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Zhishang Chemical

Avobenzone Supergoop CAS 70356-09-1

Molecular Formula: C20H22O3

Formula Weight: 310.39

ZSpharmac: Avobenzone Supergoop Supplement

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Product Name: Avobenzone Supergoop
CAS No: 70356-09-1
Purity: 99%

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Basic Info

Product Name:Avobenzone Supergoop
Other Names:Avobenzone
CAS:70356-09-1
Place of Origin:Shandong, China
Brand Name:ZSpharmac
Type:Cosmetic Raw Materials
Appearance:White Powder Crystal
EINECS No.:274-581-6
Storage:Inert Atmosphere,Room Temperature
Provide:Avobenzone Supergoop MSDS;
Avobenzone Supergoop COA

What is Avobenzone Supergoop?

Sunlight is an indispensable substance for the survival of all things in the world. Appropriate amount of ultraviolet radiation is helpful for human health and enhances human physique. However, if the skin is exposed to the sun for a long time, the medium-wave ultraviolet rays of 280~320 nm and 320~ Long-wave UV rays at 400 nm can cause harm to the human body. Therefore, in order to protect the human body from UV radiation, we widely use UV absorbers with safe and efficient UV absorption in textiles, coatings, sunscreens, cosmetics and other products.

There are many kinds of UV absorbers, among which benzophenone UV absorbers are widely used, and these kinds of absorbers have great practical research value. Avobenzone Supergoop [chemical name: 1-(4-tert-butylphenyl)-3-(4-methoxyphenyl)propane-1,3-dione] belongs to the benzophenone UV absorber and is also a kind of Very important organic synthesis intermediates.

At present, the methods for synthesizing Avobenzone Supergoop mainly include:
①Condensation addition elimination hydration method, that is, p-methoxyacetophenone and p-tert-butyl benzaldehyde undergo condensation, bromine addition, elimination to form alkyne, hydration to obtain the product, and the yield is 58%. This method has a long route and a high cost. high, low yield;
2. Claisen ester condensation method, namely the reaction of p-methoxyacetophenone and methyl p-tert-butyl benzoate, the yield is 63.6%, the method is low in cost and easy to operate, but the yield is low;
3. Aldehyde and ketone condensation method, that is, p-methoxyacetophenone and p-tert-butyl benzaldehyde are condensed into alcohol and obtained by oxidation, and the yield is 34.6%. The method is easy to operate, high in cost and low in yield.

Avobenzone Supergoop Properties:

Melting point 81-84 °C
Boiling point 463.6±35.0 °C(Predicted)
density 1.079
storage temp. Inert atmosphere,Room Temperature
solubility Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly, Heated, Sonicated)
pka9.74±0.13(Predicted)
form neat
color White to Pale Yellow

 

Avobenzone Supergoop Application

Avobenzone Supergoop is a synthetic UV absorber and a good UV-A (>320nm) type UV absorber, which can block UVA in the whole band (320-400nm), and is an efficient broad-spectrum oil-soluble UVA filter It is formulated with other UVB sunscreens to provide full UVA and UVB protection for the prevention of photoinduced skin cancer.

The study found that Avobenzone Supergoop can significantly disrupt the interaction between the two proteins PHB and c-Raf1, and for the first time confirmed that avobenzone can significantly inhibit the metastasis of colon cancer cells through molecular biology experiments and cytological experiments, expanding Avobenzone The application range of Supergoop improves its application value. Compared with traditional chemotherapy drugs, Avobenzone Supergoop has high tumor specificity, less side effects and clearer countermeasures for side effects.

Compared with existing tumor-targeted drugs, Avobenzone Supergoop does not target a single gene or protein, but the interaction of two proteins, and will not cause sustained drug pressure on a specific molecule or single protein in cancer cells to cause it. Generating mutations greatly reduces the emergence of clinical drug resistance.

Preparation of Avobenzone Supergoop

Use highly active p-tert-butyl benzoyl chloride instead of methyl p-tert-butyl benzoate, select sodium amide as the base, and the molar ratio of p-methoxyacetophenone to p-tert-butyl benzoyl chloride is 0.85. The condensation reaction was carried out at a constant temperature of ℃ for 5 h to generate avobenzone with a yield of 81.5%. The method has short route, short reaction time, low cost and high yield, and is an ideal process for realizing industrialized production.

