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4065-45-6

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4065-45-6 Usage

Description

2-Hydroxy-4-methoxybenzophenone-5-sulfonic acid, also known as Sulisobenzone, is a broad-spectrum organic UV filter commonly used in sunscreen formulations. It is known for its ability to absorb harmful UV light, protecting formulations from the effects of UV-light exposure. 2-Hydroxy-4-methoxybenzophenone-5-sulfonic acid is a white to yellowish powder and is available under the brand name Sungard by Bayer.

Uses

Used in Sunscreen Formulations:
2-Hydroxy-4-methoxybenzophenone-5-sulfonic acid is used as a UV absorber for [application reason] providing protection against harmful UVA rays. It is an FDA approved sunscreen chemical with UVA-absorbing properties and an approved usage level of 5 to 10 percent.
Used in Cosmetics and Shampoos:
In the cosmetics industry, 2-Hydroxy-4-methoxybenzophenone-5-sulfonic acid is used as an ingredient to protect the products and the user's skin from the damaging effects of UV light exposure.
Used in the Textile Industry:
2-Hydroxy-4-methoxybenzophenone-5-sulfonic acid is used as a UV absorber for [application type] leather and textile fibers to enhance their durability and protect them from the degrading effects of sunlight.
Used in the Pharmaceutical Industry:
Although not explicitly mentioned in the provided materials, due to its UV-absorbing properties, 2-Hydroxy-4-methoxybenzophenone-5-sulfonic acid could potentially be used in the development of pharmaceuticals related to skin protection or treatments involving light exposure.

Originator

Uval,Dome,US,1965

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.

Flammability and Explosibility

Nonflammable

Contact allergens

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

Check Digit Verification of cas no

The CAS Registry Mumber 4065-45-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,0,6 and 5 respectively; the second part has 2 digits, 4 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 4065-45:
(6*4)+(5*0)+(4*6)+(3*5)+(2*4)+(1*5)=76
76 % 10 = 6
So 4065-45-6 is a valid CAS Registry Number.
InChI:InChI=1/C14H12O6S/c1-20-12-8-11(15)10(7-13(12)21(17,18)19)14(16)9-5-3-2-4-6-9/h2-8,15H,1H3,(H,17,18,19)/p-1

4065-45-6 Well-known Company Product Price

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  • (Code)Product description
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  • Detail
  • Alfa Aesar

  • (L12912)  2-Hydroxy-4-methoxybenzophenone-5-sulfonic acid hydrate, tech. 85%, may cont. up to 10% 2-propanol   

  • 4065-45-6

  • 10g

  • 374.0CNY

  • Detail
  • Alfa Aesar

  • (L12912)  2-Hydroxy-4-methoxybenzophenone-5-sulfonic acid hydrate, tech. 85%, may cont. up to 10% 2-propanol   

  • 4065-45-6

  • 50g

  • 1337.0CNY

  • Detail
  • Sigma-Aldrich

  • (50194)  Sulisobenzone  analytical standard

  • 4065-45-6

  • 50194-100MG

  • 1,443.78CNY

  • Detail
  • USP

  • (1642100)  Sulisobenzone  United States Pharmacopeia (USP) Reference Standard

  • 4065-45-6

  • 1642100-500MG

  • 5,309.46CNY

  • Detail
  • Sigma-Aldrich

  • (09649)  5-Benzoyl-4-hydroxy-2-methoxybenzenesulfonicacid  ≥97.0% (HPLC)

  • 4065-45-6

  • 09649-10G

  • 842.40CNY

  • Detail

4065-45-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Hydroxy-4-Methoxybenzophenone-5-Sulfonic Acid

1.2 Other means of identification

Product number -
Other names 2-Hydroxy-4-methoxybenzophenone-5-sulfonic Acid Hydrate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:4065-45-6 SDS

4065-45-6Synthetic route

Benzophenone-3
131-57-7

Benzophenone-3

2-hydroxy-4-methoxybenzophenone-5-sulfonic acid
4065-45-6

2-hydroxy-4-methoxybenzophenone-5-sulfonic acid

Conditions
ConditionsYield
With sulfur trioxide; acetic acid In 1,2-dichloro-ethane at 25℃; for 3h; Inert atmosphere;98.82%
With chlorosulfonic acid In ethyl acetate at 45℃; Temperature;96%
With chlorosulfonic acid In phthalic acid dimethyl ester
With chlorosulfonic acid at 25℃; for 20h; Inert atmosphere; Autoclave;
4-benzoyloxy-2-methoxybenzenesulfonic acid

