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Triethyl orthoformate

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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;Chemical Synthesis;Organic Building Blocks;Oxygen Compounds;Amino Acids;Nutritional Supplements;Orthoesters;Organic synthesis;intermediates;ACS and Reagent Grade Solvents;Amber Glass Bottles;Carbon Steel Cans with NPT Threads;Reagent;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
Triethyl orthoformate Structure
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
InChIKeyGKASDNZWUGIAMG-UHFFFAOYSA-N
LogP1.2 at 20℃
CAS DataBase Reference122-51-0(CAS DataBase Reference)
NIST Chemistry ReferenceEthyl orthoformate(122-51-0)
EPA Substance Registry SystemEthyl 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
21
TSCA Yes
HazardClass 3
PackingGroup III
HS Code 29159080
ToxicityLD50 orally in rats: 7.06 g/kg (Smyth)
MSDS Information
ProviderLanguage
Ethyl orthoformate English
SigmaAldrich English
ACROS English
ALFA English
Triethyl orthoformate Usage And Synthesis
Chemical PropertiesColorless liquid; pungent odor. Highly flammable. Slightly soluble in water; soluble in alcohol, ether; decomposes in water.
UsesA reagent useful for acetylization and imidic ester formation.
UsesLabelled Prednisolone 21-Sulfate (P703755). Prednisolone 21-Sulfate is a metabolite of Prednisolone (P703740).
UsesTriethyl 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 DescriptionA 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 ProfileTriethyl 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.
HazardFlammable, moderate fire risk.
Health HazardMay 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 HazardHIGHLY 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 ExplosibilityFlammable
Safety ProfileModerately 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 MethodsFractionate 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 materialsEthanol-->Sodium-->Chloroform-->Sodium ethoxide-->Benzoyl chloride-->Sodium ethylate solution,in ethyl alcohol
Preparation Products3-(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
Tag:Triethyl orthoformate(122-51-0) Related Product Information
Ethyl acetate Benzocaine Ethyl formate Ethanol Triethyl phosphate 2-Ethoxyethanol Ethylparaben Trinexapac-ethyl ISOXADIFEN-ETHYL Urethane Triethylamine Diethyl azodicarboxylate 2,2,2-Trichloroethyl chloroformate Diethyl phthalate Triisopropyl orthoformate Trimethoxymethane Trimethyl orthoacetate Trimethyl orthobenzoate