2-{[(2E)-pent-2-en-1-yloxy]carbonyl}(2H4)benzoic acid

• ChemBase ID: 174754
• Molecular Formular: C13H14O4
• Molecular Mass: 234.24786
• Monoisotopic Mass: 234.08920893
• SMILES: c1ccc(c(c1)C(=O)OC/C=C/CC)C(=O)O
• Canonical SMILES: CC/C=C/COC(=O)c1ccccc1C(=O)O
• InChI: InChI=1S/C13H14O4/c1-2-3-6-9-17-13(16)11-8-5-4-7-10(11)12(14)15/h3-8H,2,9H2,1H3,(H,14,15)/b6-3+
• InChIKey: BLRIXKSUCCUIRO-ZZXKWVIFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[(2E)-pent-2-en-1-yloxy]carbonyl}(^2H₄)benzoic acid
• IUPAC Traditional name: 2-{[(2E)-pent-2-en-1-yloxy]carbonyl}(^2H₄)benzoic acid
• Synonyms: 1,2-(Benzene-d4)dicarboxylic Acid 1-(2-Penten-1-yl) Ester; Mono(2E-pentenyl) Phthalate-d4

Database IDs

• PubChem SID: 164230664
• PubChem CID: 71750808

CALCULATED PROPERTIES

• Acid pKa: 3.083647
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.8109882
• LogD (pH = 7.4): -0.26701963
• Log P: 3.1967592
• Molar Refractivity: 64.7767 cm^3
• Polarizability: 24.23834 Å^3
• Polar Surface Area: 63.6 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M566767

A labelled metabolite of Di-n-pentyl phthalate (DPP), used mainly as a plasticizer in nitrocellulose.

REFERENCES

• Schmid, P., et al.: Xenobiotica, 1985, 15, 251 (1985)
• Nativelle, C., et al.: Food Chem. Toxicol., 37, 905 (1985)
• Howdeshell, K., et al.: Toxicol. Sci., 105, 153 (1985)