2,2',4,4'-Tetrahydroxybenzophenone

Base Information

• Chemical Name: 2,2',4,4'-Tetrahydroxybenzophenone
• CAS No.: 131-55-5
• Deprecated CAS: 53236-95-6
• Molecular Formula: C13H10O5
• Molecular Weight: 246.219
• Hs Code.: 29145090
• European Community (EC) Number: 205-028-9
• NSC Number: 38556
• UNII: PRR8K3H9VN
• DSSTox Substance ID: DTXSID5041306
• Nikkaji Number: J39.680J
• Wikidata: Q27286728
• Metabolomics Workbench ID: 87153
• ChEMBL ID: CHEMBL3185091
• Mol file: 131-55-5.mol

Synonyms:Benzophenone, 2,2,4,4-tetrahydroxy-;2,2',4,4'-Tetrahydroxybenzophenone (UV-2);Eusorb UV-246;di(2,4-dihydroxyphenyl)methanone;BP-2;Sumisorb 150;Uvinul D-50;Methanone, bis (2,4-dihydroxyphenyl)-;2,2',4,4'-Tetrahydroxy benzophenone (Benzophenone 2);bis(2,4-dihydroxyphenyl)methanone;Methanone,bis(2,4-dihydroxyphenyl)-;Seesorb 106;2,2',4,4'-Tetrahydroxy Benzophenone;2,2',4,4'-Tetrahydroxybenzophenone (BP-2);2,2'4,4'Tetrahydroxy Benzophenone (UV Absorber D50);

Chemical Property of 2,2',4,4'-Tetrahydroxybenzophenone

Chemical Property:

• Appearance/Colour: yellow to brown crystalline powder
• Melting Point: 198-200 °C(lit.)
• Refractive Index: 1.4825 (estimate)
• Boiling Point: 531.2 °C at 760 mmHg
• PKA: 6.98±0.35(Predicted)
• Flash Point: 289.2 °C
• PSA: 97.99000
• Density: 1.526 g/cm³
• LogP: 1.74000
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly, Sonicated), Methanol (Slightly)
• Water Solubility.: Slightly soluble in water.
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 246.05282342
• Heavy Atom Count: 18
• Complexity: 278

Purity/Quality:

99%MIN ^*data from raw suppliers

2,2′,4,4′-Tetrahydroxybenzophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1O)O)C(=O)C2=C(C=C(C=C2)O)O
• Uses: 2,2′,4,4′-Tetrahydroxybenzophenone are benzophenone-type UV filters with known or suspected endocrine disrupting properties detected in surface waters, sunscreens, personal care products, clothing and food packaging. It is used to protect the skin and materials from the adverse effects of UV-radiation. 2,2',4,4'-Tetrahydroxybenzophenone is a uV-absorber that helps protect against product degradation because of uV-light exposure. It can also mask odor associated with a formulation’s composition. 2,2',4,4'-Tetrahydroxybenzophenone is used as the raw material of ultraviolet absorbers in cosmetics, plastics, resins and rubber. It is used as pharmaceutical intermediates and light-sensitive materials. It is also used as pharmaceutical adjuvant.

Technology Process of 2,2',4,4'-Tetrahydroxybenzophenone

There total 10 articles about 2,2',4,4'-Tetrahydroxybenzophenone 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: 82.1%

carbonylbis(benzene-4,1,3-triyl) tetraacetate → 2,2',4,4'-tetrahydroxybenzophenone (131-55-5)

Guidance literature:

With hydrogenchloride; In water; at 20 - 100 ℃; for 6h; Temperature; Autoclave; Large scale;

Reference yield: 73.0%

4-hydroxysalicylic acid (89-86-1) + recorcinol (108-46-3) → 2,2',4,4'-tetrahydroxybenzophenone (131-55-5)

Guidance literature:

With zinc(II) chloride; trichlorophosphate; at 65 ℃; for 3h; Inert atmosphere;

DOI:10.2174/1573406411208061012

Reference yield:

bis(2-hydroxy-4-methoxyphenyl)-methanone (131-54-4) → 2,2',4,4'-tetrahydroxybenzophenone (131-55-5)

Guidance literature:

With urea; AlCl₃;

upstream raw materials:

1,3-Dimethoxybenzene

4-hydroxysalicylic acid

recorcinol

bis(2-hydroxy-4-methoxyphenyl)-methanone

Downstream raw materials:

3,6-dihydroxy-xanthen-9-one

2,2',4,4'-tetramethoxybenzophenone

2,2',4,4'-tetra-tert-butyldimethylsilyloxybenzophenone

(E)-6-hydroxy-9-(2-methoxy-5-(pyrrolidin-1-yldiazenyl)phenyl)-3H-xanthen-3-one

Refernces

• 1、 -. "Synthetic method of ultraviolet ray absorber BP-2". Paragraph 0016; 0027; 0030. . Retrieved 2016/10/10.
• 2、 Hu, Xuesen,Xiao, Yang,Wu, Jianlong,Ma, Lin. "Evaluation of polyhydroxybenzophenones as α-glucosidase inhibitors". experimental part. p. 71 - 77. Retrieved 2011/09/21.