Dioxybenzone

Base Information

• Chemical Name: Dioxybenzone
• CAS No.: 131-53-3
• Deprecated CAS: 186100-79-8
• Molecular Formula: C14H12O4
• Molecular Weight: 244.247
• Hs Code.: 29145090
• European Community (EC) Number: 205-026-8
• NSC Number: 756742,56769
• UNII: B762XZ551X
• DSSTox Substance ID: DTXSID3022403
• Nikkaji Number: J5.560C
• Wikipedia: Dioxybenzone
• Wikidata: Q2533641
• NCI Thesaurus Code: C74399
• Pharos Ligand ID: 6C2CGWUZUUNK
• Metabolomics Workbench ID: 87155
• ChEMBL ID: CHEMBL1326877
• Mol file: 131-53-3.mol

Synonyms:dioxybenzone

Chemical Property of Dioxybenzone

Chemical Property:

• Appearance/Colour: yellow powder
• Vapor Pressure: 0-0Pa at 20-25℃
• Melting Point: 73-75 °C
• Refractive Index: 1.5389 (estimate)
• Boiling Point: 375 °C at 760 mmHg
• PKA: 7.11±0.35(Predicted)
• Flash Point: 146 °C
• PSA: 66.76000
• Density: 1.296 g/cm³
• LogP: 2.33740
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 244.07355886
• Heavy Atom Count: 18
• Complexity: 292

Purity/Quality:

99% ^*data from raw suppliers

2,2'-Dihydroxy-4-methoxybenzophenone >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1)C(=O)C2=CC=CC=C2O)O
• Uses: ultraviolet screen benzophenone-8 (dioxybenzone) is an FDA-approved sunscreen chemical with uVA-absorption capabilities. It also can protect product degradation arising from uV-light exposure. It has an approved usage level of 3 percent in the united States. Dioxybenzone is a compound used in sunscreen formulations to block out UVB and UVA harmful rays.

Technology Process of Dioxybenzone

There total 12 articles about Dioxybenzone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 85.0%

2,2',4-trimethoxybenzophenone (33077-87-1) → (2-hydroxy-4-methoxyphenyl)(2-hydroxyphenyl)-methanone (131-53-3)

Guidance literature:

With hydrogen bromide; acetic acid; at 110 ℃; Temperature;

Reference yield: 82.0%

Benzophenone-3 (131-57-7,897050-18-9) → (2-hydroxy-4-methoxyphenyl)(2-hydroxyphenyl)-methanone (131-53-3)

Guidance literature:

With dipotassium peroxodisulfate; palladium diacetate; trifluoroacetic acid; trifluoroacetic anhydride; at 25 - 30 ℃; for 48h; regioselective reaction;

DOI:10.1002/anie.201207458

Reference yield: 74.43%

2,2',4-Trihydroxybenzophenone (13087-18-8) + dimethyl sulfate (77-78-1) → (2-hydroxy-4-methoxyphenyl)(2-hydroxyphenyl)-methanone (131-53-3)

Guidance literature:

With sulfolane; sodium carbonate; zinc(II) chloride; In toluene; at 45 ℃; for 2h; Solvent;

upstream raw materials:

2,2',4-trimethoxybenzophenone

2-Methoxybenzoyl chloride

1,3-Dimethoxybenzene

O-methylresorcine

Downstream raw materials:

2,2',4-Trihydroxybenzophenone

(2,4-dihydroxyphenyl)(2-hydroxy-4-methoxyphenyl)methanone

3-hydroxyxanthen-9-one

Refernces

• 1、 Rao, Maddali L. N.,Ramakrishna, Boddu S.. "Rh-catalyzed direct synthesis of 2,2′-dihydroxybenzophenones and xanthones". . p. 75505 - 75511. Retrieved 2016/08/24.
• 2、 -. "Cosmetic compositions". . . Retrieved 2014/07/08.