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Identification
YMDB IDYMDB01670
NameDiethyl malonate
SpeciesSaccharomyces cerevisiae
StrainBrewer's yeast
DescriptionDiethyl malonate, also known as dicarbethoxymethane or ethyl propanedioate, belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups. Diethyl malonate is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Thumb
Synonyms
  • Carbethoxyacetic ester
  • Dicarbethoxymethane
  • Diethyl propanedioate
  • Ethyl malonate
  • Malonic acid, diethyl ester
  • Malonic ester
  • Methanedicarboxylic acid, diethyl ester
  • Propanedioic acid, diethyl ester
  • Diethyl malonic acid
  • Diethyl propanedioate, 9ci
  • Ethyl methanedicarboxylate
  • Ethyl propanedioate
  • FEMA 2375
  • Malonic acid diethyl ester
  • Propanedioic acid, 1,3-diethyl ester
  • 1,3-Diethyl propanedioic acid
  • Diethyl malonate
  • Diethylmalonate
CAS number105-53-3
WeightAverage: 160.1678
Monoisotopic: 160.073558872
InChI KeyIYXGSMUGOJNHAZ-UHFFFAOYSA-N
InChIInChI=1S/C7H12O4/c1-3-10-6(8)5-7(9)11-4-2/h3-5H2,1-2H3
IUPAC Name1,3-diethyl propanedioate
Traditional IUPAC Namediethyl malonate
Chemical FormulaC7H12O4
SMILESCCOC(=O)CC(=O)OCC
Chemical Taxonomy
Description belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassDicarboxylic acids and derivatives
Direct ParentDicarboxylic acids and derivatives
Alternative Parents
Substituents
  • 1,3-dicarbonyl compound
  • Dicarboxylic acid or derivatives
  • Carboxylic acid ester
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Physical Properties
StateLiquid
Charge0
Melting point-50 °C
Experimental Properties
PropertyValueReference
Water Solubility23.2 mg/mL at 37 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]PhysProp
LogP0.96 [POMONA (1987)]PhysProp
Predicted Properties
PropertyValueSource
Water Solubility24.4 g/LALOGPS
logP0.93ALOGPS
logP0.67ChemAxon
logS-0.82ALOGPS
pKa (Strongest Acidic)12.36ChemAxon
pKa (Strongest Basic)-6.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area52.6 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity38.02 m³·mol⁻¹ChemAxon
Polarizability15.95 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular LocationsNot Available
Organoleptic Properties
Flavour/OdourSource
AppleFDB000728
FruityFDB000728
GreenFDB000728
SweetFDB000728
SMPDB PathwaysNot Available
KEGG PathwaysNot Available
SMPDB ReactionsNot Available
KEGG ReactionsNot Available
Concentrations
Intracellular ConcentrationsNot Available
Extracellular ConcentrationsNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-016u-9400000000-adc51f2543836992b5a7JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00pl-9100000000-686a923858ceb77f2ab3JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00ou-9300000000-baedf40984817543fb55JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00ou-9300000000-ca6a39f537696bdd1204JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-017i-9800000000-b9f129ca3341a0dc4057JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-016u-9400000000-adc51f2543836992b5a7JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00pl-9100000000-686a923858ceb77f2ab3JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00ou-9300000000-baedf40984817543fb55JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00ou-9300000000-ca6a39f537696bdd1204JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-017i-9800000000-b9f129ca3341a0dc4057JSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-004i-9200000000-521aa9a304ed814bfb1dJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-2900000000-0dcf20fb7a7668f4991fJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0292-9700000000-ebd4c59ff9ec0aa6674eJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-02g5-9000000000-c3d6ded5e3f0148b1effJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0bt9-3900000000-cacc99a9a8f1cd451446JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-06rj-9500000000-78842db871bcfa2f2842JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052g-9000000000-bcad04b3aebdaff62cfbJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
References
References:Not Available
Synthesis Reference:Not Available
External Links:
ResourceLink
CHEBI ID391281
HMDB IDHMDB0029573
Pubchem Compound ID7761
Kegg IDNot Available
ChemSpider ID13863636
FOODB IDFDB000728
Wikipedia IDDiethyl malonate
BioCyc IDNot Available