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V900555

Sigma-Aldrich

Dimethyl malonate

Vetec™, reagent grade, 98%

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About This Item

Linear Formula:
CH2(COOCH3)2
CAS Number:
108-59-8
Molecular Weight:
132.11
Beilstein/REAXYS Number:
774261
EC Number:
203-597-8
MDL number:
MFCD00008460
UNSPSC Code:
12352100
PubChem Substance ID:
329829930

grade

reagent grade

vapor density

>1 (vs air)

product line

Vetec™

assay

98%

refractive index

n20/D 1.413 (lit.)

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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Legal Information

Vetec is a trademark of Merck KGaA, Darmstadt, Germany

Pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H319

Hazard Classifications

Eye Irrit. 2

Storage Class

10 - Combustible liquids

wgk_germany

WGK 1

flash_point_f

185.0 °F - closed cup

flash_point_c

85 °C - closed cup

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Certificates of Analysis (COA)

Lot/Batch Number
WXBB0696
STBC9565V

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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.
S Sun et al.
Biochemistry, 37(11), 3876-3885 (1998-04-02)
The pre-steady-state kinetics of the half-reactions of several substrates with dialkylglycine decarboxylase are examined by multiwavelength kinetics and global analysis. The substrates examined fall into two groups: those that exhibit simple, monophasic kinetics and those that exhibit biphasic kinetics. The
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
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)
G Y Choi et al.
Proceedings of the National Academy of Sciences of the United States of America, 87(8), 3174-3176 (1990-04-01)
To probe for free radical intermediates in the model methylmalonate to succinate rearrangements promoted by vitamin B12s, a model series with a pentenyl side chain radical trap has been devised. The control free radical, generated by tri-n-butyltin hydride treatment of
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