4-benzoyloxy-2-methoxybenzenesulfonic acid

2-hydroxy-4-methoxybenzophenone-5-sulfonic acid
4065-45-6

2-hydroxy-4-methoxybenzophenone-5-sulfonic acid

Conditions
ConditionsYield
In methanol at 35℃; for 0.333333h; UVB irradiation;
2-hydroxy-4-methoxybenzophenone-5-sulfonic acid
4065-45-6

2-hydroxy-4-methoxybenzophenone-5-sulfonic acid

chlorobenzene
108-90-7

chlorobenzene

C14H11O6S(1-)*C18H12Cl3S(1+)
817203-48-8

C14H11O6S(1-)*C18H12Cl3S(1+)

Conditions
ConditionsYield
Stage #1: chlorobenzene With thionyl chloride; aluminum (III) chloride at 20 - 150℃; for 5h;
Stage #2: With water at 60℃; for 1h;
Stage #3: 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid In water for 4h;
79%
2-hydroxy-4-methoxybenzophenone-5-sulfonic acid
4065-45-6

2-hydroxy-4-methoxybenzophenone-5-sulfonic acid

3,5-dichloro-2-hydroxy-4-methoxybenzophenone
158547-83-2

3,5-dichloro-2-hydroxy-4-methoxybenzophenone

Conditions
ConditionsYield
With trichloroisocyanuric acid; sodium hydrogencarbonate In water33%
2-hydroxy-4-methoxybenzophenone-5-sulfonic acid
4065-45-6

2-hydroxy-4-methoxybenzophenone-5-sulfonic acid

5-benzoyl-3-chloro-4-hydroxy-2-methoxybenzenesulfonic acid
1631050-95-7

5-benzoyl-3-chloro-4-hydroxy-2-methoxybenzenesulfonic acid

Conditions
ConditionsYield
With hydrogenchloride; sodium hypochlorite In water for 2h; Cooling with ice;18%
2-hydroxy-4-methoxybenzophenone-5-sulfonic acid
4065-45-6

2-hydroxy-4-methoxybenzophenone-5-sulfonic acid

diethyl dicarbonate
1609-47-8

diethyl dicarbonate

2--4-methoxy-5-sulfo-benzophenon
19337-04-3

2--4-methoxy-5-sulfo-benzophenon

2-hydroxy-4-methoxybenzophenone-5-sulfonic acid
4065-45-6

2-hydroxy-4-methoxybenzophenone-5-sulfonic acid

dimethyl sulfate
77-78-1

dimethyl sulfate

sodium 2,4-dimethoxy-5-benzoylbenzenesulfonate

sodium 2,4-dimethoxy-5-benzoylbenzenesulfonate

Conditions
ConditionsYield
With sodium hydroxide Heating;
2-hydroxy-4-methoxybenzophenone-5-sulfonic acid
4065-45-6

2-hydroxy-4-methoxybenzophenone-5-sulfonic acid

5-benzoyl-4-hydroxy-2-methoxy-benzenesulfonyl chloride
121715-18-2

5-benzoyl-4-hydroxy-2-methoxy-benzenesulfonyl chloride

2-[2-[2-chloro-3-[(1,3-dihydro-1,3,3-trimethyl-2H-indol-2-ylidene)ethylidene]-1-cyclohexen-1-yl]ethenyl]-1,3,3-trimethyl-3H-indolium bromide

2-[2-[2-chloro-3-[(1,3-dihydro-1,3,3-trimethyl-2H-indol-2-ylidene)ethylidene]-1-cyclohexen-1-yl]ethenyl]-1,3,3-trimethyl-3H-indolium bromide

2-hydroxy-4-methoxybenzophenone-5-sulfonic acid
4065-45-6

2-hydroxy-4-methoxybenzophenone-5-sulfonic acid

2-[2-[2-chloro-3-[(1,3-dihydro-1,3,3-trimethyl-2H-indol-2-ylidene)ethylidene]-1-cyclohexen-1-yl]ethenyl]-1,3,3-trimethyl-3H-indolium, 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid salt

2-[2-[2-chloro-3-[(1,3-dihydro-1,3,3-trimethyl-2H-indol-2-ylidene)ethylidene]-1-cyclohexen-1-yl]ethenyl]-1,3,3-trimethyl-3H-indolium, 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid salt

Conditions
ConditionsYield
Stage #1: 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid With sodium hydrogencarbonate In 1-methoxy-2-propanol; water
Stage #2: 2-[2-[2-chloro-3-[(1,3-dihydro-1,3,3-trimethyl-2H-indol-2-ylidene)ethylidene]-1-cyclohexen-1-yl]ethenyl]-1,3,3-trimethyl-3H-indolium bromide In 1-methoxy-2-propanol; water at 20℃; for 2.16667h; In the dark;
2-hydroxy-4-methoxybenzophenone-5-sulfonic acid
4065-45-6

