ContaminantDB: DIETHYL MALONATE

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-19 02:00:41 UTC

Update Date

2016-11-09 01:09:31 UTC

Accession Number

CHEM005328

Identification

Common Name

DIETHYL MALONATE

Class

Small Molecule

Description

Diethyl malonate is found in alcoholic beverages. Diethyl malonate is a flavour ingredient. Diethyl malonate is present in guava fruit, melon, concord grape, pineapple, blackberry and many wines and spirits Malonic acid is a rather simple dicarboxylic acid, with two carboxyl groups close together in its molecule. In forming diethyl malonate from malonic acid, the hydroxyl group (-OH) on both of the carboxyl groups is replaced by an ethoxy group (-OEt; -OCH2CH3). The methylene group (-CH2-) in the middle of the malonic part of the diethyl malonate molecule is neighboured by two carbonyl groups (-C(=O)-)

Contaminant Sources

EAFUS Chemicals
FooDB Chemicals
HPV EPA Chemicals
OECD HPV Chemicals
STOFF IDENT Compounds
ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Diethyl malonic acid	Generator
Carbethoxyacetic ester	HMDB
Dicarbethoxymethane	HMDB
Diethyl propanedioate	HMDB
Diethyl propanedioate, 9ci	HMDB
Ethyl malonate	HMDB
Ethyl methanedicarboxylate	HMDB
Ethyl propanedioate	HMDB
FEMA 2375	HMDB
Malonic acid diethyl ester	HMDB
Malonic acid, diethyl ester	HMDB
Malonic ester	HMDB
Methanedicarboxylic acid, diethyl ester	HMDB
Propanedioic acid, 1,3-diethyl ester	HMDB
Propanedioic acid, diethyl ester	HMDB
1,3-Diethyl propanedioic acid	Generator
Diethyl malonate	MeSH
Diethylmalonate	MeSH

Chemical Formula

C₇H₁₂O₄

Average Molecular Mass

160.168 g/mol

Monoisotopic Mass

160.074 g/mol

CAS Registry Number

105-53-3

IUPAC Name

1,3-diethyl propanedioate

Traditional Name

diethyl malonate

SMILES

CCOC(=O)CC(=O)OCC

InChI Identifier

InChI=1S/C7H12O4/c1-3-10-6(8)5-7(9)11-4-2/h3-5H2,1-2H3

InChI Key

IYXGSMUGOJNHAZ-UHFFFAOYSA-N

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.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Dicarboxylic acids and derivatives

Direct Parent

Dicarboxylic 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 Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	24.4 g/L	ALOGPS
logP	0.93	ALOGPS
logP	0.67	ChemAxon
logS	-0.82	ALOGPS
pKa (Strongest Acidic)	12.36	ChemAxon
pKa (Strongest Basic)	-6.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	52.6 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	38.02 m³·mol⁻¹	ChemAxon
Polarizability	15.95 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-016u-9400000000-adc51f2543836992b5a7	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-00pl-9100000000-686a923858ceb77f2ab3	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-00ou-9300000000-baedf40984817543fb55	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-00ou-9300000000-ca6a39f537696bdd1204	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-017i-9800000000-b9f129ca3341a0dc4057	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-016u-9400000000-adc51f2543836992b5a7	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-00pl-9100000000-686a923858ceb77f2ab3	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-00ou-9300000000-baedf40984817543fb55	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-00ou-9300000000-ca6a39f537696bdd1204	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-017i-9800000000-b9f129ca3341a0dc4057	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-9200000000-521aa9a304ed814bfb1d	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-0006-9000000000-f5ad3eda53f3b99fc2ed	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-00kf-9700000000-ecca8ff833198def45b7	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-016u-9300000000-2589b4ca78c97b95c191	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-2900000000-0dcf20fb7a7668f4991f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0292-9700000000-ebd4c59ff9ec0aa6674e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-02g5-9000000000-c3d6ded5e3f0148b1eff	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0bt9-3900000000-cacc99a9a8f1cd451446	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-06rj-9500000000-78842db871bcfa2f2842	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-052g-9000000000-bcad04b3aebdaff62cfb	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-4900000000-7de68f92e6a8d0d22cab	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-01w0-9200000000-2baec930662daf8d0390	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-052e-9000000000-ce6ba549218977c8766c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-015i-4900000000-1e726b2f9dc40b5f16fc	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0007-9100000000-26d1b01554b94a4c765d	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-006w-9000000000-f0bf526552ec6cd9298b	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

Not Available

HMDB ID

HMDB0029573

FooDB ID

FDB000728

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Chemspider ID

ChEBI ID

PubChem Compound ID

Kegg Compound ID

Not Available

YMDB ID

YMDB01670

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

1. Chevanet C, Besson F, Michel G: Effect of various growth conditions on spore formation and bacillomycin L production in Bacillus subtilis. Can J Microbiol. 1986 Mar;32(3):254-8.

2. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.

DIETHYL MALONATE (CHEM005328)

Structure for CHEM005328: DIETHYL MALONATE