4485. Glycerol Formal

Nomenclature

Methylidinoglycerol; Glicerinformal (Calipe); Sericosol N.
C4H8O3; mol wt 104.10.
C 46.15%, H 7.75%, O 46.11%.

Description and references

Mixture of isomeric α,α′- and α,β-forms prepd from glycerin and formaldehyde: M. Schultz, B. Tollens, Ann. 289, 20 (1895). Prepn and separation of isomers: H. Hibbert, N. M. Carter, J. Am. Chem. Soc. 50, 3120 (1928); J. D. van Roon, Rec. Trav. Chim. 48, 173 (1929). Prepn and pharmacology: P. Gimeno, ES 475962 (1979 to Calipe), C.A. 93, 26445u (1980). Toxicological evaluation for use as pharmaceutical solvent: D. M. Sanderson, J. Pharm. Pharmacol. 11, 150, 446 (1959). Teratogenicity studies: V. Aliverti et al., Arch. Sci. Biol. 61, 89 (1977); E. Giavini, M. Prati, Acta Anat. 106, 203 (1980).

Chemical structure

Properties

Liquid, bp760 191-195°, bp20 95-97°. d420 1.215; nD20 1.451. Sol in water, alc, chloroform. pH of 10% soln: 4-6.5. LD50 in rats (ml/kg): 8.6 orally, 3.5 i.v. (Gimeno).

Derivative

α,α′-Form.

Nomenclature

1,3-Dioxan-5-ol; α,α′-methylene glycerin; α,α′-formaldehyde glycerol; 5-m-dioxanol.

Properties

bp 193.8°. d425 1.2200. nD25 1.4527.

Derivative

α,β-Form.

Nomenclature

1,3-Dioxolane-4-methanol; α,β-methylene glycerin; α,β-formaldehyde glycerol; 4-(hydroxymethyl)-1,3-dioxolane.

Properties

bp 192.5°. d425 1.2008. nD25 1.4469.

Use

Pharmaceutic aid (solvent).