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136441

Sigma-Aldrich

Dimethyl malonate

98%

Sinônimo(s):

Dimethyl propanedioate, Malonic acid dimethyl ester

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About This Item

Fórmula linear:
CH2(COOCH3)2
Número CAS:
108-59-8
Peso molecular:
132.11
Beilstein:
774261
Número CE:
203-597-8
Número MDL:
MFCD00008460
Código UNSPSC:
12352100
ID de substância PubChem:
24848281
NACRES:
NA.22
Formulário:
liquid
Ensaio:
98%
Preço e disponibilidade não estão disponíveis no momento.

densidade de vapor

>1 (vs air)

Nível de qualidade

200

Ensaio

98%

Formulário

liquid

índice de refração

n20/D 1.413 (lit.)

p.e.

180-181 °C (lit.)

pf

−62 °C (lit.)

solubilidade

alcohol: miscible
diethyl ether: miscible
oil: miscible
water: slightly soluble

densidade

1.156 g/mL at 25 °C (lit.)

grupo funcional

ester

cadeia de caracteres SMILES

COC(=O)CC(=O)OC

InChI

1S/C5H8O4/c1-8-4(6)3-5(7)9-2/h3H2,1-2H3

chave InChI

BEPAFCGSDWSTEL-UHFFFAOYSA-N

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Descrição geral

Dimethyl malonate undergoes enantioselective palladium-catalyzed allylic substitution reaction with 1,3-diphenylprop-2-enyl acetate to yield diastereomeric pure thienylpyridines[1].

Aplicação

Dimethyl malonate was used in gold catalyzed oxidative esterification of glycerol, 1,2-propanediol and 1,3-propanediol[2].

Pictogramas

Exclamation mark
GHS07

Palavra indicadora

Warning

Frases de perigo

H319

Classificações de perigo

Eye Irrit. 2

Código de classe de armazenamento

10 - Combustible liquids

Classe de risco de água (WGK)

WGK 1

Ponto de fulgor (°F)

185.0 °F - closed cup

Ponto de fulgor (°C)

85 °C - closed cup

Equipamento de proteção individual

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Escolha uma das versões mais recentes:

Certificados de análise (COA)

Lot/Batch Number
STBL3971
STBK8123
STBK5148
STBJ4888
STBJ0276

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Malonic acid anhydrous, free-flowing, Redi-Dri™, ReagentPlus®, 99%

Sigma-Aldrich

792535

Malonic acid

Chiral thienylpyridines as N-S ligands for asymmetric catalysis: Palladium-catalyzed allylic alkylation and copper-catalyzed cyclopropanation reactions.
Chelucci G, et al.
J. Mol. Catal. A: Chem., 197(1), 27-35 (2003)
Oxidation of glycerol and propanediols in methanol over heterogeneous gold catalysts.
Taarning E, et al.
Green Chemistry, 10(4), 408-414 (2008)
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
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
Lawrence P Tardibono et al.
Organic letters, 11(18), 4076-4079 (2009-08-22)
Homoallylic esters are obtained in a single transformation from allyl 2,2,2-trifluoroethyl malonates by using a Pd(0) catalyst. Facile decarboxylation of allyl 2,2,2-trifluoroethyl malonates is attributed to a decrease in pK(a) compared to allyl methyl malonates. Subsequent reduction of the homoallylic
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Questions

1–3 of 3 Questions  

  1. A-t-il été conditionné en condition stérile ?

    1 answer

    1. This is not considered a sterile product. It is not filtered sterilized or packaged under sterile conditions.

      Helpful?

  2. Est-il possible de réaliser des injections de DMM avec du PBS 1X ?

    1 answer

    1. This product is not tested for suitability for in vitro or in vivo applications. The product is not sterile and endotoxin levels are not determined, however the minimum purity is 98%. There is a product option available with a higher purity specification. Product 8.00899, while also not tested for in vivo use, has a minimum purity of 99%. Please see the link below to review this product:
      https://www.sigmaaldrich.com/product/mm/800899

      Helpful?

  3. Bonjour, J'aimerai avoir quelques indications sur cet inhibiteur ( DMM ( 136441 )) Dans quel solvant est resuspendu le DMM ? A quel concentration ? ( 1 g/mL ? )

    1 answer

    1. This product is a neat or pure liquid. The melting point is -62 deg. C. The molecular weight is 132.11 and the density is 1.156g/mL. The calculated molarity is 8.75M. Per the product page, solubility information is as follows:
      alcohol: miscible
      diethyl ether: miscible
      oil: miscible
      water: slightly soluble

      Helpful?

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