| Common Name |
Dimethyl carbonate
| Description |
Dimethyl carbonate is used for cold sterilisation of beverages. Effective against typical beverage-spoiling microorganisms, like yeasts and fermentative bacteria Dimethyl carbonate, often abbreviated DMC, is a flammable clear liquid boiling at 90 °C. It has recently found use as a methylating reagent. Its main benefit over other methylating reagents such as iodomethane and dimethyl slifate is its lesser toxicity and its biodegradability. Also, it is now prepared from catalytic oxidative carbonylation of methanol with carbon monoxide and oxygen, instead of from phosgene making its production non-toxic and environmentally friendly. This allows dimethyl carbonate to be considered a green reagent.Dimethyl carbonate belongs to the family of Dicarboxylic Acids and Derivatives. These are organic compounds containing exactly two carboxylic acid groups.
| Structure |
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Structure for HMDB29580 (Dimethyl carbonate)
| Synonyms |
| Value |
Source |
Carbonic acid, dimethyl esterChEBI
DMCChEBI
Methyl carbonateChEBI
Carbonate, dimethyl esterGenerator
Dimethyl carbonic acidGenerator
Methyl carbonic acidGenerator
Carbonic acid dimethyl ester, 9ciHMDB
CH3OCOOCH3HMDB
Dimethyl ester OF carbonic acidHMDB
e242HMDB
Methyl carbonate ((meo)2co)HMDB
Methyl carbonate, 11C-labeledMeSH
Methyl carbonate, hexachloroantimonate (1-)MeSH
Methyl carbonate, hexachloroantimonate (1-) (2:1)MeSH
| Chemical Formlia |
C3H6O3
| Average Molecliar Weight |
90.0779
| Monoisotopic Molecliar Weight |
90.031694058
| IUPAC Name |
dimethyl carbonate
| Traditional Name |
dimethyl carbonate
| CAS Registry Number |
616-38-6
| SMILES |
COC(=O)OC
| InChI Identifier |
InChI=1S/C3H6O3/c1-5-3(4)6-2/h1-2H3
| InChI Key |
IEJIGPNLZYLLBP-UHFFFAOYSA-N
| Chemical Taxonomy |
| Description |
This compound belongs to the class of chemical entities known as carbonic acid diesters. These are compounds comprising the carbonic acid diester functional group.
| Kingdom |
Chemical entities
| Super Class |
Organic compounds
| Class |
Organic acids and derivatives
| Sub Class |
Organic carbonic acids and derivatives
| Direct Parent |
Carbonic acid diesters
| Alternative Parents |
Organic oxides
Hydrocarbon derivatives
Carbonyl compounds
| Substituents |
Carbonic acid diester
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound
| Molecliar Framework |
Aliphatic acyclic compounds
| External Descriptors |
carbonate ester (CHEBI:36596 )
| Ontology |
| Status |
Expected but not Quantified
| Origin |
Endogenous
Food
| Biofunction |
Not Available
| Application |
Nutrient
| Cellliar locations |
Cytoplasm
Extracellliar
| Physical Properties |
| State |
Liquid
| Experimental Properties |
| Property |
Value |
Reference |
Melting Point0.5 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
| Predicted Properties |
| Property |
Value |
Source |
Water Solubility225.0 mg/mLALOGPS
logP0.03ALOGPS
logP0.54ChemAxon
logS0.4ALOGPS
pKa (Strongest Basic)-5.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area35.53 Å2ChemAxon
Rotatable Bond Count2ChemAxon
Refractivity19.04 m3·mol-1ChemAxon
Polarizability8.3 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rlie of FiveYesChemAxon
Ghose FilterYesChemAxon
Vebers RlieYesChemAxon
MDDR-like RlieYesChemAxon
| Spectra |
| Spectra |
| Spectrum Type |
Description |
Splash Key |
|
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 10V, PositiveNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 20V, PositiveNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 40V, PositiveNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 10V, NegativeNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 20V, NegativeNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 40V, NegativeNot Available
| Biological Properties |
| Cellliar Locations |
Cytoplasm
Extracellliar
| Biofluid Locations |
Not Available
| Tissue Location |
Not Available
| Pathways |
Not Available
| Normal Concentrations |
| Not Available |
| Abnormal Concentrations |
|
Not Available
| Associated Disorders and Diseases |
| Disease References |
None
| Associated OMIM IDs |
None
| External Links |
| DrugBank ID |
Not Available
| DrugBank Metabolite ID |
Not Available
| Phenol Explorer Compound ID |
Not Available
| Phenol Explorer Metabolite ID |
Not Available
| FoodDB ID |
FDB000737
| KNApSAcK ID |
Not Available
| Chemspider ID |
11526
| KEGG Compound ID |
Not Available
| BioCyc ID |
Not Available
| BiGG ID |
Not Available
| Wikipedia Link |
Dimethyl_carbonate
| NuGOwiki Link |
HMDB29580
| Metagene Link |
HMDB29580
| METLIN ID |
Not Available
| PubChem Compound |
12021
| PDB ID |
Not Available
| ChEBI ID |
36596
Product: Debio 0932
References |
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Download (PDF) |
| General References |
- (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
|
PMID: 23098802