2-hydroxy-4-methoxybenzophenone-5-sulfonic acid

3-nitro-aniline
99-09-2

3-nitro-aniline

1-[2-hydroxy-4-methoxy-5-(3-nitrophenylazo)phenyl]-1-phenylmethanone
1243203-31-7

1-[2-hydroxy-4-methoxy-5-(3-nitrophenylazo)phenyl]-1-phenylmethanone

Conditions
ConditionsYield
Stage #1: 3-nitro-aniline With hydrogenchloride In water at 70℃; for 0.5h;
Stage #2: With sodium nitrite In water at 0 - 5℃;
Stage #3: 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid regioselective reaction; Further stages;
10.73 %Chromat.
2-hydroxy-4-methoxybenzophenone-5-sulfonic acid
4065-45-6

2-hydroxy-4-methoxybenzophenone-5-sulfonic acid

2-nitro-aniline
88-74-4

2-nitro-aniline

1-[2-hydroxy-4-methoxy-5-(2-nitrophenylazo)phenyl]-1-phenylmethanone
1243203-29-3

1-[2-hydroxy-4-methoxy-5-(2-nitrophenylazo)phenyl]-1-phenylmethanone

Conditions
ConditionsYield
Stage #1: 2-nitro-aniline With hydrogenchloride In water at 70℃; for 0.5h;
Stage #2: With sodium nitrite In water at 0 - 5℃;
Stage #3: 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid regioselective reaction; Further stages;
5.14 %Chromat.
2-hydroxy-4-methoxybenzophenone-5-sulfonic acid
4065-45-6

2-hydroxy-4-methoxybenzophenone-5-sulfonic acid

2,4-Dinitroanilin
97-02-9

2,4-Dinitroanilin

C20H14N4O7
1446786-84-0

C20H14N4O7

Conditions
ConditionsYield
Stage #1: 2,4-Dinitroanilin With sulfuric acid; sodium nitrite at 0 - 70℃;
Stage #2: 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid With sodium carbonate In ethanol at -20℃; for 2.5h; pH=8 - 9;
Stage #3: With hydrogenchloride In ethanol; water pH=3; regioselective reaction;
9.9 %Chromat.
4-trifluoromethylphenylamine
455-14-1

4-trifluoromethylphenylamine

2-hydroxy-4-methoxybenzophenone-5-sulfonic acid
4065-45-6

2-hydroxy-4-methoxybenzophenone-5-sulfonic acid

C21H15F3N2O3
1446786-85-1

C21H15F3N2O3

Conditions
ConditionsYield
Stage #1: 4-trifluoromethylphenylamine With hydrogenchloride; sodium nitrite In water at 0 - 5℃;
Stage #2: 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid With sodium carbonate In ethanol; water at -20℃; for 2.5h; pH=8 - 9;
Stage #3: With hydrogenchloride In ethanol; water pH=3; regioselective reaction;
13.2 %Chromat.
2-hydroxy-4-methoxybenzophenone-5-sulfonic acid
4065-45-6

2-hydroxy-4-methoxybenzophenone-5-sulfonic acid

4-nitro-aniline
100-01-6

4-nitro-aniline

1-[2-hydroxy-4-methoxy-5-(4-nitrophenylazo)phenyl]-1-phenylmethanone
1243203-30-6

1-[2-hydroxy-4-methoxy-5-(4-nitrophenylazo)phenyl]-1-phenylmethanone

Conditions
ConditionsYield
Stage #1: 4-nitro-aniline With hydrogenchloride In water at 70℃; for 0.5h;
Stage #2: With sodium nitrite In water at 0 - 5℃;
Stage #3: 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid Temperature; Solvent; regioselective reaction; Further stages;
43.94 %Chromat.
2-hydroxy-4-methoxybenzophenone-5-sulfonic acid
4065-45-6

2-hydroxy-4-methoxybenzophenone-5-sulfonic acid

C14H11O6S

C14H11O6S

Conditions
ConditionsYield
In water; acetonitrile Photolysis; Inert atmosphere;
2-hydroxy-4-methoxybenzophenone-5-sulfonic acid
4065-45-6

