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2,2',4,4'-Tetrahydroxybenzophenone

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2,2',4,4'-Tetrahydroxybenzophenone Basic information

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
  • Aromatic Benzophenones & Derivatives (substituted)
  • Carbonyl Compounds
  • Chemical Synthesis
  • Organic Building Blocks
  • Industrial/Fine Chemicals
  • Benzophenones (for High-Performance Polymer Research)
  • Functional Materials
  • Reagent for High-Performance Polymer Research
  • C13 to C14
  • Carbonyl Compounds
  • Ketones
  • Pyridines ,Halogenated Heterocycles
  • 131-55-5
Mol File:
131-55-5.mol
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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)
form 
Solid
pka
6.98±0.35(Predicted)
color 
Needles from H2O
Water Solubility 
Slightly soluble in water.
BRN 
1914746
Stability:
Hygroscopic
InChIKey
WXNRYSGJLQFHBR-UHFFFAOYSA-N
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)
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Safety Information

Hazard Codes 
Xn,Xi
Risk Statements 
22-36/37/38
Safety Statements 
26-36-37/39
WGK Germany 
3
RTECS 
DJ1892000
TSCA 
Yes
HS Code 
29145090
Hazardous Substances Data
131-55-5(Hazardous Substances Data)
Toxicity
LD50 oral in rat: 1220mg/kg

MSDS

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2,2',4,4'-Tetrahydroxybenzophenone Usage And Synthesis

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 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.

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.

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 degradation due to light. It can cause allergic contact dermatitis.

Safety Profile

Moderately toxic by ingestion. Aneye irritant. Mutation data reported. When heated todecomposition it emits toxic fumes of NOx.

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