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Merck
CN

49920

Glycerol formal

≥98.0% (GC)

Synonym(s):

1,3(or 2,3)-O-Methylene-1,2,3-propanetriol

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About This Item

Empirical Formula (Hill Notation):
C4H8O3
CAS Number:
Molecular Weight:
104.10
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
103206
Assay:
≥98.0% (GC)
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Quality Level

assay

≥98.0% (GC)

contains

~0.02% 2,6-di-tert-butyl-4-methylphenol as stabilizer

composition

5-hydroxy-1,3-dioxane, ~60% , 4-hydroxymethyl-1,3-dioxolane, ~40%

refractive index

n20/D 1.451

bp

192-193 °C (lit.)

density

1.203 g/mL at 25 °C (lit.)

functional group

ether, hydroxyl

SMILES string

OCC1COCO1.OC2COCOC2

InChI

1S/2C4H8O3/c5-4-1-6-3-7-2-4;5-1-4-2-6-3-7-4/h2*4-5H,1-3H2

InChI key

JIUMSISXCKWZTA-UHFFFAOYSA-N

General description

Glycerol formal (GF) is a light glycerol acetal that is composed of ~60% 5-hydroxy-1,3-dioxane and ~40% 4-hydroxymethyl-1,3-dioxolane. It can be prepared by reacting glycerol and formaldehyde in the presence of acid catalyst. The potential of GF as an injection solvent for use in toxicity testing has been reported.

Application

Glycerol formal may be used in the multi-step synthesis of 9-[(2-hydroxy-1-(hydroxymethyl)ethoxy)methyl]guanine (2′-nor-2′-deoxyguanosine), an analog of acyclovir. It may be used in the preparation of 4-substituted dioxolanes.
Glycerol formal is used to to solubilize water-insoluble compounds for subsequent aqueous dilution. It has been used as a chemical and dye emulsifier and as a cosolvent for drug delivery
Glycerol formal is used to to solubilize water-insoluble compounds for subsequent aqueous dilution. It has been used as a chemical and dye emulsifier and as a cosolvent for drug delivery. Glycerol formal was used as a vehicle for antibiotic delivery in rats.


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A note on glycerol formal as a solvent in toxicity testing.
Sanderson DM.
The Journal of Pharmacy and Pharmacology, 11(1), 150-156 (1959)
Activation by thymidine kinase and potent antiherpetic activity of 2'-nor-2'-deoxyguanosine (2' NDG).
Ashton WT, et al.
Biochemical and Biophysical Research Communications, 108(4), 1716-1721 (1982)
4-Substituted dioxolanes by chemoselective reactions on glycerol formal.
Gras JL, et al.
Tetrahedron Letters, 34(27), 4335-4336 (1993)



Global Trade Item Number

SKUGTIN
49920-100ML04061832421971
49920-500ML04061832421988