1,3-dibenzyl propanedioate

• ChemBase ID: 139997
• Molecular Formular: C17H16O4
• Molecular Mass: 284.30654
• Monoisotopic Mass: 284.10485899
• SMILES: c1ccc(cc1)COC(=O)CC(=O)OCc1ccccc1
• Canonical SMILES: O=C(CC(=O)OCc1ccccc1)OCc1ccccc1
• InChI: InChI=1S/C17H16O4/c18-16(20-12-14-7-3-1-4-8-14)11-17(19)21-13-15-9-5-2-6-10-15/h1-10H,11-13H2
• InChIKey: RYFCSKVXWRJEOB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,3-dibenzyl propanedioate
• IUPAC Traditional name: 1,3-dibenzyl propanedioate
• Synonyms: Malonic acid dibenzyl ester; Propanedioic acid dibenzyl ester; Dibenzyl malonate; Dibenzyl malonate; 马来酸二苄酯; 二苄基马来酸酯

Database IDs

• CAS Number: 15014-25-2
• EC Number: 239-099-2
• MDL Number: MFCD00004779
• Beilstein Number: 1998264
• PubChem SID: 24849869; 162234242
• PubChem CID: 84754

CALCULATED PROPERTIES

• Acid pKa: 13.105476
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.4096172
• LogD (pH = 7.4): 3.4096162
• Log P: 3.4096172
• Molar Refractivity: 77.7512 cm^3
• Polarizability: 30.65018 Å^3
• Polar Surface Area: 52.6 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 188 °C/0.2 mmHg(lit.); 188°C/0.2mm
• Flash Point: >110°C(230°F); 110 °C; 230 °F
• Density: 1.137; 1.137 g/mL at 25 °C(lit.)
• Refractive Index: 1.5440; n20/D 1.546; n20/D 1.546(lit.)

Safety Information

• German water hazard class: 3
• Safety Statements: 23-24/25; 24/25
• TSCA Listed: 否
• Personal Protective Equipment: Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US)

Product Information

• Purity: ≥95% (GC); 95%; 95+%; 98%
• Grade: technical
• Linear Formula: CH2(CO2CH2C6H5)2

DETAILS

Sigma Aldrich - 160407

Packaging
10, 50 g in glass bottle

REFERENCES

• Useful alternative to Diethyl malonate, A15468, since the ester groups can be removed by hydrogenolysis: J. Am. Chem. Soc., 85, 1409 (1963); J. Chem. Soc., 325 (1950).