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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:
Molecular Weight:
118.09
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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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.[1]
  • Hyperbranched polyethers via copolymerization with cyclic carbonate containing phthalimide moieties.[2]
  • (2-Oxo-1,3-dioxolan-4-yl)methyl benzeneacetate by reacting with phenylacetyl chloride.[3]

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Questions

1–2 of 2 Questions  
  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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