2-hydroxy-4-methoxybenzophenone-5-sulfonic acid

Benzophenone-3
131-57-7

Benzophenone-3

Conditions
ConditionsYield
With sulfuric acid; water at 110℃; for 5h; Temperature; Reagent/catalyst;85.95 g
magnesium(II) nitrate hexahydrate

magnesium(II) nitrate hexahydrate

zinc(II) nitrate hexahydrate

zinc(II) nitrate hexahydrate

aluminum nitrate hexahydrate

aluminum nitrate hexahydrate

(E)-3-phenylacrylic acid
140-10-3

(E)-3-phenylacrylic acid

2-hydroxy-4-methoxybenzophenone-5-sulfonic acid
4065-45-6

2-hydroxy-4-methoxybenzophenone-5-sulfonic acid

water
7732-18-5

water

sodium hydroxide
1310-73-2

sodium hydroxide

Mg0.499Zn0.221Al0.280(OH)2(cinnamate)0.140(2-hydroxy-4-methoxybenzophenone-5-sulphonate)0.140*1.06H2O

Mg0.499Zn0.221Al0.280(OH)2(cinnamate)0.140(2-hydroxy-4-methoxybenzophenone-5-sulphonate)0.140*1.06H2O

Conditions
ConditionsYield
Stage #1: (E)-3-phenylacrylic acid; 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid; water; sodium hydroxide at 80℃; Inert atmosphere;
Stage #2: magnesium(II) nitrate hexahydrate; zinc(II) nitrate hexahydrate; aluminum nitrate hexahydrate; water at 20℃; for 0.666667h; Inert atmosphere;
Stage #3: (E)-3-phenylacrylic acid With sodium hydroxide at 95℃; for 12h; pH=Ca. 6.62; Inert atmosphere;
magnesium(II) nitrate hexahydrate

magnesium(II) nitrate hexahydrate

zinc(II) nitrate hexahydrate

zinc(II) nitrate hexahydrate

aluminum nitrate hexahydrate

aluminum nitrate hexahydrate

2-hydroxy-4-methoxybenzophenone-5-sulfonic acid
4065-45-6

2-hydroxy-4-methoxybenzophenone-5-sulfonic acid

water
7732-18-5

water

sodium hydroxide
1310-73-2

sodium hydroxide

Mg0.465Zn0.245Al0.291(OH)2(2-hydroxy-4-methoxybenzophenone-5-sulphonate)0.291*1.28H2O

Mg0.465Zn0.245Al0.291(OH)2(2-hydroxy-4-methoxybenzophenone-5-sulphonate)0.291*1.28H2O

Conditions
ConditionsYield
Stage #1: 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid; water; sodium hydroxide at 80℃; Inert atmosphere;
Stage #2: magnesium(II) nitrate hexahydrate; zinc(II) nitrate hexahydrate; aluminum nitrate hexahydrate; water at 20℃; for 0.666667h; Inert atmosphere;
Stage #3: With sodium hydroxide at 95℃; for 12h; pH=Ca. 6.62; Inert atmosphere;

4065-45-6Upstream product

4065-45-6Relevant articles and documents

Preparation method of sun-screening agent 2-hydroxy-4-methoxy-5-sulfo benzophenone

-

Paragraph 0052; 0054-0055, (2021/02/06)

The invention provides a preparation method of a sun-screening agent 2-hydroxy-4-methoxy-5-sulfo benzophenone. According to the method, SO3 is used as a sulfonating agent, the process conditions are mild, the reaction process is easy to control, the product selectivity is good, byproducts are few, and the purification process is simple and feasible. Compared with a traditional process, the production of waste acid is greatly reduced, the water content in the product is greatly reduced, acidic impurities are reduced to a great extent, the product quality is further improved, and the method is agreen and environment-friendly process and is beneficial to industrial production.

Synthesis process for 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid

-

Paragraph 0011, (2016/11/28)

The invention discloses a synthesis process for 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid. The process comprises the treatment flow: 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 the materials in the kettle to be 20-25 DEG C through jacket water bath cooling and control of the dripping speed of the chlorosulfonic acid, and performing a reaction for 20-25 h; performing centrifugal filtering separation on a product after reaction is finished, washing the product by using a corresponding solvent, and drying the product under the protection of the nitrogen; recycling a hydrogen chloride (HCl) byproduct in an HCl recycling packing tower in a water circulation mode to form a 20%-30% hydrochloric acid aqueous solution, and neutralizing a little hydrogen chloride gas of tail gas by using a solid alkali packing tower; and performing distillation recycling of the solvent by using an atmospheric distillation tower of a solvent distillation recycling system, and recycling 2-hydroxy-4-methoxybenzophenone and 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid from raffinate at the bottom of the kettle.

A composition for lightening skin and hair

-

, (2014/10/28)

Suggested is a composition comprising (a) sclareolide and (b1) at least one tyrosinase inhibitor; and/or (b2) at least one sun protection factor; and/or (b3) at least one anti-oxidants; and/or (b4) at least one anti-inflammatory agent; and/or (b5) at least one desquamating agent.

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