Glycerin formal

from Wikipedia, the free encyclopedia
Structural formula
Isomerism of glycerol formal
Isomerism of glycerol formal
General
Surname Glycerin formal
other names

4-hydroxymethyl-1,3-dioxolane

Molecular formula C 4 H 8 O 3
Brief description

colorless liquid

External identifiers / databases
CAS number
  • 99569-11-6
  • 5464-28-8 (1,3-dioxolan-4-ylmethanol 60%)
  • 4740-78-7 (1,3-dioxan-5-ol 40%)
EC number 619-443-1
ECHA InfoCard 100.119.525
Wikidata Q1532439
properties
Molar mass 104.10 g mol −1
Physical state

liquid

density

1.203 g cm −3  (25)

boiling point

192-193 ° C

safety instructions
GHS labeling of hazardous substances
07 - Warning

Caution

H and P phrases H: 319
P: 305 + 351 + 338
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Glycerin formal is a chemical compound that is liquid at room temperature. It consists of a 60:40 mixture of 5-hydroxy-1,3-dioxane and 4-hydroxymethyl-1,3-dioxolane . It is used as a synthesis component or as a solvent on a biogenic basis.

Manufacturing

Glycerine formal is obtained synthetically from glycerine and formaldehyde .

Glycerin formal synthesis.svg

Chemical properties

Glycerin formal consists of a mixture of 5-hydroxy-1,3-dioxane and 4-hydroxymethyl-1,3-dioxolane which are in equilibrium with one another. The equilibrium between the isomers takes place via the open-chain form of the hemiacetal and is comparable to the mutarotation of carbohydrates .

Glycerin formal equilibrium.svg

The isomer 4-hydroxymethyl-1,3-dioxolane has a center of chirality and therefore occurs as a pair of enantiomers .

use

It is used as a synthesis component in the chemical and pharmaceutical industries. It is also considered a biogenic solvent in so-called green chemistry .

Individual evidence

  1. a b c d e f g h Data sheet Glycerol formal, ≥98.0% (GC) from Sigma-Aldrich , accessed on June 13, 2012 ( PDF ).
  2. ^ Karl-Heinz Lautenschläger, Werner Schröter, Andrea Wanninger: Taschenbuch der Chemie . Harri Deutsch Verlag, 2005, ISBN 978-3-8171-1760-4 , pp. 506 ( limited preview in Google Book search).
  3. ^ Srikanth Pilla: Handbook of Bioplastics and Biocomposites Engineering Applications . Wiley.com, 2011, ISBN 978-3-8171-1760-4 , pp. 517 ( limited preview in Google Book search).
  4. Laboratory practice: solvents on a biogenic basis