Product Introduction
| Triethyl orthoformate Basic information |
| Product Name: | Triethyl orthoformate |
| Synonyms: | 1,1',1''-[methylidynetris(oxy)]tris-Ethane;Ethane, 1,1',1''-[methylidynetris(oxy)]tris-;Ethane,1,1',1''-[methylidynetris(oxy)]tris-;Ethyl formate(ortho);1,1',1''-[methylidynetris(oxy)]tris-ethan;triethoxy-methan;Triethyl ester of Orthoformic acid;Triethylester kyseliny orthomravenci |
| CAS: | 122-51-0 |
| MF: | C7H16O3 |
| MW: | 148.2 |
| EINECS: | 204-550-4 |
| Product Categories: | Acetals/Ketals/Ortho Esters;Building Blocks;Amino Acids;Chemical Synthesis;Organic Building Blocks;Oxygen Compounds;Orthoesters;Nutritional Supplements;ACS and Reagent Grade Solvents;Amber Glass Bottles;Carbon Steel Cans with NPT Threads;Reagent;intermediates;Organic synthesis;Reagent Grade Solvents;Semi-Bulk Solvents;Solvent Bottles;Solvent by Application;Solvent Packaging Options;Solvents;Anhydrous Solvents;Sure/Seal Bottles;K00001;122-51-0;T0001 |
| Mol File: | 122-51-0.mol |
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| Triethyl orthoformate Chemical Properties |
| Melting point | -76 °C (lit.) |
| Boiling point | 146 °C (lit.) |
| density | 0.891 g/mL at 25 °C (lit.) |
| vapor density | 5.11 (vs air) |
| vapor pressure | 2.9 mm Hg ( 20 °C) |
| refractive index | n20/D 1.391(lit.) |
| Fp | 86 °F |
| storage temp. | Flammables area |
| solubility | Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly) |
| form | Liquid |
| color | Clear colorless |
| Water Solubility | 1.35 g/L |
| Sensitive | Moisture Sensitive |
| Merck | 14,6884 |
| BRN | 605384 |
| Stability: | Moisture Sensitive |
| InChIKey | GKASDNZWUGIAMG-UHFFFAOYSA-N |
| LogP | 1.2 at 20℃ |
| CAS DataBase Reference | 122-51-0(CAS DataBase Reference) |
| NIST Chemistry Reference | Ethyl orthoformate(122-51-0) |
| EPA Substance Registry System | Ethyl orthoformate (122-51-0) |
| Safety Information |
| Hazard Codes | Xi |
| Risk Statements | 10-36-36/38 |
| Safety Statements | 16-26-37/39-36-45-36/39 |
| RIDADR | UN 2524 3/PG 3 |
| WGK Germany | 1 |
| RTECS | RM6475000 |
| F | 21 |
| TSCA | Yes |
| HazardClass | 3 |
| PackingGroup | III |
| HS Code | 29159080 |
| Toxicity | LD50 orally in rats: 7.06 g/kg (Smyth) |
| MSDS Information |
| Provider | Language |
|---|---|
| Ethyl orthoformate | English |
| ACROS | English |
| SigmaAldrich | English |
| ALFA | English |
| Triethyl orthoformate Usage And Synthesis |
| Chemical Properties | Colorless liquid; pungent odor. Highly flammable. Slightly soluble in water; soluble in alcohol, ether; decomposes in water. |
| Uses | Labelled Prednisolone 21-Sulfate (P703755). Prednisolone 21-Sulfate is a metabolite of Prednisolone (P703740). |
| Uses | A reagent useful for acetylization and imidic ester formation. |
| Uses | Triethyl orthoformate is used in Bodroux-Chichibabin aldehyde synthesis to prepare an aldehyde with one carbon higher by reacting with Grignard reagent. It is also used in the electrophilic formylation of activated aromatic species such as phenol. |
| General Description | A clear, colorless liquid with a pungent odor. Less dense than water. Flash point 86°F. Vapors heavier than air. May irritate skin and eyes. Used to make other chemicals. |
