2-benzoyl-5-methoxyphenol

• ChemBase ID: 1236
• Molecular Formular: C14H12O3
• Molecular Mass: 228.24328
• Monoisotopic Mass: 228.07864424
• SMILES: O(c1cc(O)c(C(=O)c2ccccc2)cc1)C
• Canonical SMILES: COc1ccc(c(c1)O)C(=O)c1ccccc1
• InChI: InChI=1S/C14H12O3/c1-17-11-7-8-12(13(15)9-11)14(16)10-5-3-2-4-6-10/h2-9,15H,1H3
• InChIKey: DXGLGDHPHMLXJC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-benzoyl-5-methoxyphenol
• IUPAC Traditional name: oxybenzone
• Synonyms: (2-hydroxy-4-methoxyphenyl)(phenyl)methanone; Oxybenzone; 2-Hydroxy-4-methoxybenzophenone; 2-Hydroxy-4-methoxybenzophenone; 2-Benzoyl-5-methoxyphenol; 2-Hydroxy-4-methoxybenzophenone; 4-Methoxy-2-hydroxybenzophenone; 4-Methoxy-2-hydroxybenzophenone butyric acid; Oxybenzone; Oxybenzonum [inn-latin]; Oxibenzona [inn-spanish]; (2-Hydroxy-4-methoxyphenyl)phenylmethanone; Oxybenzone; Benzophenone-3; 氧苯酮; 紫外线吸收剂 UV-9; 2-羟基-4-甲氧基二苯甲酮; 紫外线吸收剂 UV-9; 氧苯酮

Database IDs

• CAS Number: 131-57-7
• EC Number: 205-031-5
• MDL Number: MFCD00008387
• Beilstein Number: 1913145
• Merck Index: 146954
• PubChem SID: 24895582; 46508419; 160964696; 24879471
• PubChem CID: 4632
• CHEBI ID: 34283
• CHEMBL: 1625
• Chemspider ID: 4471
• DrugBank ID: DB01428
• KEGG ID: D05309
• Unique Ingredient Identifier: 95OOS7VE0Y
• Wikipedia Title: Oxybenzone

CALCULATED PROPERTIES

JChem

• Acid pKa: 7.0734305
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.610006
• LogD (pH = 7.4): 3.1340504
• Log P: 3.6213622
• Molar Refractivity: 65.0776 cm^3
• Polarizability: 25.09738 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.35
• LOG S: -3.25
• Solubility (Water): 1.28e-01 g/l

PROPERTIES

Physical Property

• Melting Point: 62 - 65°C; 62-64 °C; 62-64 °C(lit.); 62-65°C
• Boiling Point: 150-160 °C/5 mmHg(lit.); 224 - 227°C; ca 150°C/5mm
• Flash Point: 100 °C; 212 °F; 216°C(420°F)
• Density: 1.20 g cm^-3; 1.300
• Hydrophobicity(logP): 3.79 [CHEM INSPECT TEST INST (1992)]

Safety Information

• RTECS: DJ1575000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26; 26-37
• TSCA Listed: 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
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥96.0% (NT); ≥98% (GC); 98%; 98+%
• Grade: analytical standard; purum; UV-absorber
• Shelf Life: (limited shelf life, expiry date on the label)
• Pharmacopeia Traceability: traceable to USP 1485001
• Linear Formula: HOC6H3(OCH3)COC6H5

DETAILS

MP Biomedicals - 05213635

MP Biomedicals Rare Chemical collection

DrugBank - DB01428

• Drug Groups: approved
• Description: Oxybenzone is an organic compound used in sunscreens. It is a derivative of benzophenone. It forms colorless crystals that are readily soluble in most organic solvents. It is used as an ingredient in sunscreen and other cosmetics because it absorbs UV-A ultraviolet rays.
• Indication: Used as an ingredient in sunscreen and other cosmetics.
• Pharmacology: Oxybenzone is an organic compound used in sunscreens. It is a derivative of benzophenone.
• Affected Organisms: Humans and other mammals
• Elimination: In vivo studies show oxybenzone is abosorbed transdermally (through the skin) and is excreted in the urine.
• References: Gonzalez H, Farbrot A, Larko O, Wennberg AM: Percutaneous absorption of the sunscreen benzophenone-3 after repeated whole-body applications, with and without ultraviolet irradiation. Br J Dermatol. 2006 Feb;154(2):337-40. [Pubmed]
• External Links: Wikipedia

Sigma Aldrich - H36206

Application
Analytical reagent for the gravimetric determination of Cu(II).1
Packaging
100, 500 g in poly bottle
5 g in glass bottle

REFERENCES

• Gonzalez H, Farbrot A, Larko O, Wennberg AM: Percutaneous absorption of the sunscreen benzophenone-3 after repeated whole-body applications, with and without ultraviolet irradiation. Br J Dermatol. 2006 Feb;154(2):337-40. Pubmed