23696-85-7 Usage
Description
Damascenone is a norisoprenoid ketone that is primarily found in red wines and occurs naturally in tomato and grapes. It is known for its sweet, brown woody, tobacco, davana-like fruity aroma with a spicy balsamic undernote. Damascenone has a low aroma threshold value, with a detection range of 0.0007 to 0.009 ppb.
Uses
1. Used in Cosmetic Industry:
Damascenone is used as a fragrance ingredient in the cosmetic industry for its sweet, fruity, and spicy aroma. It is commonly used in shampoos, fine fragrances, decorative cosmetics, and toilet soaps.
2. Used in Non-Cosmetic Products:
Damascenone is also used in non-cosmetic products such as household cleaners and detergents, where its pleasant aroma enhances the overall sensory experience of the products.
3. Used in Flavor and Fragrance Industry:
Damascenone is utilized in the flavor and fragrance industry due to its unique taste and aroma characteristics. It has a taste threshold value of 1 to 5 ppm and is known for its sweet brown, tea-like, davana dried fruity, with jamy berry, strawberry, and raspberry nuances, woody, floral, herbal, green, and fruity with spicy tobacco nuances.
4. Occurrence in Various Foods and Beverages:
Damascenone is found in a wide range of natural sources, including raspberry oil, Burley tobacco, apple, lemon balm, summer savory, anise, hyssop, apple juice, cooked apple, apricot, sweet and sour cherry, black currant berries, fresh blackberry, strawberry jam, hop oil rum, white wine, red wine, black tea, tomato, rye bread, blue cheese, cow, goat, and sheep milk, hop oil, beer, cognac, rum, whiskies, scotch, cider, grape wines, coffee, tea, popcorn, oatmeal, soybean, plum, prune, beans, starfruit, mango, tamarind, dill seed, corn oil, okra, cape gooseberry, anise hyssop, and Roman chamomile oil. Its presence in these sources contributes to their unique flavor and aroma profiles.
Preparation
By treating the corresponding ethyl safranate with allyl lithium, followed by catalytic isomerization of the reaction product;
also from the oxirane derivative of β-damascone by an acid-catalyzed reaction.
Biochem/physiol Actions
Taste at 1-5 ppm
Check Digit Verification of cas no
The CAS Registry Mumber 23696-85-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,3,6,9 and 6 respectively; the second part has 2 digits, 8 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 23696-85:
(7*2)+(6*3)+(5*6)+(4*9)+(3*6)+(2*8)+(1*5)=137
137 % 10 = 7
So 23696-85-7 is a valid CAS Registry Number.
InChI:InChI=1/C13H18O/c1-5-7-11(14)12-10(2)8-6-9-13(12,3)4/h5-8H,9H2,1-4H3
23696-85-7Relevant articles and documents
Method for synthesizing beta-damascenone
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, (2019/01/14)
The invention discloses a method for synthesizing beta-damascenone. The method mainly comprises the following steps: oxidizing citral through sodium chlorite; carrying out catalytic cyclization through concentrated phosphoric acid to obtain alpha-cyclogeranic acid; eliminating the alkalinity of the alpha-cyclogeranic acid under the action of thionyl chloride to obtain cyclogeranenone; carrying outaddition on the cyclogeranenone and allylmagnesium chloride and carrying out acidic isomerization to obtain alpha-damascenone; carrying out epoxidation on the alpha-damascenon through peroxyacetic acid, and carrying out alkaline ring opening through potassium carbonate; catalytically heating and dehydrating through para-toluenesulfonic acid to obtain the beta-damascenone. The method disclosed bythe invention has the advantages that raw materials are cheap and easy to obtain, reaction conditions are moderate and the operation is simple and convenient; another useful spice alpha-damascenone can be synchronously synthesized and the method is a method which is suitable for industrial production of the beta-damascenone.
A β- malaysian ketene method for the preparation of perfume
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, (2017/03/14)
The invention discloses a preparation method of beta-damascenone spice. The preparation method comprises the following steps: (1) by taking beta-ionone as an initial raw material, carrying out a reaction with hydroxylamine hydrochloride in an alkaline environment to obtain beta-ionone oxime; (2) carrying out a reaction on beta-ionone oxime and halogens and metal salt thereof to obtain a beta-ionone oxime isoxazole derivative; (3) acting on the eta-ionone oxime isoxazole derivative and sodium to generate beta-dihydrodamascenone; and (4) carrying out an oxidizing halogenating reaction on beta-dihydrodamascenone and free radicals of halogens and carrying out an elimination reaction of removing halogen hydride under the alkaline environment to obtain the beta-damascenone. The preparation method disclosed by the invention is cheap and easily available in raw materials, simple to operate, mild in reaction condition, high in yield of reactions and low in cost, and the solvent used can be recycled, so that the preparation method is a method suitable for industrially producing beta-damascenone spice.