The specific steps are as follows: in a 250 mL three-necked flask under nitrogen protection, 7.50 g (0.05 mol) p-methoxyacetophenone was dissolved in 100 mL anhydrous toluene, and then 2.15 g (0.055 mol) sodium amide was added. Heat and constant temperature to 40 °C, drop 12.20 g (0.0575 mol) of p-tert-butylbenzoyl chloride within 30 min, heat up to 90 °C, and react at constant temperature for 5 h, a large amount of solid is formed, and cooled to room temperature.

Under constant stirring, 50% acetic acid was added to make the whole system weakly acidic (pH = 5~6), and then saturated NaHCO3 was added to wash to neutrality. The reaction solution was layered, the organic layer was dried with anhydrous MgSO4, filtered, and pressure-evaporated to remove toluene, cooled to obtain 14.5 g of a reddish-brown crude product, and 40 mL of anhydrous ethanol was recrystallized to obtain 12.61 g of white crystals with a yield of 81.5%, m.p. 81~82℃.

A method for preparing Avobenzone Supergoop, the method comprises the following steps:

Step 1), add p-tert-butylbenzaldehyde, basic catalyst and the first solvent in the condensation reaction kettle, optionally heat up, add p-methoxyacetophenone to the system, and carry out condensation reaction;

Step 2), adjust the pH value of the system obtained in step 1, optionally cool, filter, wash the filter cake obtained by filtration, and obtain the condensate 3-((4-tert-butyl)phenyl)-1-(4 -Methoxyphenyl)-2-propen-1-one;

Step 3), put the condensate, the second solvent and the catalyst obtained in step 2 into the oxidation reaction kettle, add an oxidant to the system, and carry out oxidation reaction;

Step 4), adding sodium sulfite solution to the system obtained in step 3, washing, and removing the second solvent to obtain a crude product, which is optionally purified to obtain avobenzone.

A synthetic method of Avobenzone Supergoop, comprising the following steps:

1), the alkylation reaction takes toluene and chloro-tert-butane as raw materials, and uses aluminum trichloride as a catalyst, the reaction temperature is 23.5 ° C, and the reaction time is 85min to obtain p-tert-butyltoluene; The molar ratio of butane to toluene is 1:1.6;

2), in the oxidation reaction, potassium permanganate is used as an oxidizing agent, and the p-tert-butyltoluene obtained in step 1) is oxidized into p-tert-butylbenzoic acid; the reaction temperature is 85 ° C, the reaction time is 8.5h, and p-tert-butyl The molar ratio of toluene and potassium permanganate is 1:3, and the potassium permanganate oxidant is added in 5 to 8 times. Preferably, 3 mole parts of potassium permanganate oxidant is put into the reaction system in 6 times, the first time is 0.9 mole part, the second time is 0.6 mole part, and the third and fourth time are 0.5 mole part, 0.3 molar part was put in for the last time, and 0.2 molar part was put in for the last time, the final yield was 83.1%, and the purity was 98.6%.

3), in the esterification reaction, take p-tert-butyl benzoic acid and methanol as raw materials, and react in two stages; the first stage p-tert-butyl benzoic acid and methanol mol ratio are 1: 3.5, and the reaction time is 3h, and the reaction After the end of the distillation, water and methanol were separated; in the second stage, 3.5 moles of methanol was added, and the reaction time was 5h; after the reaction was completed, the water and methanol were separated by distillation; The molar ratio of benzoic acid and methanol was 1:7, and the reaction was refluxed for 8h.

4), the acylation reaction takes phenethyl ether and acetic anhydride as raw materials, with phosphotungstic acid as a catalyst, the mol ratio of anisole and acetic anhydride is 1: 1.5, the reaction time is 4h, and the reaction temperature is 115 ℃;

5), in the condensation reaction, take methyl para-tert-butyl benzoate and p-methoxyacetophenone as raw material, take sodium amide as catalyzer, dimethylbenzene is solvent, p-methoxyacetophenone and p-tert-butylbenzene The molar ratio of methyl formate is 1:1.4, the reaction temperature is 100°C, and the reaction time is 5h, and finally Avobenzone Supergoop is obtained. The preferred reaction temperature is 95°C, and the molar ratio of p-methoxyacetophenone to methyl p-tert-butylbenzoate is 1:1.4.

