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Key Documents

63380

Sigma-Aldrich

Dimethyl malonate

purum, ≥96.0% (GC)

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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

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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Pictograms

Exclamation mark

Signal Word

Warning

Hazard 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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H Dongmei et al.
Preparative biochemistry & biotechnology, 30(3), 231-240 (2000-08-05)
5-Methoxytryptamine and L-tryptophan methyl ester were acylated with malonic acid, dimethyl malonate, or succinic anhydride to produce the corresponding N,N'-dicarbonyltryptamine derivatives. The analgesic activity was evaluated by the tail flick test. All of the compounds exhibited desirable analgesic potency. This
R Padmakumar et al.
Analytical biochemistry, 214(1), 318-320 (1993-10-01)
A rapid and high-yield synthesis of methylmalonyl coenzyme A is reported. The two-step procedure involves preparation of the thiophenyl ester of methylmalonic acid using dicyclohexylcarbodiimide as a condensing agent, followed by transesterification with coenzyme A, to yield methylmalonyl coenzyme A
Reiko Fujita et al.
Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan, 126(2), 109-116 (2006-02-08)
The carbon-carbon bond-forming reactions of 1-methyl-2-methylthiophenylpyridinium iodides with active methylene compounds (such as dimethyl malonate, malononitrile) using NaH as a base gave the 2-substituted methylene-1,2-dihydropyridine derivatives.
P Gimsing et al.
American journal of hematology, 49(2), 121-130 (1995-06-01)
The cobalamin metabolism in chronic myelogenous leukemia (CML) was evaluated in 18 newly diagnosed and untreated patients by formiminoglutamic acid (FiGlu) and methyl malonic acid excretion (MMA) tests. A deoxyuridine (dU) suppression test of bone marrow cells was compared in
Jeroen S Dickschat et al.
Chembiochem : a European journal of chemical biology, 5(6), 778-787 (2004-06-03)
The volatiles emitted from cell cultures of myxobacterium Myxococcus xanthus were collected by use of a closed-loop stripping apparatus (CLSA) and analyzed by GC-MS. Two new natural products, (S)-9-methyldecan-3-ol ((S)-1) and 9-methyldecan-3-one (2), were identified and synthesized, together with other

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