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217050

Sigma-Aldrich

2-Methoxy-1,3-dioxolane

99%

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About This Item

Empirical Formula (Hill Notation):
C4H8O3
CAS Number:
Molecular Weight:
104.10
Beilstein/REAXYS Number:
103177
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

assay

99%

form

liquid

refractive index

n20/D 1.409 (lit.)

bp

129-130 °C (lit.)

density

1.092 g/mL at 25 °C (lit.)

functional group

ether

SMILES string

COC1OCCO1

InChI

1S/C4H8O3/c1-5-4-6-2-3-7-4/h4H,2-3H2,1H3

InChI key

VRAYTNFBRROPJU-UHFFFAOYSA-N

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Application

2-Methoxy-1,3-dioxolane was used in the synthesis of :
  • [4,5-bis(hydroxymethyl)-1,3-dioxolan-2-yl]nucleosides, potential inhibitors of HIV[1]
  • diastereoisomeric cyclic acetals[2]

pictograms

Flame

signalword

Warning

hcodes

Hazard Classifications

Flam. Liq. 3

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

93.2 °F - closed cup

flash_point_c

34 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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Jonas Brånalt et al.
The Journal of organic chemistry, 61(11), 3599-3603 (1996-05-31)
The synthesis of 1,3-dioxolan-2-ylnucleosides and related chemistry is described. We have shown that 2-methoxy-1,3-dioxolane (6) reacts with silylated thymine and trimethylsilyl triflate to give the acyclic formate ester 1-[2-(formyloxy)ethyl]thymine (8) rather than 1-(1,3-dioxolan-2-yl)thymine (7). A tentative mechanism which could explain
Synthesis of highly substituted 2, 6-anti-configured tetrahydropyrans. First steps towards an efficient access to amphidinol 3 ring system.
Dubost C, et al.
Tetrahedron Letters, 46(23), 4005-4009 (2005)

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