2-cyano-3-(4-phenylphenyl)prop-2-enoic acid

• ChemBase ID: 157782
• Molecular Formular: C16H11NO2
• Molecular Mass: 249.26404
• Monoisotopic Mass: 249.0789786
• SMILES: c1ccc(cc1)c1ccc(cc1)/C=C(/C#N)\C(=O)O
• Canonical SMILES: N#C/C(=C/c1ccc(cc1)c1ccccc1)/C(=O)O
• InChI: InChI=1S/C16H11NO2/c17-11-15(16(18)19)10-12-6-8-14(9-7-12)13-4-2-1-3-5-13/h1-10H,(H,18,19)
• InChIKey: SSDJWNJOVIGIQA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-cyano-3-(4-phenylphenyl)prop-2-enoic acid
• IUPAC Traditional name: 2-cyano-3-(4-phenylphenyl)prop-2-enoic acid
• Synonyms: 3-(4-Biphenylyl)-2-cyanoacrylic acid; α-Cyano-4-phenylcinnamic acid; 3-(4-联苯基)-2-氰基丙烯酸; α-氰基-4-苯基肉桂酸

Database IDs

• CAS Number: 63472-31-1
• MDL Number: MFCD08277017
• PubChem SID: 162251919; 24889264
• PubChem CID: 71312612

CALCULATED PROPERTIES

• Acid pKa: 2.9990394
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.1317185
• LogD (pH = 7.4): 0.12046436
• Log P: 3.5951703
• Molar Refractivity: 73.2497 cm^3
• Polarizability: 28.848671 Å^3
• Polar Surface Area: 61.09 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: isopropanol/THF 2:1: soluble0.5 g, clear
• Melting Point: 272-276 °C

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22
• Safety Statements: 36/37
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H332-H413
• GHS Precautionary statements: P280
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥99.0% (HPLC)
• Grade: matrix substance for MALDI-MS
• Cation Traces: Ba: ≤5 mg/kg; Ca: ≤5 mg/kg; Cd: ≤5 mg/kg; Co: ≤5 mg/kg; Cr: ≤5 mg/kg; Cu: ≤5 mg/kg; K: ≤5 mg/kg; Mg: ≤5 mg/kg; Mn: ≤5 mg/kg; Na: ≤5 mg/kg; Ni: ≤5 mg/kg; Pb: ≤5 mg/kg; Zn: ≤5 mg/kg
• Analyte suitability: PAHs
• Empirical Formula (Hill Notation): C16H11NO2

DETAILS

Sigma Aldrich - 89759

Application
MALDI matrix for characterization of PAH-DNA adducts.