(4E)-5-phenylpent-4-ene-1-peroxol

• ChemBase ID: 155673
• Molecular Formular: C11H14O2
• Molecular Mass: 178.22766
• Monoisotopic Mass: 178.09937969
• SMILES: c1ccc(cc1)/C=C/CCCOO
• Canonical SMILES: OOCCC/C=C/c1ccccc1
• InChI: InChI=1S/C11H14O2/c12-13-10-6-2-5-9-11-7-3-1-4-8-11/h1,3-5,7-9,12H,2,6,10H2/b9-5+
• InChIKey: MQSMIOKTOYAPHO-WEVVVXLNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4E)-5-phenylpent-4-ene-1-peroxol
• IUPAC Traditional name: (4E)-5-phenylpent-4-ene-1-peroxol
• Synonyms: (E)-5-Phenyl-4-pentenyl hydroperoxide; PHPP solution; trans-5-Phenyl-4-pentenyl hydroperoxide

Database IDs

• CAS Number: 87864-20-8
• MDL Number: MFCD00216135
• PubChem SID: 162249811
• PubChem CID: 6438577

CALCULATED PROPERTIES

• Acid pKa: 11.7448635
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.9983766
• LogD (pH = 7.4): 2.9983575
• Log P: 2.998377
• Molar Refractivity: 53.8987 cm^3
• Polarizability: 20.685379 Å^3
• Polar Surface Area: 29.46 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Flash Point: 14 °C; 57.2 °F

Safety Information

• European Hazard Symbols: Flammable (F)
• UN Number: 1170
• German water hazard class: 2
• Hazard Class: 3
• Packing Group: 2
• Risk Statements: 11
• Safety Statements: 16
• GHS Pictograms: GHS02
• GHS Signal Word: Danger
• GHS Hazard statements: H225
• GHS Precautionary statements: P210
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1170 3/PG 2
• Storage Temperature: -20°C

Product Information

• Purity: ≥90%
• Shipped in: wet ice
• Empirical Formula (Hill Notation): C11H14O2

DETAILS

Sigma Aldrich - P6238

Biochem/physiol Actions
Hydroperoxide compound used to assay peroxidase activity. Reduced to 5-phenyl-4E-pentenol (PPA) by plant and animal peroxidases in the presence of reducing substrates by a reaction that can be monitored spectrophotometrically.