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Merck

136441

Sigma-Aldrich

Dimethylmalonat

98%

Synonym(e):

Dimethyl propanedioate, Malonic acid dimethyl ester

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250 G
CHF 38.70
1 KG
CHF 125.00

CHF 38.70


Voraussichtliches Versanddatum22. März 2025


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250 G
CHF 38.70
1 KG
CHF 125.00

About This Item

Lineare Formel:
CH2(COOCH3)2
CAS-Nummer:
Molekulargewicht:
132.11
Beilstein:
774261
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352100
PubChem Substanz-ID:
NACRES:
NA.22

CHF 38.70


Voraussichtliches Versanddatum22. März 2025


Bulk-Bestellung anfordern

Dampfdichte

>1 (vs air)

Qualitätsniveau

Assay

98%

Form

liquid

Brechungsindex

n20/D 1.413 (lit.)

bp

180-181 °C (lit.)

mp (Schmelzpunkt)

−62 °C (lit.)

Löslichkeit

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

Dichte

1.156 g/mL at 25 °C (lit.)

Funktionelle Gruppe

ester

SMILES String

COC(=O)CC(=O)OC

InChI

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

InChIKey

BEPAFCGSDWSTEL-UHFFFAOYSA-N

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Allgemeine Beschreibung

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

Anwendung

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

Piktogramme

Exclamation mark

Signalwort

Warning

H-Sätze

Gefahreneinstufungen

Eye Irrit. 2

Lagerklassenschlüssel

10 - Combustible liquids

WGK

WGK 1

Flammpunkt (°F)

185.0 °F - closed cup

Flammpunkt (°C)

85 °C - closed cup

Persönliche Schutzausrüstung

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


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1 of 1

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
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
M Coker et al.
Journal of inherited metabolic disease, 19(6), 743-751 (1996-01-01)
Total plasma odd-numbered long-chain fatty acids were analysed in patients with methylmalonic acidaemia (vitamin B12-responsive and unresponsive), combined methylmalonic acidaemia/homocystinuria (CblC), propionic acidaemia (both neonatal-onset and late-onset), biotinidase deficiency and holocarboxylase synthase deficiency, as well as in hospital controls. Total

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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