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294632

Sigma-Aldrich

Methyl dimethoxyacetate

97%

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Synonym(s):
Glyoxylic acid methyl ester dimethyl acetal
Linear Formula:
(CH3O)2CHCOOCH3
CAS Number:
Molecular Weight:
134.13
Beilstein/REAXYS Number:
1757582
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

assay

97%

refractive index

n20/D 1.405 (lit.)

bp

67 °C/18 mmHg (lit.)

density

1.096 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

COC(OC)C(=O)OC

InChI

1S/C5H10O4/c1-7-4(6)5(8-2)9-3/h5H,1-3H3

InChI key

NZTCVGHPDWAALP-UHFFFAOYSA-N

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1 of 4

This Item
128244171026743518
vibrant-m

294632

Methyl dimethoxyacetate

vibrant-m

128244

Ethyl diethoxyacetate

vibrant-m

171026

Dimethyl azelate

vibrant-m

743518

Dimethyl azelate

refractive index

n20/D 1.405 (lit.)

refractive index

n20/D 1.410 (lit.)

refractive index

n20/D 1.435 (lit.)

refractive index

n20/D 1.434-1.438, n20/D 1.435 (lit.)

bp

67 °C/18 mmHg (lit.)

bp

199 °C (lit.)

bp

156 °C/20 mmHg (lit.)

bp

156 °C/20 mmHg (lit.)

storage temp.

2-8°C

storage temp.

-

storage temp.

-

storage temp.

-

density

1.096 g/mL at 25 °C (lit.)

density

0.985 g/mL at 25 °C (lit.)

density

1.007 g/mL at 25 °C (lit.)

density

1.007 g/mL at 25 °C (lit.)

Application

Methyl dimethoxyacetate has been used:
  • in Claisen acylation of active hydrogen compounds
  • in preparation of 3, 9-disubstituted 2,4,8,10-tetroxaspiro [5.5] undecane
  • as Lithium enolate precursor
  • as acylating reagent for cycloalkanone enolates and amino alcohols

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

152.6 °F - closed cup

flash_point_c

67 °C - closed cup

ppe

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


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Tetrahedron, 46, 6799-6799 (1990)
P J Connolly et al.
Journal of medicinal chemistry, 36(23), 3674-3685 (1993-11-12)
Compounds comprising a series of 7-[2-(4-fluorophenyl)-4,5,6,7-tetrahydro-2H-indazol-3-yl]-3,5- dihydroxy-6-heptenoic acid sodium salts (18) were synthesized and tested for their ability to inhibit HMG-CoA reductase in a partially purified enzyme preparation and cholesterol biosynthesis from acetate in cultured HEP-G2 cells. Changing the size
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CLEMENTS JB and RICE LM.
The Journal of Organic Chemistry, 24(12), 1958-1961 (1959)
Studies in Mixed Ester Condensations. IV. Acylations with Methyl Dimethoxyacetate1.
Royals EE and Robinson AG.
Journal of the American Chemical Society, 78(16), 4161-4164 (1956)

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