4-(benzyloxy)benzaldehyde

• ChemBase ID: 52039
• Molecular Formular: C14H12O2
• Molecular Mass: 212.24388
• Monoisotopic Mass: 212.08372962
• SMILES: C(=O)c1ccc(cc1)OCc1ccccc1
• Canonical SMILES: O=Cc1ccc(cc1)OCc1ccccc1
• InChI: InChI=1S/C14H12O2/c15-10-12-6-8-14(9-7-12)16-11-13-4-2-1-3-5-13/h1-10H,11H2
• InChIKey: ZVTWZSXLLMNMQC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(benzyloxy)benzaldehyde
• IUPAC Traditional name: 4-(benzyloxy)benzaldehyde
• Synonyms: 4-Benzyloxybenzaldehyde; 4-(Benzyloxy)benzaldehyde; 4-(Phenylmethoxy)benzaldehyde; NSC 131669; NSC 28298; p-(Benzyloxy)benzaldehyde; 4-(Benzyloxy)benzaldehyde; 4-(Benzyloxy)benzaldehyde; 4-Benzyloxybenzaldehyde; 4-苄氧基苯甲醛

Database IDs

• CAS Number: 4397-53-9
• EC Number: 224-527-2
• MDL Number: MFCD00003387
• Beilstein Number: 1242385
• PubChem SID: 162056802; 24847583; 24848263
• PubChem CID: 78109

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.2525501
• LogD (pH = 7.4): 3.2525501
• Log P: 3.2525501
• Molar Refractivity: 63.7178 cm^3
• Polarizability: 24.341345 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 69-74°C; 71-74 °C; 71-74 °C(lit.); 72-74°C; 73 - 74°C
• Boiling Point: 197-199°C/20mm
• Hydrophobicity(logP): 3.547

Safety Information

• Storage Warning: Air Sensitive; IRRITANT; Irritant
• German water hazard class: 3
• TSCA Listed: false; 是
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥99.0% (HPLC); 95%; 97%; 98%
• Grade: purum
• Linear Formula: C6H5CH2OC6H4CHO

DETAILS

Sigma Aldrich - 123714

Packaging
25, 100 g in poly bottle

Toronto Research Chemicals - B285876

4-Benzyloxybenzaldehyde is a position isomer of the adenylyl cyclase activator 2-Benzyloxybenzaldehyde. 4-Benzyloxybenzaldehyde also has much less potent anticancer activity against HL-60 cells that its isomeric counterpart.

REFERENCES

• Lin, C. et al.: Bioorg. Med. Chem., 13, 1537 (2005)
• Chang, C.-Y. et al.: Bioorg. Med. Chem. Lett., 11, 1971 (2005)