benzyl 4-hydroxybenzoate

• ChemBase ID: 52263
• Molecular Formular: C14H12O3
• Molecular Mass: 228.24328
• Monoisotopic Mass: 228.07864424
• SMILES: C(=O)(c1ccc(cc1)O)OCc1ccccc1
• Canonical SMILES: Oc1ccc(cc1)C(=O)OCc1ccccc1
• InChI: InChI=1S/C14H12O3/c15-13-8-6-12(7-9-13)14(16)17-10-11-4-2-1-3-5-11/h1-9,15H,10H2
• InChIKey: MOZDKDIOPSPTBH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl 4-hydroxybenzoate
• IUPAC Traditional name: benzylparaben
• Synonyms: Benzyl 4-hydroxybenzoate; 4-Hydroxybenzoic acid benzyl ester; Benzyl paraben; Benzyl 4-hydroxybenzoate; 4-Hydroxybenzoic Acid Phenylmethyl Ester; 4-(Benzyloxycarbonyl)phenol; Benzyl 4-Hydroxybenzoate; Benzyl 4-Hydroxylbenzoate; Benzyl Parasept; Benzyl Tegosept; NSC 8080; Nipabenzyl; POB-BZ; Parosept; Solbrol Z; Benzyl Paraben; 4-羟基苯甲酸苄酯; 对羟基苯甲酸苯甲酯; 苄基 4-羟基苯甲酸酯; 4-羟基苯甲酸苄酯

Database IDs

• CAS Number: 94-18-8
• EC Number: 202-311-9
• MDL Number: MFCD00016471
• Beilstein Number: 2115995
• PubChem SID: 24878916; 24863764; 162057026
• PubChem CID: 7180

CALCULATED PROPERTIES

• Acid pKa: 8.495733
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.397195
• LogD (pH = 7.4): 3.364357
• Log P: 3.3976307
• Molar Refractivity: 64.6768 cm^3
• Polarizability: 24.938534 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White Solid
• Melting Point: 109-112 °C; 109-112 °C(lit.); 110-112°C; 110-114°C; 111-113°C

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: IRRITANT
• RTECS: DH2691000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: false; 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥98.0% (HPLC); 99%
• Grade: purum
• Linear Formula: HOC6H4CO2CH2C6H5

DETAILS

Sigma Aldrich - 380709

Packaging
100 g in poly bottle

Toronto Research Chemicals - B288575

An antimicrobial agent used in cosmetic products.

REFERENCES

• Gilliland, D., et al.: J. Appl. Bacteriol., 72, 258 (1992)
• Routledge, E., et al.: Toxicol. Appl. Pharmacol., 153, 12 (1992)
• Miller, C., et al.: J. Biol. Chem., 272, 32824 (1992)
• Nakagawa, Y., et al.: Biochem. Pharmacol., 55, 1907 (1992)