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About This Item
Linear Formula:
CH2(COOCH3)2
CAS Number:
Molecular Weight:
132.11
Beilstein:
774261
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
vapor density
>1 (vs air)
Quality Level
grade
purum
Assay
≥96.0% (GC)
refractive index
n20/D 1.413 (lit.)
n20/D 1.413
bp
180-181 °C (lit.)
mp
−62 °C (lit.)
density
1.156 g/mL at 25 °C (lit.)
SMILES string
COC(=O)CC(=O)OC
InChI
1S/C5H8O4/c1-8-4(6)3-5(7)9-2/h3H2,1-2H3
InChI key
BEPAFCGSDWSTEL-UHFFFAOYSA-N
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Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2
Storage Class Code
10 - Combustible liquids
WGK
WGK 1
Flash Point(F)
185.0 °F - closed cup
Flash Point(C)
85 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Catalytic oxidative decarboxylation of malic acid into dimethyl malonate in methanol with dioxygen.
Junxia Liu et al.
ChemSusChem, 5(11), 2151-2154 (2012-10-12)
Shinji Kato
Journal of the American Chemical Society, 127(33), 11538-11539 (2005-08-18)
Layer-by-layer (LbL) assembly of triarylamine (TAA)-containing polymers has been applied for anode functionalizations in organic light-emitting diodes (OLEDs). Surface work function of the ITO electrodes was significantly altered with the functionalizations, and the values changed depending on electron affinity of
Paul R Blakemore et al.
Organic letters, 7(21), 4721-4724 (2005-10-08)
[reaction: see text] The title alkaloid was synthesized in racemic form from 3,7-diallyl-2,4,6,8-tetraoxo-3,7-diazabicyclo[3.3.1]nonane (7) by a regioselective diallylation reaction followed by double ring-closing olefin metathesis and exhaustive reduction. Tetraoxobispidine 7 was itself prepared in three simple operations from dimethyl malonate.
F D Ledley et al.
Biochemical and biophysical research communications, 177(3), 1076-1081 (1991-06-28)
In most animal species and many prokaryotes, methylmalonyl CoA mutase catalyzes isomerization between methylmalonyl CoA and succinyl CoA using adenosylcobalamin as a cofactor. We describe the absence of this enzyme in Aspergillus nidulans based on the absence of enzyme activity
Luiz Fernando Freire Royes et al.
Pharmacology, biochemistry, and behavior, 83(1), 136-144 (2006-02-14)
Methylmalonic acidemias are metabolic disorders caused by a severe deficiency of methylmalonyl CoA mutase activity, which are characterized by neurological dysfunction, including convulsions. It has been reported that methylmalonic acid (MMA) accumulation inhibits succinate dehydrogenase (SDH) and beta-hydroxybutyrate dehydrogenase activity
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