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2-Hydroxy-4-methoxybenzophenone-5-sulfonic acid

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2-Hydroxy-4-methoxybenzophenone-5-sulfonic acid Basic information

Product Name:
2-Hydroxy-4-methoxybenzophenone-5-sulfonic acid
Synonyms:
  • Uvistat 1121
  • UV ABSORBER HMBS
  • 5-BENZOYL-4-HYDROXY-2-METHOXYBENZENESULFONIC ACID
  • TIMTEC-BB SBB002961
  • SULISOBENZONE
  • spectra-sorb uv 284
  • 2-HYDROXY-4-METHOXYBENZOPHENONE-5-SULPHONIC ACID
  • Uv absorber BP-4(UV-284)
CAS:
4065-45-6
MF:
C14H12O6S
MW:
308.31
EINECS:
223-772-2
Product Categories:
  • Organic acids
  • Industrial/Fine Chemicals
  • Aromatic Benzophenones & Derivatives (substituted)
  • Building Blocks
  • Chemical Synthesis
  • SUNGARD
  • Organic Building Blocks
  • Sulfonic/Sulfinic Acids
  • Sulfur Compounds
  • 4065-45-6
Mol File:
4065-45-6.mol
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2-Hydroxy-4-methoxybenzophenone-5-sulfonic acid Chemical Properties

Melting point:
170 °C
Boiling point:
0°C
Density 
1.4574 (rough estimate)
vapor pressure 
0Pa at 25℃
refractive index 
1.5300 (estimate)
Flash point:
0°C
storage temp. 
Inert atmosphere,Room Temperature
solubility 
DMSO (Slightly), Methanol (Slightly)
pka
-0.70±0.50(Predicted)
form 
Solid
color 
White to Off-White
Water Solubility 
300.92g/L at 25℃
Merck 
14,8983
BRN 
2889165
InChIKey
CXVGEDCSTKKODG-UHFFFAOYSA-N
LogP
0.515 at 25℃
CAS DataBase Reference
4065-45-6(CAS DataBase Reference)
EPA Substance Registry System
Sulisobenzone (4065-45-6)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36-37/39-36/37/39-27
WGK Germany 
1
RTECS 
DB5044300
TSCA 
Yes
HS Code 
29147000
Hazardous Substances Data
4065-45-6(Hazardous Substances Data)

MSDS

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2-Hydroxy-4-methoxybenzophenone-5-sulfonic acid Usage And Synthesis

Description

UV light absorber 2-Hydroxy-4-methoxybenzophenone-5-sulfonic acid (INCI title Benzophenone-4; Hereinafter to be referred to as BP-4) can absorb UV-A and UV-B simultaneously; Be a kind of wide spectrum, water-soluble UV light absorber; To advantages such as light, Heat stability is goods, be used for water-soluble makeup and make sun-screening agent. Being the cosmetics additive that Europe and Japanese rules allow use, it is also the first kind of sun-screening agent of drugs approved by the FDA and is simultaneously the UV light absorber that China's cosmetics health standard (2002 editions) permission. Its acute toxicity: the oral medium lethal dose LD50=3530mg/kg of mouse belongs to the low toxicity chemical.

Chemical Properties

white to yellowish powder

Originator

Uval,Dome,US,1965

Uses

Ultraviolet absorber for leather and textile fibers; in cosmetics and shampoos.

Uses

2-Hydroxy-4-methoxybenzophenone-5-sulfonic acid is a commonly used, FDA approved sunscreen chemical with uVA-absorbing properties and an approved usage level of 5 to 10 percent. It protects a formulation from the effects of uV-light exposure. Sulisobenzone is the drug name for benzophenone-4, a sunscreen chemical.

Definition

ChEBI: Sulisobenzone is a member of benzophenones.

Manufacturing Process

663 g of dichloroethane and 74.6 g 2-hydroxy-4-methoxybenzophenone were charged into a 3-neck flask equipped with stirrer, thermometer, reflux condenser and dropping funnel and a heating mantle. The solution was heated to the reflux temperature (85°C to 86°C) and was dehydrated by distilling off 66.5 g 1,2-dichloroethane. While maintaining at reflux, 30 g chlorosulfonic acid was added slowly over a period of about two hours. The rate of addition was regulated by the speed of evolution of the HCl. After all the chlorosulfonic acid was added, the charge was still maintained at reflux for an additional 15 minutes to remove traces of HCl. It was then cooled to 5°C and filtered. The filter cake was washed with 500 g cold 1,2-dichloroethane and dried. 98 g of product were obtained.

brand name

Sungard (Bayer).

Therapeutic Function

Sunscreen agent

General Description

Sulisobenzone is a broad spectrum organic UV filter in sunscreen formulations, known to absorb deleterious UV light.

Flammability and Explosibility

Non flammable

Contact allergens

BZP-4 is widely used in cosmetics, particularly shampoos and hair products. Cross-reactivity is rarely expected in patients photoallergic to ketoprofen.

Synthesis

Adding 2-hydroxy-4-methoxybenzophenone and a solvent into an enamel reaction kettle, dripping chlorosulfonic acid under the protection of nitrogen with stirring, controlling the temperature of materials in the kettle to be 20 to 25 DEG C through jacket water bath cooling by controlling the dripping speed of the chlorosulfonic acid, and reacting for 20 to 25 hours; performing centrifugal filtering separation on a product after the reaction is finished, washing the product by using the corresponding solvent, and drying the product under the protection of the nitrogen; and recycling a hydrogen chloride (HCl) byproduct in an HCl recycling packed tower in a water circulation mode to form a 20 to 30 % hydrochloric acid aqueous solution, and recycling the 2-hydroxy-4-methoxybenzophenone and the 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid from raffinate at the bottom of the kettle.

Regulations

2-Hydroxy-4-methoxybenzophenone-5-sulfonic acid is a cosmetic material; the allowance state of countries in the world (maximum usage quantity wt%) is as follows: Europe: 5.0%; Australia: 10%; Japan: 10.0%; The U.S.: 10.0%; China: 5%.

2-Hydroxy-4-methoxybenzophenone-5-sulfonic acid Preparation Products And Raw materials

Raw materials

2-Hydroxy-4-methoxybenzophenone-5-sulfonic acidSupplier

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