Triethyl orthoformate

Chemical properties

Colorless liquid; pungent odor. Highly flammable. Slightly soluble in water; soluble in alcohol, ether; decomposes in water.

The Uses of Triethyl orthoformate

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.

The Uses of Triethyl orthoformate

Labelled Prednisolone 21-Sulfate (P703755). Prednisolone 21-Sulfate is a metabolite of Prednisolone (P703740).

The Uses of Triethyl orthoformate

A reagent useful for acetylization and imidic ester formation.

What are the applications of Application

Triethyl orthoformate is a reagent useful for acetylization and imidic ester formation

What are the applications of Application

Sweet, somewhat camphoraceous-herbaceous odor with a Fimecdle-like note. Triethyl orthoformate has been suggested for use in industrial fragrances for masking, etc. and may find some application in that field. It tends to lift the odor of the conventional components of a pine fragrance and increase the radiation, an effect often desirable for masking purposes.

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.