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Merck
CN

455067

4-(Hydroxymethyl)-1,3-dioxolan-2-one

Synonym(s):

(2-Oxo-1,3-dioxolan-4-yl)methanol, 3-Hydroxypropene carbonate, 3-Hydroxypropylene carbonate, 4-Methylolethylene carbonate, Glycerin carbonate, Glycerol 1,2-carbonate

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About This Item

Empirical Formula (Hill Notation):
C4H6O4
CAS Number:
Molecular Weight:
118.09
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
213-235-0
MDL number:
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refractive index

n20/D 1.469 (lit.)

Quality Level

bp

137-140 °C/0.5 mmHg (lit.)

density

1.4 g/mL at 25 °C (lit.)

functional group

carbonate, hydroxyl

SMILES string

OCC1COC(=O)O1

InChI

1S/C4H6O4/c5-1-3-2-7-4(6)8-3/h3,5H,1-2H2

InChI key

JFMGYULNQJPJCY-UHFFFAOYSA-N

Application

4-(Hydroxymethyl)-1,3-dioxolan-2-one can be used as a building block to synthesize:
  • 4-[(prop-2-en-1-yloxy)methyl]-1,3-dioxolan-2-one (AGC) via Williamson ether synthesis with 3-bromoprop-1-ene.
  • Hyperbranched polyethers via copolymerization with cyclic carbonate containing phthalimide moieties.
  • (2-Oxo-1,3-dioxolan-4-yl)methyl benzeneacetate by reacting with phenylacetyl chloride.



Storage Class

10 - Combustible liquids

wgk

WGK 1

flash_point_f

230.0 °F - closed cup

flash_point_c

110 °C - closed cup

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)



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Polyurethanes with pendant hydroxyl groups: synthesis and characterization.
Ubaghs L, et al.
Macromolecular Rapid Communications, 25(3), 517-521 (2004)
Converting wastes into added value products: from glycerol to glycerol carbonate, glycidol and epichlorohydrin using environmentally friendly synthetic routes.
Dibenedetto A, et al.
Tetrahedron, 67(6), 1308-1313 (2011)
Amine functionalized polyglycerols obtained by copolymerization of cyclic carbonate monomers
Parzuchowski PG, et al.
Polymer, 151, 250-260 (2018)



Global Trade Item Number

SKUGTIN
455067-25G04061832340869