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Dimethyl 2-Oxoglutaconate (CAS 78939-37-4)

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Alternate Names:
Dimethyl 2-Oxopent-3-enedioate; 4-Oxo-2-pentenedioic Acid 1,5-Dimethyl Ester
CAS Number:
78939-37-4
Molecular Weight:
172.14
Molecular Formula:
C7H8O5
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 2-Oxoglutaconate is a naturally occurring organic compound and a dicarboxylic acid ester. It finds extensive utility in the synthesis of diverse organic compounds and serves as a reagent for laboratory experiments. Dimethyl 2-Oxoglutaconate is a highly versatile building block, facilitating the creation of various compounds.It is naturally produced by numerous bacteria and fungi. This compound, widely employed in scientific research, holds immense value across multiple applications. In organic synthesis, it serves as a reagent and building block, and also acts as a catalyst in different reactions. Dimethyl 2-Oxoglutaconate has played a significant role in investigating enzyme-catalyzed reactions and as a model compound for studying enzyme mechanisms.


Dimethyl 2-Oxoglutaconate (CAS 78939-37-4) References

  1. A tandem Friedel-Crafts based method for the construction of a tricyclic pyrroloquinoline skeleton and its application in the synthesis of ammosamide B.  |  Takayama, Y., et al. 2013. Chem Commun (Camb). 49: 6519-21. PMID: 23764772
  2. Substituted quinoline quinones as surrogates for the PQQ cofactor: an electrochemical and computational study.  |  Dorfner, WL., et al. 2015. Org Lett. 17: 1850-3. PMID: 25826406
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  5. Synthesis of the bacterial coenzyme methoxatin  |  MacKenzie, A. R., Moody, C. J., & Rees, C. W. 1983. Chemical Communications. 22: 1372-1373.
  6. Synthesis and characterization of dimethyl 9,10-dihydro-9,10-dioxobenzo[f]quinoline-2,4-dicarboxylate. Effect of the pyrrole nucleus on the reactivity of coenzyme PQQ  |  Itoh, S., Fukui, Y., Haranou, S., Ogino, M., Komatsu, M., & Ohshiro, Y. 1992. The Journal of Organic Chemistry. 57(16): 4452-4457.
  7. The chemistry of heterocyclic o-quinone cofactors  |  Itoh, S., & Ohshiro, Y. 1995. Natural Product Reports. 12(1): 45-53.
  8. Inhibitors of the Glutamate Vesicular Transporter (VGLUT)  |  Thompson, C. M., Davis, E., Carrigan, C. N., Cox, H. D., Bridges, R. J., & Gerdes, J. M. 2005. Current medicinal chemistry. 12(18): 2041-2056.
  9. Synthesis of novel annelated systems based on the interaction and reactivity estimation of amino-1,5-benzodiazepin-2-ones with dimethyl-2-oxoglutaconate  |  Janciene, R., Stumbreviciute, Z., Vektariene, A., Kosychova, L., Klimavicius, A., Palaima, A., & Puodziunaite, B. 2009. Journal of Heterocyclic Chemistry. 46(6): 1339-1345.
  10. Short and straightforward total synthesis of Ammosamide B  |  Wu, Q., Jiao, X., Wang, L., Xiao, Q., Liu, X., & Xie, P. 2010. Tetrahedron Letters. 51(37): 4806-4807.
  11. Interaction of derivatives of 7-amino-1,5-benzo-diazepin-2-ones with α,β-unsaturated ketones  |  Janciene, R., Stumbreviciute, Z., Vektariene, A., Sirutkaitis, R., Podeniene, D., Palaima, A., & Puodziunaite, B. 2010. Chemistry of heterocyclic compounds. 46: 998-1005.
  12. Cyclocondensation of 1, 5-Substituted 7-Amino-Tetrahydro-1, 5-Benzodiazepin-2-Ones with?,?-Unsaturated Ketones  |  Janciene, R., Klimavicius, A., Staniulyte, Z., Palaikiene, S., Meskauskas, J., & Palaima, A. 2010. Rigas Tehniskas Universitates Zinatniskie Raksti. 22: 74.
  13. Recent Applications of Doebner, Doebner-von Miller and Knoevenagel-Doebner Reactions in Organic Syntheses  |  M Heravi, M., Asadi, S., & Azarakhshi, F. 2014. Current Organic Synthesis. 11(5): 701-731.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Dimethyl 2-Oxoglutaconate, 250 mg

sc-218230
250 mg
$367.00