Avobenzone Supergoop Safety Measures/Side Effects

Avobenzone Supergoop appears to be relatively non-toxic and non-irritating to the skin. However, because it is often used with light stabilizers, there is a risk of skin irritation and low toxicity. Some studies have shown that it can be absorbed and excreted in the urine, so it is not recommended for children and pregnant women. Some skin experts believe it is as harmful as PABA, and some studies suggest that the ingredient behaves like the hormone estrogen; however, the European Commission on Cosmetics and Non-Food (SCCNFP) the Scientific Committee on Cosmetics and Non-Food Products) refutes the latter claim.

The U.S. Food and Drug Administration (The Food and Drug Administration) and the Cosmetics Directive of the European Union both consider this ingredient to be safe, approving its safe use at concentrations of 3% and 5%, respectively. %.

Company Profile and Corporate Culture

Company Profile:

ZhiShang Chemical is owned by ZhiShang Group is a professional new-type chemicals enterprise combined into research and development, production and sales .

The company’s competitive product is pharmaceutical raw materials and intermediates (especially carbohydrate derivatives Series), In recent years, the company has made a major breakthrough in food and feed additives, plant extraction, industrial chemicals industry .

The company insists on the spirit of “sincere management, strict quality control, customer as god” , get consistent high praise from customers at home and abroad.

Corporate Culture:

OUR MISSION
Help China Chemicals to benefit the happiness of human life
OUR VISSION
Become the most trusted chemical supplier in the world
OUR BUSINESS PHILOSOPHY
Striver – oriented, enrich employees, customer first, deep service, seek development
OUR VALUES
Be prepared for danger in times of peace, forge ahead actively, unity and cooperation, and be brave to fight

About Us

The production base is located in Zhangqiu chemical industry park and Tai’an high-tech chemical industry park. laboratory and workshop in strict accordance with the GMP standard and the product fit national ISO9001 and ISO2000 standards.

“Zhishang” products are exported to Europe, North and South America, the Middle East, Asia Pacific and Africa area, so as to establish a long-term and stable cooperation relationship with customer in the world.

Company Info
  • Business Type: Manufacturer
  • Product Range: Additive , Chemical Auxiliary & Catalyst , Organic Chemicals
  • Products/Service: Organic Intermediate,Inorganic Chemistry, APIs, Dyestuffs And Pigments, Fragrance And Spices, Food Additives
  • Total Employees: 51~100
  • Capital (Million US $): 10000000RMB
  • Year Established: 2016
Production Capacity
  • No. of Production Lines : 8
  • No. of QC Staff : 5 -10 People
  • OEM Services Provided : yes
  • Factory Size (Sq.meters) : 3,000-5,000 square meters
  • Certificate: ISO9001 , CE , GMP , API , MSDS
  • Factory Location : Diao Town Industry Park, Zhangqiu City, Jinan City, Shandong Province, China.

Service

Pre-Sales Service

* Prompt reply and 24 hours online, professional team to provide best price and high quality product.

* Sample testing support.

* Every batch of products will be tested to ensureits quality.

*The packing also can be according the customers` requirment.

*Any inquiries will be replied within 24 hours.

*we provide Commerical Invoice, Packing List, Bill of loading, COA , Health certificate and Origin certificate. If your markets have any special requirements, let us know.

 

After-Sales Service

*The fact of logistics information monitoring.

* Any questions about the product can be consulted at any time.

*Product has any problem can return.

FAQ

Do you accept sample order?

We will make samples before mass production, and after sample approved, we’ll begin mass production. Doing 100% inspection during production, then do random inspection before packing.

 

HOW TO CONFIRM THE PRODUCT QUALITY BEFORE PLACING ORDERS?

You can get free samples for some products,you only need to pay the shipping cost or arrange a courier to us and take the samples. You can send us your product specifications and requests,we will manufacture the products according to your requests.

What’s your MOQ?

Our MOQ is 1kg. But usually we accept less quantity such as 100g on the condition that sample charge is 100% paid.

Do you supply product report?

Yes. We’ll give you product analysis report before shipping.

  Is there a discount?

Different quantity has different discount.

Shipping

1. ≤50kg, Express delivery recommended, usually called as DDU service;

2. ≤500kg, Air shipping recommended, usually called as FOB, CFR, or CIF service;

3. >500kg, sea shipping recommended, usually called as FOB, CFR, or CIF service;

4. For high value products, please select air shipping and express delivery for safe.

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