Ethylmalonic acid
Completing data — refresh the page later to see the latest
Basic information
- CAS
601-75-2- Standard SMILES
CCC(C(=O)O)C(=O)O- InChIKey
UKFXDFUAPNAMPJ-UHFFFAOYSA-N- Molecular formula
- C5H8O4
- Average molar mass
- 132.11 g/mol
- Monoisotopic mass
- 132.04225873
Overview
Ethylmalonic acid is a dicarboxylic acid obtained by substitution of one of the methylene hydrogens of malonic acid by an ethyl group. It has a role as a human metabolite. It is a dicarboxylic fatty acid and a dicarboxylic acid. It is functionally related to a malonic acid. It is a conjugate acid of an ethylmalonate and an ethylmalonate(2-).
Names & identifiers
- Preferred name
- Ethylmalonic acid
- IUPAC
- 2-ethylpropanedioic acid
- English name
- ETHYLMALONIC ACID
- Molecular formula
- C5H8O4
- Molecular weight
- 132.11
Names & synonyms
ETHYLMALONIC ACID601-75-22-ethylpropanedioic acidPropanedioic acid, ethyl-1,1-Propanedicarboxylic acidalpha-Carboxybutyric acid432NF49DFG2-ethyl-propanedioic acidDTXSID00208842CHEBI:741548NSC-96615RefChem:596788
Show more names
2-EthylmalonicaciRARECHEM DK HD C012EthylmalonicAcid>Malonic acid, ethyl-2-ethylpropanedioateEthyl propoinic acidEthylmalonicacid,98%Ethylmalonic acid 97%
DTXCID50131333210-007-22-Ethylmalonic acidethylmalonateethylpropanedioic acidMalonic acid, ethyl-MFCD00002668a-Carboxybutyrate
Database identifiers
- CAS
601-75-2- PubChem CID
- 11756
- DTXSID
DTXSID00208842- ChEMBL
CHEMBL1160009- ChEBI
CHEBI:741548
Properties
Computed structural propertiesFilling in
- XLogP
- 0.4
- Topological polar surface area
- 74.6 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 3
- Heavy atoms
- 9
- Formal charge
- 0
- Complexity
- 115
Experimental & physicochemical properties
LipidsFatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Dicarboxylic acids [FA0117]
Solubility712.0 mg/mL
Melting Point112 - 114 °C
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 112 · 112-114 °C (lit.)
- Boiling point
- 292.77 °C · 292.77°C (rough estimate)
- Density
- 1.5633 · 1.5633 (rough estimate)
- refractive index
- 1.4016 · 1.4016 (estimate)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- DMSO (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 1 · pK1:2.90(0);pK2:5.55(+1) (25°C)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 44 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Toxicology
Health EffectsChronically high levels of ethylmalonic acid are associated with at least 2 inborn errors of metabolism including: Short Chain Acyl CoA Dehydrogenase Deficiency (SCAD Deficiency) and Ethylmalonic Encephalopathy.
Toxicity SummaryEthylmalonic acid is identified in the urine of patients with short-chain acyl-coenzyme A dehydrogenase deficiency, which is a fatty acid metabolism disorder.
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- hs_code
- 29171990
- risk_code
- 36/37/38
- Signal word
Chemistry & industry
Pharmacology
Tissue LocationsFibroblasts
Cellular LocationsExtracellular
Uses & manufacturing
UsesThis is an endogenously produced metabolite found in the human body. It is used in metabolic reactions, catabolic reactions or waste generation.
Applications
UsesEthylmalonic acid is a important organic intermediate. It can be used in agrochemical, pharmaceutical and dyestuff field.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
12 records
Compound notes
Loading…