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Triethyl orthoformate

CAS No.122-51-0
Chemical Name:Triethyl orthoformate
CBNumber:CB4126252
Molecular Formula:C7H16O3
Formula Weight:148.2
MOL File:122-51-0.mol

Triethyl orthoformate Property

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.)
Flash point 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)
FDA UNII 355LRR361Q
NIST Chemistry Reference Ethyl orthoformate(122-51-0)
EPA Substance Registry System Ethyl orthoformate (122-51-0)
UNSPSC Code 12352001
NACRES NA.21

Safety

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)

NFPA 704:

	3
0		0

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordWarning
Hazard statements H226
Precautionary statements P210

Triethyl orthoformate Price More Price(16)

Brand: Sigma-Aldrich(India)
Product number: T60453
Product name : Triethyl orthoformate
Purity: reagent grade, 98%
Packaging: 500ML
Price: ₹2262.43
Updated: 2022/06/14
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Brand: Sigma-Aldrich(India)
Product number: T60453
Product name : Triethyl orthoformate
Purity: reagent grade, 98%
Packaging: 1L
Price: ₹7480.08
Updated: 2022/06/14
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Brand: Sigma-Aldrich(India)
Product number: 43103
Product name : Triethyl orthoformate
Purity: analytical standard
Packaging: 1ML
Price: ₹6365.1
Updated: 2022/06/14
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Brand: Sigma-Aldrich(India)
Product number: 43103
Product name : Triethyl orthoformate
Purity: analytical standard
Packaging: 5ML
Price: ₹25189.78
Updated: 2022/06/14
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Brand: Sigma-Aldrich(India)
Product number: 304050
Product name : Triethyl orthoformate
Purity: anhydrous, 98%
Packaging: 100ML
Price: ₹7707.4
Updated: 2022/06/14
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Triethyl orthoformate Chemical Properties,Usage,Production

Chemical Properties Colorless liquid; pungent odor. Highly flammable. Slightly soluble in water; soluble in alcohol, ether; decomposes in water.
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.
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 Triethyl orthoformate is 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.
Health Hazard Triethyl orthoformate 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: Triethyl orthoformate 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 triethyl orthoformate 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. [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.