Zhishang Chemical

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Zhishang Chemical

Damascenone CAS 23696-85-7

Molecular Formula: C13H18O

Formula Weight: 190.28

ZSpharmac: Damascenone Supplement

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Product Name: Damascenone
CAS No: 23696-85-7
Purity: 99%

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Basic Info

Product Name:Damascenone
Other Names:β-Damascenone
CAS:23696-85-7
Place of Origin:Shandong, China
Brand Name:ZSpharmac
Type:Flavors and Fragrances
Appearance:Yellow Liquid
EINECS No.:245-833-2
Storage:2-8°C
Provide:Damascenone MSDS;
Damascenone COA

What is Damascenone?

Damascenone scent is an aromatic substance having 13 carbon atoms as well as is a colorless to fade yellow transparent fluid. The damascenone scents are soluble in ethanol and natural solvents, however insoluble in water, as well as have a strong rose-like fragrance.Damascenone fragrance first appeared in the 1960s and was successfully extracted from the essential oil of roses by fragrance synthesis expert Ohlof. As a kind of expensive high-end cosmetic flavoring agent, many scholars at home and abroad are engaged in its synthesis. However, although researchers have designed and completed a number of α-damascenone synthesis routes in the laboratory, due to the cost High cost and limited production conditions still restrict the industrial production of Damascenone spice. There are few domestic researches on this project, the production is still blank, the application is all dependent on imports, and the purchase price is expensive.

Damascenone Properties:

Boiling point 275.6±10.0 °C(Predicted)
density 0.800-0.830 g/mL at 25 °C (lit.)
refractive index 1.350-1.380
Fp 62°F
storage temp. 2-8°C
solubility Chloroform (Slightly), Methanol (Slightly)
form liquid
color yellow

 

Damascenone Uses

The spice of Damascenone is a compound having 13 carbon atoms and has a pleasant scent. It is a precious seasoning that has developed rapidly in the last few years as well as has actually constantly been extremely valued by scholars at home as well as abroad. Damascenone fragrances usually include three isomers: alpha-damascenone, beta-damascenone, as well as gamma-damascenone. Amongst them, α-damascenone has a pleasant as well as enjoyable aroma, and also has a fruity aroma. It is not just made use of as a flavor representative for some premium cosmetics, yet likewise commonly utilized in food flavors.With the maturation of flavoring technology, the application of α-damascenone in tobacco has gradually increased, among which well-known high-end cigarettes such as Marlboro, Hainan, Golden Deer and other brands have added this substance. The smell of cigarettes is more intense and rich, and the current market demand is huge. In addition, the use of α-damascenone in flavors and foods has also increased significantly.

Preparation of Damascenone

1) Synthesis of α-ionone oxime compound 2
10.0 g (52 mmol) of α-ionone was dissolved in 20 mL of ethanol and added to the flask. 3.8 g (60 mmol) of hydroxylamine hydrochloride, 6.4 g (70 mmol) of sodium acetate and 15 mL of deionized water were sequentially added to the flask at one time. After the addition, the temperature of the system was raised to 55°C, and the reaction time was controlled for 3h. After the reaction, 60 mL of deionized water was added to the system, extracted three times with 60 mL of ethyl acetate respectively, and the organic phases were combined. The organic phase was washed with 60 mL of saturated aqueous sodium bisulfite solution, dried over anhydrous MgSO4, and the solvent was evaporated to obtain an orange liquid, which was placed in the refrigerator to become a solid, namely α-ionone oxime compound 2, with a yield of 99.6%. The molecular weight of compound 2 determined by gas mass spectrometry was 207, which was consistent with the calculated molecular weight of α-ionone oxime. H NMR spectrum shows that there are 22 hydrogens, including 4 methyl groups, with chemical shifts δH of 2.00, 1.55, 0.89, and 0.81, respectively. The chemical shifts of 3 olefin hydrogens are 6.12, 5.86, and 5.42. The C NMR spectrum shows that it contains 13 carbons, including one oxime group, the chemical shift δC is 155.7, and the chemical shifts δC of the four olefin carbons are 136.5, 132.8, 127.9, and 120.9, respectively. Combining gas mass spectrometry and nuclear magnetic analysis, the product was determined to be α-ionone oxime.

2) Synthesis of α-ionone epoxime compound 3
5.1 g (24 mmol) of α-ionone oxime 2 was added to 70 mL of deionized water, added to the reaction flask, and the temperature of the system was maintained at 0°C. Under stirring, slowly add 3.7mL CTAOH (10wt%), the system changes from colorless and transparent to milky white liquid, and then slowly add a mixture of 35mL hydrogen peroxide (30%) and 5mL lithium hydroxide (6mol/L), after the addition, the system The temperature was raised to 25°C and the reaction time was 15h. After the reaction was completed, 150 mL of deionized water was added, extracted with 100 mL of dichloromethane for three times respectively, the organic phases were combined, dried with anhydrous MgSO4, and the solvent was evaporated to obtain α-ionone epoxidized oxime compound 3 with a yield of 98.8 %.

3) Synthesis of Damascenone
Add 4.0 g (19 mmol) of α-ionone isoxazole derivative 4, 70 mL of cyclohexane and 2.0 g (86 mmol) of Na to the three-necked flask, maintain the system temperature at 40 °C, and add 8 mL of absolute ethanol until there is no metal After the sodium remained, the reaction time was 8h; after the reaction was completed, 6g of ammonium chloride and 30mL of deionized water were added, the solution was extracted with 50mL of dichloromethane three times, the organic phases were combined, and then washed with 50mL of saturated aqueous sodium bicarbonate solution. The water was dried with MgSO4; the liquid after the solvent was evaporated was distilled under reduced pressure to obtain Damascenone with a yield of 90.8%.

Potential Effects of β-ionone and Damascenone on Sensory Perception of Aroma

Unstable substances are responsible for driving the scent of red wine. As a result of the reduced assumption threshold, norpentadienes might play a crucial role in a glass of wine scent. Study has shown that Damascenone functions as a flavor substance. Nevertheless, the straight result on a glass of wine aroma is unclear. Our study checked out the direct results of beta-ionone and Damascenone on sensory assumption of scent in Pinot Noir glass of wines. A triangulation test was utilized to identify whether the rater might distinguish between glass of wines with various focus of beta-ionone as well as Damascenone in 3 different Pinot Noir matrices. Descriptive evaluations of these therapies were carried out as well as were taken into consideration to be different in the triangle examination. The results suggest that beta-ionone is a crucial contributor to the fragrance of Pinot Noir red wines, as individuals can distinguish reduced and also high concentrations of a glass of wine from controls. The effect of beta-ionone on white wine fragrance depends upon the wine matrix, as various aroma descriptors are affected depending upon the version a glass of wine used, causing floral, red berry or dark berry aromas. The effect of Damascenone on the aroma of Pinot Noir is less obvious, as assumption appears to be heavily influenced by the structure of the a glass of wine’s matrix. This study assists us comprehend the complex chemistry of the fruity fragrances in Pinot Noir. Since assumption seems to be greatly affected by the structure of the white wine matrix. This research study assists us recognize the complicated chemistry of the fruity scents in Pinot Noir. Due to the fact that perception appears to be heavily affected by the structure of the wine matrix.

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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