Date published: 2025-12-1

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Dimethyl malonate (CAS 108-59-8)

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Application:
Dimethyl malonate is a diester derivative of Malonic Acid
CAS Number:
108-59-8
Molecular Weight:
132.11
Molecular Formula:
C5H8O4
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Dimethyl malonate is a chemical compound used extensively in the field of organic synthesis. It acts as a reagent for the malonic ester synthesis, enabling the formation of carboxylic acids with highly controlled carbon-chain lengths. This ester is also utilized in carbon-carbon bond formation reactions such as the Knoevenagel condensation, contributing to the synthesis of various alkenes. Researchers leverage dimethyl malonate to study the mechanisms of nucleophilic substitution reactions where it can add to electron-deficient centers. Additionally, it serves as a starting material for the synthesis of numerous heterocyclic compounds, which are of interest in the development of new materials and molecules with potential industrial applications. Dimethyl malonate′s role in the study of polymer chemistry is also notable, particularly in the creation of alkyd resins, which are used to investigate environmentally friendly coatings and adhesives.


Dimethyl malonate (CAS 108-59-8) References

  1. Succinate Dehydrogenase Supports Metabolic Repurposing of Mitochondria to Drive Inflammatory Macrophages.  |  Mills, EL., et al. 2016. Cell. 167: 457-470.e13. PMID: 27667687
  2. Investigations towards the stereoselective organocatalyzed Michael addition of dimethyl malonate to a racemic nitroalkene: possible route to the 4-methylpregabalin core structure.  |  Vargová, D., et al. 2018. Beilstein J Org Chem. 14: 553-559. PMID: 29623117
  3. Inhibiting Succinate Dehydrogenase by Dimethyl Malonate Alleviates Brain Damage in a Rat Model of Cardiac Arrest.  |  Xu, J., et al. 2018. Neuroscience. 393: 24-32. PMID: 30300703
  4. Succinate dehydrogenase inhibitor dimethyl malonate alleviates LPS/d-galactosamine-induced acute hepatic damage in mice.  |  Yang, Y., et al. 2019. Innate Immun. 25: 522-529. PMID: 31474165
  5. Bmal1 integrates mitochondrial metabolism and macrophage activation.  |  Alexander, RK., et al. 2020. Elife. 9: PMID: 32396064
  6. Ester Prodrugs of Malonate with Enhanced Intracellular Delivery Protect Against Cardiac Ischemia-Reperfusion Injury In Vivo.  |  Prag, HA., et al. 2022. Cardiovasc Drugs Ther. 36: 1-13. PMID: 32648168
  7. Targeting succinate dehydrogenase with malonate ester prodrugs decreases renal ischemia reperfusion injury.  |  Beach, TE., et al. 2020. Redox Biol. 36: 101640. PMID: 32863205
  8. Protective effects of Dimethyl malonate on neuroinflammation and blood-brain barrier after ischemic stroke.  |  Zhang, Z., et al. 2021. Neuroreport. 32: 1161-1169. PMID: 34334775
  9. Enzyme-catalyzed synthesis of malonate polyesters and their use as metal chelating materials.  |  Byrne, FP., et al. 2021. Green Chem. 23: 5043-5048. PMID: 34354544
  10. Dimethyl malonate slows succinate accumulation and preserves cardiac function in a swine model of hemorrhagic shock.  |  Taghavi, S., et al. 2022. J Trauma Acute Care Surg. 93: 13-20. PMID: 35234713
  11. Asymmetric Michael Addition of Dimethyl Malonate to 2-Cyclopenten-1-one Catalyzed by a Heterobimetallic Complex.  |  Fastuca, NJ., et al. 2020. Organic Synth. 97: 327-338. PMID: 35614904
  12. Synthesis of Ester-Substituted Indolizines from 2-Propargyloxypyridines and 1,3-Dicarbonyls.  |  Anderson, CE., et al. 2022. J Org Chem. 87: 10241-10249. PMID: 35849640
  13. Asymmetric Total Synthesis of (+)-Alstonlarsine A.  |  Yao, JJ., et al. 2022. J Am Chem Soc. 144: 14396-14402. PMID: 35894835
  14. Succinate level is increased and succinate dehydrogenase exerts forward and reverse catalytic activities in lipopolysaccharides-stimulated cardiac tissue: The protective role of dimethyl malonate.  |  Wang, Y., et al. 2023. Eur J Pharmacol. 940: 175472. PMID: 36549501

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Dimethyl malonate, 250 ml

sc-239778
250 ml
$49.00

Dimethyl malonate, 1 L

sc-239778A
1 L
$102.00