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Ethyl diazoacetoacetate (CAS 2009-97-4)

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CAS Number:
2009-97-4
Molecular Weight:
156.14
Molecular Formula:
C6H8N2O3
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Ethyl diazoacetoacetate proves to be an organic compound with versatile applications in both scientific and industrial domains. It serves as an ester resulting from the combination of butanoic acid and 2-diazo-3-oxobutane. In addition, it has been extensively studied as a promising reagent in organic synthesis, and researchers have explored its potential as a catalyst in specific chemical reactions. Additionally, its attributes as a fluorescent dye have been investigated for potential applications in various imaging techniques. In certain chemical reactions, it is suggested that the compound operates as a proton donor, influencing the reaction′s outcomes. Moreover, the compound′s demonstrated Lewis acid behavior in select organic reactions further enhances its potential as an effective catalyst.


Ethyl diazoacetoacetate (CAS 2009-97-4) References

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  2. Stereoselective synthesis of highly functionalized alpha-diazo-beta-ketoalkanoates via catalytic one-pot Mukaiyama-Aldol reactions.  |  Zhou, L. and Doyle, MP. 2010. Org Lett. 12: 796-9. PMID: 20102172
  3. Rh(III)-catalyzed synthesis of multisubstituted isoquinoline and pyridine N-oxides from oximes and diazo compounds.  |  Shi, Z., et al. 2013. J Am Chem Soc. 135: 12204-7. PMID: 23889167
  4. Rh(III)-catalyzed synthesis of 1-aminoindole derivatives from 2-acetyl-1-arylhydrazines and diazo compounds in water.  |  Liang, Y., et al. 2014. Chem Commun (Camb). 50: 6130-3. PMID: 24777073
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  6. Azirinium ylides from α-diazoketones and 2H-azirines on the route to 2H-1,4-oxazines: three-membered ring opening vs 1,5-cyclization.  |  Rostovskii, NV., et al. 2015. Beilstein J Org Chem. 11: 302-12. PMID: 25815084
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  8. Regioselective synthesis of multisubstituted isoquinolones and pyridones via Rh(III)-catalyzed annulation reactions.  |  Shi, L., et al. 2015. Chem Commun (Camb). 51: 17277-80. PMID: 26463232
  9. Mechanistic Insight into the Rh(III)-Catalyzed C-H Activation of 2-Acetyl-1-Arythydrazines in Water.  |  Wu, W., et al. 2017. J Phys Chem A. 121: 1825-1832. PMID: 28182407
  10. Synthesis of [5,6]-Bicyclic Heterocycles with a Ring-Junction Nitrogen Atom: Rhodium(III)-Catalyzed C-H Functionalization of Alkenyl Azoles.  |  Halskov, KS., et al. 2017. Angew Chem Int Ed Engl. 56: 9183-9187. PMID: 28586164
  11. Synthesis of 2,3-Benzodiazepines via Rh(III)-Catalyzed C-H Functionalization of N-Boc Hydrazones with Diazoketoesters.  |  Wang, J., et al. 2017. Org Lett. 19: 3640-3643. PMID: 28641013
  12. Cp*Ir(iii)-catalyzed C-H/N-H functionalization of sulfoximines for the synthesis of 1,2-benzothiazines at room temperature.  |  Aher, YN., et al. 2018. Chem Commun (Camb). 54: 6288-6291. PMID: 29850690
  13. Theoretical insight into the mechanism, regioselectivity, and substituent group effect of Rh-catalyzed synthesis of 1,2-benzothiazines from NH-sulfoximines and diazo compounds.  |  Yan, J., et al. 2018. Org Biomol Chem. 16: 5321-5331. PMID: 29999079
  14. Cp*Ir(III)-Catalyzed C-H/O-H Functionalization of Salicylaldehydes for the Synthesis of Chromones at Room Temperature.  |  Lade, DM., et al. 2019. J Org Chem. 84: 9188-9195. PMID: 31273978
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Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Ethyl diazoacetoacetate, 1 g

sc-228064
1 g
$270.00