HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Isobuttersäureanhydrid
Isobutylic anhydride · Isobutyryl anhydride · Isobutyric acid anhydride · 2-METHYLPROPANOIC ANHYDRIDE · Di(isobutyric acid)anhydride · Isobutyric anhydride, distilled · (iso-C3H7CO)2O · isobutyryloxide
Identifikatoren & physikalische Daten
| CAS No. | 97-72-3 |
|---|---|
| Summenformel | C8H14O3 |
| Durchschnittliche Molmasse | 158,19 g/mol |
| Monoisotopische Masse | 158,09429431 g/mol |
| SMILES | CC(C)C(=O)OC(=O)C(C)C |
| InChIKey | LSACYLWPPQLVSM-UHFFFAOYSA-N |
| PubChem CID | 7346 |
| ChEMBL | CHEMBL1871691 |
| ChEBI | CHEBI:84261 |
| EC No. | 202-603-6 |
| DTXSID | DTXSID7026609 |
| Lokaler Name | Isobuttersäureanhydrid |
Chemische & physikalische Eigenschaften
| XLogP | 2 |
|---|---|
| Polarare Oberfläche (TPSA) | 43,4 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 3 |
| Frei drehbare Bindungen | 4 |
| Schwere Atome | 11 |
| Formalladung | 0 |
| Komplexität | 141 |
| Stoffklassen | Other Classes -> Acid Anhydrides, OtherFlammable agents - 2nd degree |
| SpringerMaterials Properties | Dielectric constant |
| Dichte | 0.9535 @ 20 °C/4 °C0.9535 @ 20°C0.954 g/mL at 25 °C (lit.) |
| Color/Form | LIQUID |
| Löslichkeit | SOL IN ALL PROP IN ETHERdecomposes |
| Flammpunkt | 139 °F (NFPA, 2010)59.4 °C152 °F |
| Siedepunkt | 181.5 °C @ 734 MM HG182 °C (lit.) |
| Schmelzpunkt | -53.5 °C-56 °C (lit.) |
| Dampfdruck | 0.5 [mmHg]10 mm Hg ( 67 °C) |
| Brechungsindex | SADTLER REF NUMBER: 11317 (IR, PRISM), V516 (NMR)INDEX OF REFRACTION: 1.4061 AT 20 °C/Dn20/D 1.406(lit.) |
| Physical Description | Isobutyric anhydride appears as a colorless liquid. Burns skin and eyes. Vapors are heavier than air.[CHEMINFO] |
| Selbstentzündungstemperatur | 625 °F (329 °C) |
| Dampfdichte | 5.45 (vs air) |
| Lagerbedingungen | Store below +30°C. |
| Aggregatzustand | Liquid |
| Farbe | Clear colorless |
| Explosionsgrenze | 1.09%, 87°F |
| BRN | 386267 |
| Dielektrizitätskonstante | 13.9(20℃) |
| InChI | 1S/C8H14O3/c1-5(2)7(9)11-8(10)6(3)4/h5-6H,1-4H3 |
| InChIKey | LSACYLWPPQLVSM-UHFFFAOYSA-N |
| SMILES | CC(C)C(=O)OC(=O)C(C)C |
| LogP (Verteilungskoeffizient) | 1.1 at 25℃ |
| CAS Datenbank | 97-72-3(CAS DataBase Reference) |
| NIST chemische Informationen | Propanoic acid, 2-methyl-, anhydride(97-72-3) |
| EPA chemische Informationen | Isobutyric anhydride (97-72-3) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 9.8% (37 of 376) of reports.DangerH301 (17.3%): Toxic if swallowed [Danger Acute toxicity, oral]P260, P261, P262, P264, P264+P265, P270, P271, P280, P301+P316, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P330, P361+P364, P362+P364, P363, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 376 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Chemical: Propanoic acid, 2-methyl-, anhydridePropanoic acid, 2-methyl-, 1,1'-anhydride is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Propanoic acid, 2-methyl-, 1,1'-anhydride 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: 09-02-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/132082-Methylpropionic anhydride: Does not have an individual approval but may be used under an appropriate group standardThe 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.) |
| DOT-Kennzeichnung | Flammable Liquid Corrosive |
| Brandgefahren | Excerpt from ERG Guide 132 [Flammable Liquids - Corrosive]: |
| Gesundheitsgefahren | Excerpt from ERG Guide 132 [Flammable Liquids - Corrosive]: |
| Gefahrenübersicht | May cause burns to skin and eyes[CAMEO] Reacts with moisture of the body to form butyric acidA corrosive substance that can cause injury to the skin, eyes, and respiratory tract[CHEMINFO] A corrosive substance that can cause injury to the skin, eyes, and respiratory tractInhalation may cause chemical pneumonitisCan be absorbed through skin[MSDSonline] |
| Reaktive Gruppe | Anhydrides |
| Reactivity Alerts | Highly Flammable |
| Reactivity Profile | ISOBUTYRIC ANHYDRIDE reacts exothermically with water. The reactions are sometimes slow, but can become violent when local heating accelerates their rate. Acids accelerate the reaction with water. Incompatible with a cids, strong oxidizing agents, alcohols, amines, and bases. |
