294632
Methyl dimethoxyacetate
97%
Synonym(s):
Glyoxylic acid methyl ester dimethyl acetal
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About This Item
Linear Formula:
(CH3O)2CHCOOCH3
CAS Number:
Molecular Weight:
134.13
Beilstein:
1757582
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Quality Level
Assay
97%
refractive index
n20/D 1.405 (lit.)
bp
67 °C/18 mmHg (lit.)
density
1.096 g/mL at 25 °C (lit.)
functional group
acetal
ester
ether
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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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 Code
10 - Combustible liquids
WGK
WGK 3
Flash Point(F)
152.6 °F - closed cup
Flash Point(C)
67 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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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)
Tetrahedron, 46, 6799-6799 (1990)
Some 3, 9-Dicarboxylic Acids of 2, 4, 8, 10-Tetroxaspiro [5.5] undecane.
CLEMENTS JB and RICE LM.
The Journal of Organic Chemistry, 24(12), 1958-1961 (1959)
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
Synthetic Communications, 23, 1003-1003 (1993)
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