Diethyl (3-methylbut-2-enyl)malonate

HCID 89748

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Basic information

CAS: 22539-80-6
Standard SMILES: CCOC(=O)C(CC=C(C)C)C(=O)OCC
InChIKey: UXBLYMUHQJDAFO-UHFFFAOYSA-N
Molecular formula: C12H20O4
Average molar mass: 228.28 g/mol
Monoisotopic mass: 228.13615912

Names & identifiers

Preferred name: Diethyl (3-methylbut-2-enyl)malonate
IUPAC: diethyl 2-(3-methylbut-2-enyl)propanedioate
English name: diethyl (3-methylbut-2-enyl)malonate
Molecular formula: C12H20O4
Molecular weight: 228.28

Names & synonyms

Diethyl (3-methylbut-2-enyl)malonatediethyl 2-(3-methylbut-2-enyl)propanedioateYJ45VSJ5KLEINECS 245-067-9DTXSID00177064MALONIC ACID, (3-METHYL-2-BUTENYL)-, DIETHYL ESTERPROPANEDIOIC ACID, 2-(3-METHYL-2-BUTEN-1-YL)-, 1,3-DIETHYL ESTERRefChem:133370DTXCID7099555245-067-922539-80-61,3-DIETHYL 2-(3-METHYLBUT-2-EN-1-YL)PROPANEDIOATE

Show more names

2-(3-Methyl-2-butenyl)malonic acid diethyl ester(3-Methyl-2-butenyl)propanedioic acid diethyl ester

Diethyl 2-PrenylmalonateMFCD00666173diethyl 2-(3-methylbut-2-en-1-yl)malonateDiethyl 3,3-dimethylallylmalonatediethyl prenylmalonateUNII-YJ45VSJ5KLSCHEMBL9190299AKOS018015193

Database identifiers

CAS: 22539-80-6
PubChem CID: 89748
DTXSID: DTXSID00177064
UNII: YJ45VSJ5KL
EC Number: 245-067-9
Nikkaji: J286.240I

Properties

Computed structural properties

XLogP: 2.9
Topological polar surface area: 52.6 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 4
Rotatable bonds: 8
Heavy atoms: 16
Formal charge: 0
Complexity: 246

Physicochemical properties

Boiling point: 127 °C · 127 °C(Press: 11 Torr)
Density: 0.9938 g/cm3 · 0.9938 g/cm3(Temp: 18 °C)
pka: 12.69 · 12.69±0.59(Predicted)
FDA UNII: 45 VSJ5KL · YJ45VSJ5KL

Chemistry & industry

Applications

UsesDiethyl 2-Prenylmalonate is an intermediate in the synthesis of Feprazone (F285650), an anti-inflammatory agent used in the management of inflammatory or degenerative joint diseases.