89151
Dimethylmalonic acid
Standard for quantitative NMR, TraceCERT®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland
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About This Item
Linear Formula:
(CH3)2C(COOH)2
CAS Number:
Molecular Weight:
132.11
Beilstein:
774375
EC Number:
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24
Recommended Products
grade
Standard for quantitative NMR
certified reference material
TraceCERT®
Quality Level
description
qNMR Standard for D2O and organic solvents (1.3 - 1.4 ppm)
shelf life
limited shelf life, expiry date on the label
manufacturer/tradename
Manufactured by: Sigma-Aldrich Production GmbH, Switzerland
technique(s)
gas chromatography (GC): suitable
qNMR: suitable
mp
191-193 °C (lit.)
application(s)
cleaning products
cosmetics
flavors and fragrances
food and beverages
personal care
pharmaceutical
format
neat
storage temp.
2-8°C
SMILES string
CC(C)(C(O)=O)C(O)=O
InChI
1S/C5H8O4/c1-5(2,3(6)7)4(8)9/h1-2H3,(H,6,7)(H,8,9)
InChI key
OREAFAJWWJHCOT-UHFFFAOYSA-N
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General description
This certified reference material (CRM) is produced and certified in accordance with ISO/IEC 17025 and ISO 17034. This CRM is traceable to primary material from an NMI, e.g. NIST or NMIJ.
Certified content by quantitative NMR incl. uncertainty and expiry date are given on the certificate.
Download your certificate at: http://www.sigma-aldrich.com.
Check out our entire range of quantitative NMR standards (qNMR standards)
Certified content by quantitative NMR incl. uncertainty and expiry date are given on the certificate.
Download your certificate at: http://www.sigma-aldrich.com.
Check out our entire range of quantitative NMR standards (qNMR standards)
Application
- Metabolic enzyme research: A study involving ECHDC1 knockout mice, which affect metabolism of branched-chain fatty acids, referenced the role of derivatives like dimethylmalonic acid in understanding metabolic disorders. This research is significant for biochemical studies related to metabolism and enzyme function (Dewulf et al., 2021).
- NMR-based metabolomics: Utilizing NMR techniques, researchers have analyzed metabolites in biological samples, demonstrating the utility of dimethylmalonic acid in enhancing the resolution of metabolic profiling. This methodology is valuable in biochemical research, especially in studying complex biological matrices (Tang & Hatzakis, 2020).
Other Notes
Chemical Shift: 1.3 - 1.4 ppm (chemical shifts may slightly vary depending on the experimental conditions)
suitable NMR solvents: MeOD, D2O, DMSO-d6
suitable NMR solvents: MeOD, D2O, DMSO-d6
Recommended products
Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.
Legal Information
TraceCERT is a registered trademark of Merck KGaA, Darmstadt, Germany
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
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The effects of methyl rotation on electron spin-lattice relaxation times were examined by pulsed electron paramagnetic resonance for the major radicals in gamma-irradiated polycrystalline alpha-amino isobutyric acid, dimethyl-malonic acid, and L-valine. The dominant radical is the same in irradiated dimethyl-malonic
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Analytical chemistry, 67(5), 812-819 (1995-03-01)
Methylmalonic acid (MMA) in serum is an established marker of cobalamin deficiency. MMA and other short-chain dicarboxylic acids react with 1-pyrenyldiazomethane to form stable, highly fluorescent 1-pyrenylmethyl monoesters. We have analyzed these esters in human blood by capillary electrophoresis (CE)
O Kniemeyer et al.
Applied and environmental microbiology, 65(8), 3319-3324 (1999-07-31)
The microbial capacity to degrade simple organic compounds with quaternary carbon atoms was demonstrated by enrichment and isolation of five denitrifying strains on dimethylmalonate as the sole electron donor and carbon source. Quantitative growth experiments showed a complete mineralization of
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