3-[4-(benzyloxy)phenyl]-2-cyanoprop-2-enoic acid

• ChemBase ID: 157783
• Molecular Formular: C17H13NO3
• Molecular Mass: 279.29002
• Monoisotopic Mass: 279.08954328
• SMILES: c1ccc(cc1)COc1ccc(cc1)/C=C(/C#N)\C(=O)O
• Canonical SMILES: N#C/C(=C/c1ccc(cc1)OCc1ccccc1)/C(=O)O
• InChI: InChI=1S/C17H13NO3/c18-11-15(17(19)20)10-13-6-8-16(9-7-13)21-12-14-4-2-1-3-5-14/h1-10H,12H2,(H,19,20)
• InChIKey: YQASXVJGRZKXLK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[4-(benzyloxy)phenyl]-2-cyanoprop-2-enoic acid
• IUPAC Traditional name: 3-[4-(benzyloxy)phenyl]-2-cyanoprop-2-enoic acid
• Synonyms: 3-(4-Benzyloxyphenyl)-α-cyanoacrylic acid; 4-Benzyloxy-α-cyanocinnamic acid; 3-(4-苄氧基苯基)-α-氰基丙烯酸; 4-苄氧基-α-氰基肉桂酸

Database IDs

• CAS Number: 162882-36-2
• MDL Number: MFCD01313925
• PubChem SID: 24863981; 162251920
• PubChem CID: 17370059

CALCULATED PROPERTIES

• Acid pKa: 2.4415748
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.5824085
• LogD (pH = 7.4): 0.0011547791
• Log P: 3.5147467
• Molar Refractivity: 79.1893 cm^3
• Polarizability: 29.979935 Å^3
• Polar Surface Area: 70.32 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 199-202 °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
• 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: ≤50 mg/kg; Cd: ≤5 mg/kg; Co: ≤5 mg/kg; Cr: ≤5 mg/kg; Cu: ≤5 mg/kg; Fe: ≤20 mg/kg; K: ≤20 mg/kg; Mg: ≤5 mg/kg; Mn: ≤5 mg/kg; Na: ≤100 mg/kg; Ni: ≤5 mg/kg; Pb: ≤5 mg/kg; Zn: ≤50 mg/kg
• Analyte suitability: PAH-DNA adducts
• abs.: absorption/337 nm ≥2000
• Empirical Formula (Hill Notation): C17H13NO3

DETAILS

Sigma Aldrich - 38368

Other Notes
Matrix substance for MALDI-MS1