| DOT Emergency Guidelines | /GUIDE 132: FLAMMABLE LIQUIDS - CORROSIVE/ Fire or Explosion: Flammable/combustible materials. May be ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Those substances designated with a "P" may polymerize explosively when heated or involved in a fire. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water./GUIDE 132: FLAMMABLE LIQUIDS - CORROSIVE/ Health: May cause toxic effects if inhaled or ingested/swallowed. Contact with substance may cause severe burns to skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution./GUIDE 132: FLAMMABLE LIQUIDS - CORROSIVE/ Public Safety: CALL Emergency Response Telephone Number ... . As an immediate precautionary measure, isolate spill or leak area for at least 50 meters (150 feet) in all directions. Keep unauthorized personnel away. Stay upwind. Keep out of low areas. Ventilate closed spaces before entering./GUIDE 132: FLAMMABLE LIQUIDS - CORROSIVE/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Wear chemical protective clothing that is specifically recommended by the manufacturer. It may provide little or no thermal protection. Structural firefighters' protective clothing is recommended for fire situations ONLYit is not effective in spill situations where direct contact with the substance is possible.For more DOT Emergency Guidelines (Complete) data for 2-METHYLPROPANOIC ANHYDRIDE (8 total), please visit the HSDB record page. |
| Air and Water Reactions | Flammable. Reacts exothermically with water or moisture-containing materials to form isobutyric acid. |
| Hazard Classes and Categories | Acute Tox. 3 (17.3%)Flammable liquids - Category 4Flammable agents - 2nd degree, Reactive agents - 1st degree |
| Shipment Methods and Regulations | No person may /transport,/ offer or accept a hazardous material for transportation in commerce unless that person is registered in conformance ... and the hazardous material is properly classed, described, packaged, marked, labeled, and in condition for shipment as required or authorized by ... /the hazardous materials regulations (49 CFR 171-177)./The International Air Transport Association (IATA) Dangerous Goods Regulations are published by the IATA Dangerous Goods Board pursuant to IATA Resolutions 618 and 619 and constitute a manual of industry carrier regulations to be followed by all IATA Member airlines when transporting hazardous materials.The International Maritime Dangerous Goods Code lays down basic principles for transporting hazardous chemicals. Detailed recommendations for individual substances and a number of recommendations for good practice are included in the classes dealing with such substances. A general index of technical names has also been compiled. This index should always be consulted when attempting to locate the appropriate procedures to be used when shipping any substance or article. |
| Brandbekämpfung | Excerpt from ERG Guide 132 [Flammable Liquids - Corrosive]: |
| Erste Hilfe | Excerpt from ERG Guide 132 [Flammable Liquids - Corrosive]: |
| Freisetung ohne Brand | Excerpt from ERG Guide 132 [Flammable Liquids - Corrosive]: |
| Isolation and Evacuation | Excerpt from ERG Guide 132 [Flammable Liquids - Corrosive]: |
| Protective Action Criteria (PAC) | 6.7 [mg/m3]74 [mg/m3]440 [mg/m3] |
| Personal Protective Equipment (PPE) | Excerpt from ERG Guide 132 [Flammable Liquids - Corrosive]: |
| Unerwünschte Wirkungen | Dermatotoxin - Skin burns. |
| Human Toxicity Excerpts | THEIR PHYSIOLOGICAL EFFECTS GENERALLY RESEMBLE THOSE OF CORRESPONDING ACIDS, THEY ARE MORE POTENT EYE IRRITANTS IN VAPOR PHASE, & MAY PRODUCE CHRONIC CONJUNCTIVITIS. /ACID ANHYDRIDES/REPEATED EXPOSURE TO ANHYDRIDES OF ORGANIC ACIDS CAN BE THE CAUSE OF ALLERGIC CONTACT DERMATITIS. /ANHYDRIDES OF ORG ACID/STRONG IRRITANT TO TISSUE. |
| F | 13-21 |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | 2922 |
| Zollcode | 2915 90 70 |
| RTECS-Nr. | NQ5550000 |
| R-Sätze (R) | 34-21/22 |
| Toxizität | LD50 orally in Rabbit: 266 mg/kg LD50 dermal Rabbit 475 mg/kg |
| Gefahrensymbole | C |
| Sicherheitshinweise (S) | 26-36/37/39-45 |
| Gefahrenklasse | 8Acute Tox. 3 DermalAcute Tox. 3 OralSkin Corr. 1B |
| Verpackungsgruppe | II |
| Lagerklasse | 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials |
| Gefahrstoffdaten | 97-72-3(Hazardous Substances Data) |
| Selbstentzündungstemperatur | 624 °F |
Anwendungen & Verwendung
Verwenden
Isobutyric anhydride was used in the synthesis of 4-O-isobutyryl derivative via reaction with octyl β-D-glucopyranoside in the presence of C2-symmetric chiral 4-pyrrolidinopyridine as a catalyst.
Herstellung & Synthese
synthetische
Isobutyric anhydride is prepared from iso-Butyryl chloride and Sodium acetate, or: from iso-Butyryl chloride and Butyric acid with a catalyst.