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Trimethylorthoformiat
TRIMETHYL ORTHOFORMATE · TMOF · CH(OCH3)3 · ch(ome)3 · METHYL ORTHOFORMATE · Trimethyl ester · Thrimethyl orthoformate · orthoformicacidmethylester
Identifikatoren & physikalische Daten
| CAS No. | 149-73-5 |
|---|---|
| Summenformel | C4H10O3 |
| Durchschnittliche Molmasse | 106,12 g/mol |
| Monoisotopische Masse | 106,06299418 g/mol |
| SMILES | COC(OC)OC |
| InChIKey | PYOKUURKVVELLB-UHFFFAOYSA-N |
| PubChem CID | 9005 |
| ChEMBL | CHEMBL3187679 |
| EC No. | 205-745-7 |
| DTXSID | DTXSID7027122 |
| Lokaler Name | Trimethylorthoformiat |
Chemische & physikalische Eigenschaften
| XLogP | 0,2 |
|---|---|
| Polarare Oberfläche (TPSA) | 27,7 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 3 |
| Frei drehbare Bindungen | 3 |
| Schwere Atome | 7 |
| Formalladung | 0 |
| Komplexität | 28,4 |
| Stoffklassen | Other Classes -> Ethers, Other |
| SpringerMaterials Properties | Schoenflies notation |
| Geruch | PUNGENT ODOR |
| Dichte | 0.9676 @ 20 °C/4 °C0.9676 @ 20°C0.97 g/mL at 25 °C(lit.) |
| Color/Form | COLORLESS LIQUID |
| Löslichkeit | SOL IN ETHANOL, IN ETHERMiscible with ether, alcohol and benzene.10 g/L (hydrolysis) |
| Siedepunkt | 100.6 °C @ 760 MM HG100.6 °C @760 [mm Hg]101-102 °C(lit.) |
| Dampfdichte | 3.67 (AIR= 1)3.67 (vs air) |
| Dampfdruck | 81.4 [mmHg]23.5 mm Hg ( 20 °C) |
| Brechungsindex | INDEX OF REFRACTION: 1.3773 @ 25 °C/Dn20/D 1.379(lit.) |
| Physical Description | LiquidColorless liquid with a pungent odor[HSDB] |
| Schmelzpunkt | -53 °C |
| Flammpunkt | 60 °F |
| Lagerbedingungen | Store below +30°C. |
| Aggregatzustand | Liquid |
| Farbe | Clear colorless |
| Explosionsgrenze | 1.4-44.6%(V) |
| Merck | 14,6884 |
| BRN | 969215 |
| Henry-Konstante | 6.9×10-1 mol/(m3Pa) at 25℃, Guthrie (1973) |
| InChI | 1S/C4H10O3/c1-5-4(6-2)7-3/h4H,1-3H3 |
| InChIKey | PYOKUURKVVELLB-UHFFFAOYSA-N |
| SMILES | COC(OC)OC |
| LogP (Verteilungskoeffizient) | -0.03-0.09 at 20℃ |
| CAS Datenbank | 149-73-5(CAS DataBase Reference) |
| NIST chemische Informationen | Methane, trimethoxy-(149-73-5) |
| EPA chemische Informationen | Trimethoxymethane (149-73-5) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 0.7% (2 of 294) of reports.DangerH225 (99.3%): 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 294 reports by companies from 13 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Chemical: Methane, trimethoxy-Methane, trimethoxy- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Methane, trimethoxy- 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: 08-09-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/12626Trimethyl orthoformate: Does not have an individual approval but may be used under an appropriate group standard |
| Brandpotenzial | SLIGHT, WHEN EXPOSED TO HEAT OR FLAMECAN REACT WITH OXIDIZING MATERIALS. |
| Gefahrenübersicht | A skin, eye, and mucous membrane irritant[HSDB] Findings in lethal dose animal experiments include cyanosis, loss of muscle tone, and unresponsiveness. [ToxPlanet: IUCLID] Hydrolyzed by water producing methanolAn irritant[MSDSonline] See Methyl alcohol. |
| Hazard Classes and Categories | Flam. Liq. 2 (99.3%)Flammable liquids - Category 2 |
| Explosive Limits and Potential | SEE CHLOROFORM: UNPUBLISHED INFORMATION (1948). DURING ATTEMPTED PREPN OF TRIMETHYL ORTHOFORMATE, ADDITION OF SODIUM TO AN INADEQUATELY COOLED CHLOROFORM-METHANOL MIXTURE CAUSED VIOLENT EXPLOSION. |
| Protective Action Criteria (PAC) | 12 [mg/m3]130 [mg/m3]790 [mg/m3] |
Anwendungen & Verwendung
Beschreibung
Trimethyl orthoformate is an effective solvent for thallium(III) nitrate-mediated oxidations. It undergoes acid catalyzed reaction with 6-(N-D-ribitylanilino) uracils to form 8-demethyl-8-hydroxy-5-deazariboflavins.
Verwenden
Trimethyl Orthoformate is the most simple orthoester. Used in organic synthesis as a reagent for introducing a protecting group for aldehydes and in the creation of methoxymethylene groups and heterocyclic ring systems.