2,2',4,4'-Tetrahydroxybenzophenone CAS 131-55-5
Introduction：Basic information about 2,2',4,4'-Tetrahydroxybenzophenone CAS 131-55-5, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
2,2',4,4'-Tetrahydroxybenzophenone Basic informationApplication Potential Exposure & Risk
| Product Name: | 2,2',4,4'-Tetrahydroxybenzophenone |
| Synonyms: | 2,2,4,4-Tetrahydroxybenzophenol;2,2’,4,4’-tetrahydroxy-benzophenon;2,2’,4,4’-tetrehydroxybenzophenone;2,2,4,4 TETRAHYDROXY BENZOPHENONE;2,4,2',4'-Tetrahydroxybenzophenone;2,4,2’,4’-tetrahydroxybenzophenone;Benzophenone, 2,2',4,4'-tetrahydroxy-;bis(2,4-dihydroxyphenyl)-methanon |
| CAS: | 131-55-5 |
| MF: | C13H10O5 |
| MW: | 246.22 |
| EINECS: | 205-028-9 |
| Product Categories: | Building Blocks;C13 to C14;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks;Aromatic Benzophenones & Derivatives (substituted);C13 to C14;Carbonyl Compounds;Ketones;Industrial/Fine Chemicals;Benzophenones (for High-Performance Polymer Research);Functional Materials;Reagent for High-Performance Polymer Research;Pyridines ,Halogenated Heterocycles;131-55-5 |
| Mol File: | 131-55-5.mol |
2,2',4,4'-Tetrahydroxybenzophenone Chemical Properties
| Melting point | 198-200 °C(lit.) |
| Boiling point | 349.21°C (rough estimate) |
| density | 1.216 |
| refractive index | 1.4825 (estimate) |
| storage temp. | Sealed in dry,Room Temperature |
| solubility | DMSO (Slightly, Sonicated), Methanol (Slightly) |
| pka | 6.98±0.35(Predicted) |
| form | Solid |
| color | Needles from H2O |
| Water Solubility | Slightly soluble in water. |
| BRN | 1914746 |
| Stability: | Hygroscopic |
| Cosmetics Ingredients Functions | FRAGRANCE UV ABSORBER LIGHT STABILIZER |
| Cosmetic Ingredient Review (CIR) | 2,2',4,4'-Tetrahydroxybenzophenone (131-55-5) |
| InChI | 1S/C13H10O5/c14-7-1-3-9(11(16)5-7)13(18)10-4-2-8(15)6-12(10)17/h1-6,14-17H |
| InChIKey | WXNRYSGJLQFHBR-UHFFFAOYSA-N |
| SMILES | Oc1ccc(c(O)c1)C(=O)c2ccc(O)cc2O |
| LogP | 3.091 (est) |
| CAS DataBase Reference | 131-55-5(CAS DataBase Reference) |
| NIST Chemistry Reference | 2,2',4,4'-Tetrahydroxybenzophenone(131-55-5) |
| EPA Substance Registry System | 2,2',4,4'-Tetrahydroxybenzophenone (131-55-5) |
Safety Information
| Hazard Codes | Xn,Xi |
| Risk Statements | 22-36/37/38 |
| Safety Statements | 26-36-37/39 |
| WGK Germany | 3 |
| RTECS | DJ1892000 |
| TSCA | TSCA listed |
| HS Code | 29145090 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Acute Tox. 4 Oral Eye Irrit. 2 Skin Sens. 1A |
| Hazardous Substances Data | 131-55-5(Hazardous Substances Data) |
| Toxicity | LD50 oral in rat: 1220mg/kg |
| Application | 2,2',4,4'-Tetrahydroxybenzophenone (BZP-2) is water-soluble and light-yellow powder (figure 1). BZP-2 is widely used in perfumes to prevent their degradation due to light. BZP-2 is a UV-absorber that helps protect against product degradation because of UV-light exposure and it is widely used in sunscreens and in cosmetics (figure 2), such as: anti-aging” creams and hair sprays and shampoos, paints and plastics. It can also mask odor associated with a formulation’s composition. In addition, the hypolipemiant drug fenofibrate is also a substituted benzophenone. |
| Potential Exposure & Risk | Although 2,2',4,4'-Tetrahydroxybenzophenone is used as a UV-blocker in cosmetics, plastics and automotive car products, its safety issue still should be noted. Such as workers that use BZP-2 may breathe in dust or have direct skin contact and the general population may be exposed by dermal contact with products containing this compound. Skin allergic reaction has been reported in some people using sunscreens or cosmetics containing this compound. 2,2',4,4'-Tetrahydroxybenzophenone(BZP-2) is a member of a group of chemicals known as endocrine disruptors, which may alter the function and/or development of the reproductive system. Limited evidence indicates that exposure to benzophenone UV-absorbing chemicals, including BZP-2, is associated with an altered ratio of males to females at birth (increased females). |
| Chemical Properties | yellow to brown crystalline powder |
| 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. |
| Uses | 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. |
| Uses | 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. |
| Preparation | Obtained (small amount) by melting a fluorescin chloride/sodium hydroxide mixture in the presence of a very few water at 230–240° for 2–3 h. |
| Contact allergens | BZP-2 is widely used in perfumes to prevent their degradationdue to light. It can cause allergic contactdermatitis. |
| Safety Profile | Moderately toxic by ingestion. Aneye irritant. Mutation data reported. When heated todecomposition it emits toxic fumes of NOx. |
| Synthesis | 2 mol of resorcinol dimethyl ether is added dropwise to a mixture of 1 mol of phosgene and 1 mol of aluminum chloride, and the mixture is heated to 65-80° C at a temperature of 30-40° C in the presence of a chlorinated hydrocarbon selected from aliphatic and aromatic chlorides, such as ethylene dichloride. It is then cooled to 40° C, 2 to 3 mol of aluminum chloride are added, the mixture is heated to 60-70° C, dilute hydrochloric acid is treated with aqueous sodium hydroxide solution, and 2,2',4,4'-Tetrahydroxybenzophenone is isolated by filtration. |
2,2',4,4'-Tetrahydroxybenzophenone Preparation Products And Raw materials
| Preparation Products | 3,6-Dimethoxyxanthone |
