1,3-diethyl 2-(phenylmethylidene)propanedioate

• ChemBase ID: 108887
• Molecular Formular: C14H16O4
• Molecular Mass: 248.27444
• Monoisotopic Mass: 248.10485899
• SMILES: CCOC(=O)C(=Cc1ccccc1)C(=O)OCC
• Canonical SMILES: CCOC(=O)C(=Cc1ccccc1)C(=O)OCC
• InChI: InChI=1S/C14H16O4/c1-3-17-13(15)12(14(16)18-4-2)10-11-8-6-5-7-9-11/h5-10H,3-4H2,1-2H3
• InChIKey: VUWPIBNKJSEYIN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,3-diethyl 2-(phenylmethylidene)propanedioate
• IUPAC Traditional name: diethylmalonate, benzal
• Synonyms: DIETHYL BENZALMALONATE; Benzylidenemalonic acid diethyl ester; Diethyl benzalmalonate; Diethyl benzylidenemalonate; 亚苄基丙二酸二乙酯; 亚苄基丙二酸二乙酯; 亚苯甲基丙二酸二乙酯

Database IDs

• CAS Number: 5292-53-5
• EC Number: 226-137-8
• MDL Number: MFCD00009149
• Beilstein Number: 528894
• PubChem SID: 24848174; 162094451
• PubChem CID: 94751

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.1954
• LogD (pH = 7.4): 3.1954
• Log P: 3.1954
• Molar Refractivity: 68.1696 cm^3
• Polarizability: 26.423645 Å^3
• Polar Surface Area: 52.6 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 28-31°C
• Boiling Point: 215-217 °C/30 mmHg(lit.); 215-217°C/30mm
• Flash Point: >110°C(230°F); 235.4 °F
• Density: 1.107; 1.107 g/mL at 25 °C(lit.)
• Refractive Index: 1.5360; n20/D 1.536(lit.)

Safety Information

• German water hazard class: 3
• TSCA Listed: 否
• Personal Protective Equipment: Eyeshields, Gloves

Product Information

• Purity: ≥99.0% (GC); 98%
• Linear Formula: C6H5CH=C(COOC2H5)2

DETAILS

MP Biomedicals - 05209109

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 13471

Packaging
25 g in glass bottle

REFERENCES

• Conjugate addition of cyanide ion to arylidenemalonic esters provides a useful route to arylsuccinic acids: Org. Synth. Coll., 4, 804 (1963):