| Reactivity Profile | Triethyl orthoformate is an ester. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides. |
| Hazard | Flammable, moderate fire risk. |
| Health Hazard | May cause toxic effects if inhaled or absorbed through skin. Inhalation or contact with material may irritate or burn 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. |
| Fire Hazard | HIGHLY FLAMMABLE: Will be easily 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. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water. |
| Flammability and Explosibility | Flammable |
| Safety Profile | Moderately toxic by ingestion. Mddly toxic by inhalation, skin contact, and subcutaneous routes. A skin and eye irritant. A very dangerous fire hazard when exposed to heat or flame; can react vigorously with oxidzing materials. To fight fire, use foam, CO2, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes. See also ESTERS. |
| Purification Methods | Fractionate it first at atmospheric pressure, then in a vacuum. If impure, then shake it with aqueous 2% NaOH, dry it with solid KOH and distil it from sodium through a 20cm Vigreux column (p 11). Alternatively, wash it with H2O, dry it over anhydrous K2CO3, filter and fractionate it through a Widmer column (p 11). [Sah & Ma J Am Chem Soc 54 2964 1932, Ohme & Schmitz Justus Liebigs Ann Chem 716 207 1968, Beilstein 2 IV 25.] IRRITANT and FLAMMABLE. |
| Triethyl orthoformate Preparation Products And Raw materials |
| Raw materials | Ethanol-->Sodium-->Chloroform-->Sodium ethoxide-->Benzoyl chloride-->Sodium ethylate solution,in ethyl alcohol |
| Preparation Products | 3-(1,3,4-OXADIAZOL-2-YL)PYRIDINE-->1-CYCLOHEXYLURACIL-->METHYL 5-AMINOISOXAZOLE-4-CARBOXYLATE-->1-(4-METHYL-2-(METHYLTHIO)PYRIMIDIN-5-YL)ETHANONE-->4-Acetylphenylboronic acid-->4-AMINO-2-(ETHYLTHIO)-5-(HYDROXYMETHYL)PYRIMIDINE-->1-Cyclohexyl-1,2,3,4-tetrahydro-2,4-dioxopyrimidine-5-carbonitrile ,97%-->2-Formylfuran-5-boronic acid-->Estazolam-->2,4-DIAMINOPYRIMIDINE-5-CARBOXYLIC ACID-->4-Methylpyrimidine-->2-AMINO-3,5-DICYANOPYRIDINE-->ETHYL 4-HYDROXY-6-(TRIFLUOROMETHYL)QUINOLINE-3-CARBOXYLATE-->4(3H)-Pyrimidinone, 5-methyl-2-(methylthio)--->1-CHLORO-4-ISOCYANOBENZENE-->4, 6-DIHYDROXYNICOTINIC ACID ETHYL ESTER-->ETHYL 2-HYDROXY-4-PHENYLPYRIMIDINE-5-CARBOXYLATE-->2,4-DIAMINOPYRIMIDINE-5-CARBONITRILE-->Ethyl 4-amino-2-(ethylthio)-5-pyrimidinecarboxylate-->Ethyl 2-hydroxy-4-methyl-5-pyrimidinecarboxylate-->4-Chloro-7-(trifluoromethyl)quinoline-->4-HYDROXY-5,7-BIS-TRIFLUOROMETHYL-QUINOLINE-3-CARBOXYLIC ACID ETHYL ESTER-->ETHYL 4-CHLORO-6-(TRIFLUOROMETHYL)-3-QUINOLINECARBOXYLATE-->2-HYDROXY-4-METHYLPYRIMIDINE-5-CARBOXYLIC ACID-->Diethoxymethyl acetate-->3-Aminopyrazole-4-carboxylic acid-->ETHYL 2-(ETHYLTHIO)-4-HYDROXYPYRIMIDINE-5-CARBOXYLATE-->5-AMINO-4-CARBETHOXY-1-PHENYLPYRAZOLE-->2-HYDROXY-4-PHENYLPYRIMIDINE-5-CARBOXYLIC ACID-->5-AMINO-1-PHENYLPYRAZOLE-4-CARBONITRILE-->ETHYL 3-(TRIFLUOROMETHYL)PYRAZOLE-4-CARBOXYLATE-->5-CARBETHOXYURACIL-->3-(2-FLUOROBENZYL)THIENO[2,3-D]PYRIMIDIN-4(3H)-ONE-->N-FORMYLGLYCINE ETHYL ESTER-->4-AMINO-2-(METHYLTHIO)PYRIMIDINE-5-CARBONITRILE-->2-AMINO-6-CHLORO-3,5-DICYANOPYRIDINE-->4,5-Dicyanoimidazole-->Chloromethyltriethoxysilane |
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