(2,SRC). It will degrade in the ambient atmosphere by reaction with photochemically produced hydroxyl radicals with an estimated half-life of about 5 days(3,SRC). Since isopropyl chlorocarbonate hydrolyzes readily in water, atmospheric degradation may occur through dissolution into clouds or through contact with rain or other atmospheric water(SRC). |
| Unerwünschte Wirkungen | Dermatotoxin - Skin burns. |
| Expositionspfade | The substance can be absorbed into the body by inhalation of its vapour and by ingestion. |
| Signs and Symptoms | Burning sensation. Cough. Laboured breathing. Shortness of breath. Sore throat. Symptoms may be delayed.Redness. Skin burns. Pain. Blisters.Watering of the eyes. Redness. Pain. Severe burns.Abdominal pain. Burning sensation. Shock or collapse. |
| Medical Surveillance | ... SPECIAL ATTENTION SHOULD BE GIVEN EYES & RESP TRACT MEDICAL EXAMINATIONS. /CHLOROFORMATES/ |
| Soil Adsorption/Mobility | Using a structure estimation method based on molecular connectivity indexes(1), the Koc for isopropyl chlorocarbonate can be estimated to be approximately 12(SRC). According to a suggested classification scheme(2), this estimated Koc value suggests that isopropyl chlorocarbonate has high mobility in soil(SRC). However, isopropyl chlorocarbonate hydrolyzes readily in water (half-life of 5.6 min at 24.5 °C)(3)therefore, leaching in soil is not expected to be an important fate process(SRC). |
| Human Toxicity Excerpts | ... CAN PRODUCE DELAYED PULMONARY EDEMA SIMILAR TO THAT PRODUCED BY PHOSGENE.EYE IRRITATION, IRRITATION OF UPPER RESP TRACT, & SURFACE BURNS HAVE BEEN PRINCIPAL FINDINGS IN EXPOSED HUMANS. ... EYE IRRITATION MAY PERSIST SOME TIME AFTER EXPOSURE CEASES. SKIN SENSITIZATION MAY OCCUR. /CHLOROFORMATES/TOXIC BY INHALATION.SUMMARY TOXICITY STATEMENT: HIGH IRRITANT VIA INHALATION. HIGH= CAPABLE OF CAUSING DEATH OR PERMANENT INJURY DUE TO EXPOSURES OF NORMAL USEINCAPACITATING & POISONOUSREQUIRES SPECIAL HANDLING.SUMMARY TOXICITY STATEMENT: MODERATE VIA ORAL ROUTES. MODERATE= MAY CAUSE REVERSIBLE OR IRREVERSIBLE CHANGES TO EXPOSED TISSUE, NOT PERMANENT INJURY OR DEATHCAN CAUSE CONSIDERABLE DISCOMFORT. |
| Artificial Pollution Sources | Isopropyl chlorocarbonate's use as a chemical intermediate in the production of herbicides and other chemicals(1) could release the compound to the environment through various waste streams generated at sites of production and use(SRC). |
| Environmental Biodegradation | Using the Japanese MITI protocol (4 week incubation period with activated sludge inoculum), ethyl chloroformate (a compound similar in structure to isopropyl chlorocarbonate) was classified as biodegradable with a theoretical BOD of 81-86%(1) but this probably refers to the hydrolysis product(SRC). |
| Environmental Bioconcentration | Isopropyl chlorocarbonate hydrolyzes readily in water (half-life of 5.6 min at 24.5 °C)(1)therefore, bioconcentration in aquatic organisms will not be an important process(SRC). |
| Volatilization from Water/Soil | The Henry's Law constant for isopropyl chlorocarbonate can be estimated to be 4.15X10-3 atm-cu m/mole using a structure estimation method(1,SRC)this value of Henry's Law constant indicates that volatilization from water is potentially an important fate process(2). However, isopropyl chlorocarbonate hydrolyzes readily in water (half-life of 5.6 min at 24.5 °C)(3)therefore, volatilization from water is not expected to be important(SRC). The low-boiling chloroformic esters, such as isopropyl chlorocarbonate, are highly volatile(4)therefore, evaporation from dry surfaces will occur(SRC). |
| Non-Human Toxicity Excerpts | INHALATION OF 122,000 PPM...BY RATS CAUSED IMMEDIATE FATALITIES WITH PULMONARY EDEMA. INHALATION OF 6450 PPM CAUSED DEATH OF ALL RATS IN ABOUT 50 MIN, WITH RESP DISTRESS, PROSTRATION, & CONVULSIONS.Direct dropwise application to the guinea pig skin causes deep necrosis and eschar formation, and direct contact with the rabbit eye causes permanent corneal opacity. |
| CERCLA-Meldepflichtmengen | Releases of CERCLA hazardous substances are subject to the release reporting requirement of CERCLA section 103, codified at 40 CFR part 302, in addition to the requirements of 40 CFR part 355. Isopropyl chloroformate is an extremely hazardous substance (EHS) subject to reporting requirements when stored in amounts in excess of its threshold planning quantity (TPQ) of 1,000 lbs. |
| DHS Chemicals of Interest (COI) | Isopropyl chloroformate1.0015,000Toxic chemical that can be released at a facility. |
| F | 10-19 |
| Wassergefährdungsklasse (WGK) | 2 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN 2407 |
| Zollcode | 29159000 |
| RTECS-Nr. | LQ6475000 |
| R-Sätze (R) | 11-34-48/20-63-65-67-43-26 |
| Gefahrensymbole | F,C,T+ |
| Sicherheitshinweise (S) | 26-36/37/39-45-62-28-16 |
| Gefahrenklasse | 6.1Acute Tox. 1 InhalationAquatic Chronic 3Asp. Tox. 1Eye Dam. 1Flam. Liq. 2Repr. 2Skin Corr. 1BSkin Sens. 1STOT RE 2STOT SE 3 |
| Verpackungsgruppe | I |
| Lagerklasse | 3 - Flammable liquids |
| Gefahrstoffdaten | 108-23-6(Hazardous Substances Data) |
Anwendungen & Verwendung
Verwenden
Chemical intermediate for free-radical polymerization initiators, organic synthesis.