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455067

Sigma-Aldrich

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:
931-40-8
Molecular Weight:
118.09
EC Number:
213-235-0
MDL number:
MFCD00085561
UNSPSC Code:
12352100
PubChem Substance ID:
24869019
NACRES:
NA.22

refractive index

n20/D 1.469 (lit.)

Quality Level

100

bp

137-140 °C/0.5 mmHg (lit.)

density

1.4 g/mL at 25 °C (lit.)

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

Related Categories

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.

WGK

WGK 1

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
Synthesis of glycerin carbonate-based intermediates using thiol-ene chemistry and isocyanate free polyhydroxyurethanes therefrom
Benyahya S, et al.
Polym. Chem., 2(11), 2661-2667 (2011)
Polyurethanes with pendant hydroxyl groups: synthesis and characterization.
Ubaghs L, et al.
Macromolecular Rapid Communications, 25(3), 517-521 (2004)
Cyclic carbonates obtained by reactions of alkali metal carbonates with epihalohydrins.
Rokicki G and Kuran W.
Bulletin of the Chemical Society of Japan, 57(6), 1662-1666 (1984)
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