7011-83-8

Usage

Uses

Used in Flavor and Fragrance Industry:
Dihydrojasmone lactone is used as a flavoring agent for its creamy, sweet, and dairy-like taste characteristics, as well as a fragrance ingredient for its jasmine-like odor.
Used in Cosmetics and Personal Care Products:
Dihydrojasmone lactone is used as a fragrance ingredient in cosmetics and personal care products to provide a pleasant and long-lasting scent.
Used in Food and Beverage Industry:
Dihydrojasmone lactone is used as a flavor enhancer in food and beverage products to impart a creamy, sweet, and dairy-like taste, as well as a jasmine-like aroma.
Used in Perfumery:
Dihydrojasmone lactone is used as a fixative in perfumery to extend the longevity of fragrances and provide a unique jasmine-like scent.

Preparation

By cyclization of 4-methyl-4-hydroxydecanoic acid

Synthesis Reference(s)

Tetrahedron, 52, p. 10405, 1996 DOI: 10.1016/0040-4020(96)00567-4Tetrahedron Letters, 19, p. 883, 1978

Flammability and Explosibility

Notclassified

InChI:InChI=1/C11H20O2/c1-3-4-5-6-8-11(2)9-7-10(12)13-11/h3-9H2,1-2H3

Upstream product

• 38840-98-1 2-hexyl-2-methyl-5-oxo-tetrahydro-furan-3-carboxylic acid 
• 74581-29-6 2-hexyl-2-methyltetrahydrofuran 
• 124099-79-2 2-Hexyl-5-isopropylidene-2-methyl-tetrahydro-furan 
• 127839-82-1 4-Hydroxy-4-methyl-decanethioic acid benzylamide 
• 81173-30-0 5-methyl-1-undecen-5-ol 
• 57-57-8 β-Propiolactone 
• 111-13-7 hexyl-methyl-ketone 
• 109-49-9 5-Hexen-2-one 
• 110-93-0 6-Methyl-hept-5-en-2-on 
• 4128-31-8 rac-octan-2-ol 
• 79-10-7 acrylic acid 
• 623-48-3 ethyl iodoacetae 
• 21369-64-2 n-hexyllithium 
• 123-76-2 levulinic acid 

Downstream Products

• 1128-08-1 dihydro-cis-jasmone 
• 24323-24-8 4-methyldecanoic acid 

Relevant academic research and scientific papers

Synthesis method of high-content dihydrojasmonic spice (by machine translation)

The synthetic method comprises the following steps: 2 - octanol serving as a solvent and di-tert-butyl peroxide as an initiator, and refluxing to separate t-butyl alcohol and water, vacuum distillation to obtain 2 - octyl 2 - (3H) furanone, and then dehydrating and dehydrating 5 - methyl -5 - hexyl -2 -2 -5 - (3H) furanone molecules under the action of a solid acid catalyst to recover the dihydrojasmonic spice product after the reflux reaction is carried out 5 . The synthesis method provided by the invention has the advantages of relatively simple steps, no acid waste water generation and high total yield, and moreover, the content of the product and the dihydrojasmonone synthesized through the synthetic method provided by the invention is higher than 98% and above. (by machine translation)

Radical-polar crossover reactions of vinylboron ate complexes

Vinyl boronic esters are valuable substrates for Suzuki-Miyaura cross-coupling reactions. However, boron-substituted alkenes have drawn little attention as radical acceptors, and the radical chemistry of vinylboron ate complexes is underexplored. We show here that carbon radicals add efficiently to vinylboron ate complexes and that their adduct radical anions undergo radical-polar crossover: A 1,2-alkyl/aryl shift from boron to the α-carbon sp2 center provides secondary or tertiary alkyl boronic esters. In contrast to the Suzuki-Miyaura coupling, a transition metal is not required, and two carbon-carbon bonds are formed. The valuable boronic ester moiety remains in the product and can be used in follow-up chemistry, enlarging the chemical space of the method. The cascade uses commercial starting materials and provides access to perfluoroalkylated alcohols, γ-lactones, γ-hydroxy alkylnitriles, and compounds bearing quaternary carbon centers.

Compounds having protected hydroxy groups

The present invention relates to compounds with protected hydroxy groups of formula (I) These compounds are precursors for organoleptic agents, such as fragrances, and masking agents and for antimicrobial agents. When activated, the compounds of formula (I) are cleaved and form one or more organoleptic and/or antimicrobial compounds.

Compounds having protected hydroxy groups

The present invention relates to compounds with protected hydroxy groups of formula (I) These compounds are precursors for organoleptic agents, such as fragrances, and masking agents and for antimicrobial agents. When activated, the compounds of formula (I) are cleaved and form one or more organoleptic and/or antimicrobial compounds.

Precursor compounds

The compounds of the formula I are precursors for organoleptic and antimicrobial compounds. The latter are generated in the presence of skin bacteria, enzymes or acidic or alkaline conditions. One precursor molecule can provide one or more different compounds.

Beta-ketoester compounds

The beta-ketoesters of formula I are useful as precursors for organoleptic compounds, especially for flavors, fragrances and masking agents and antimicrobial compounds.

A new coupling reaction between β-lactones and electrophiles mediated by a SmI2/(NiI2 catalytic) system

β-lactones react with ketones aldehydes and imines in the presence of a SmI2/(NiI2 catalytic) system to afford substituted tetrahydrofuranones and pyrrolidinones.

Palladium(II)-catalyzed formation of γ-butyrolactones from 4-trimethylsilyl-3-alkyn-1-ols: Synthetic and mechanistic aspects

γ-butyrolactones are obtained in good yields from 4-trimethylsilyl-3-alkyn-1-ols via Wacker-type oxidation reaction. A mechanism is proposed for this transformation: it involves two successive trans-hydroxypalladations followed by a [PdXSiMe3] syn-elimination and explains why the presence of the silyl group is essential in such a process.

SmCl3-catalysed Electrosynthesis of γ-Butyrolactones from 3-Chloroesters and Carbonyl Compounds

Electrosynthesis of γ-butyrolactones has been achieved by the direct reductive coupling of ethyl 3-chloropropionate and a series of carbonyl compounds in the presence of a catalytic amount of SmCl3.

Oxygenation of Tetrahydrofurans with Combined Use of Molecular Oxygen and α-Diketone Catalyzed by Cobalt(III) Complex

In the presence of catalytic amount of cobalt(III) complex such as tris(acetylacetonato)cobalt(III), tetrahydrofurans are oxygenated into the corresponding γ-butyrolactones under mild conditions on treatment with an atmospheric pressure of molecular oxygen and α-diketones having hydrogen atom next to the carbonyl carbon.