6884. Orthoformic Acid

Nomenclature

CAS number: 463-78-5
Methanetriol; trihydroxymethane.
CH4O3; mol wt 64.04.
C 18.75%, H 6.30%, O 74.95%.

Description and references

Hypothetical compd, illustrated for nomenclature purposes only. The hydrogens of the hydroxyl groups are replaceable with alkyl groups giving rise to orthoformic esters, which are real compds (produced by various syntheses, e.g. from sodium alcoholates and chloroform). Monograph: H. W. Post, The Chemistry of the Aliphatic Orthoesters (Reinhold, New York, 1943), 188 pp.

Chemical structure

Derivative

Trimethyl ester.

Nomenclature

CAS number: 149-73-5
Trimethoxymethane; methyl orthoformate.
C4H10O3; mol wt 106.12.
C 45.27%, H 9.50%, O 45.23%.

Description and references

Prepd from chloroform and methanol in presence of sodium: Sah, Ma, J. Am. Chem. Soc. 54, 2965 (1932).

Properties

Liquid. d420 0.9676; d425 0.9623. bp760 100.6°. nD25 1.3773.

Derivative

Triethyl ester.

Nomenclature

CAS number: 122-51-0
1,1′,1″-[Methylidynetris(oxy)]tris[ethane]; ethyl orthoformate; triethoxymethane; triethyl orthoformate; Aethone (Sopar).
C7H16O3; mol wt 148.20.
C 56.73%, H 10.88%, O 32.39%.

Description and references

Prepd from chloroform and ethanol in presence of sodium: Chu, Shen, C.A. 38, 29307 (1944). Toxicity study: H. F. Smyth et al., Arch. Ind. Hyg. Occup. Med. 4, 119 (1951).

Properties

Liquid, sweetish odor resembling that of pine needles. d420 0.8909; d425 0.8858. bp765 143°. mp <-18°. nD25 1.3900. Slightly sol in water with decompn; misc with alcohol, ether. LD50 orally in rats: 7.06 g/kg (Smyth).