16424-55-8

Usage

Uses

Used in Fragrance and Flavor Synthesis:
5-Caproleic acid is used as a precursor in the synthesis of fragrance and flavor compounds due to its ability to be converted into esters that contribute to the desired scents and tastes in various products.
Used in Artificial Flavor Production:
5-Caproleic acid is used as a component in the production of esters for artificial flavors, enhancing the sensory experience of food and beverages by providing specific taste profiles.
Used in Biofuels Industry:
5-Caproleic acid is considered a potential alternative energy source, as it can be converted into biofuels. This makes it a valuable resource in the development of sustainable and eco-friendly energy solutions.
Used in Chemical Research and Development:
Due to its unique chemical properties, 5-Caproleic acid is utilized in various chemical research and development processes, contributing to the advancement of new materials and technologies.

Upstream product

• 16695-35-5 (E)-4-nonen-1-yl bromide 
• 16695-34-4 (E)-4-none-1-ol 
• 16424-35-4 2-pentylidenecyclopentan-1-one 
• 625-38-7 but-3-enoic acid 
• 42599-18-8 (E)-1-hexenyldihydroxyborane 
• 16427-36-4 (E)-1-chloro-4-nonene 
• 71309-05-2 E-1,6-undecadiene 
• 96288-50-5 2-keto-E-6-undecene 
• 16424-92-3 trans-1-Cyano-non-4-en 

Downstream Products

• 38421-90-8 (E)-5-decen-1-yl acetate 
• 56578-18-8 (E)-5-decen-1-ol 

Relevant academic research and scientific papers

Ligand-Controlled Regiodivergence in Nickel-Catalyzed Hydroarylation and Hydroalkenylation of Alkenyl Carboxylic Acids**

A nickel-catalyzed regiodivergent hydroarylation and hydroalkenylation of unactivated alkenyl carboxylic acids is reported, whereby the ligand environment around the metal center dictates the regiochemical outcome. Markovnikov hydrofunctionalization products are obtained under mild ligand-free conditions, with up to 99 % yield and >20:1 selectivity. Alternatively, anti-Markovnikov products can be accessed with a novel 4,4-disubstituted Pyrox ligand in excellent yield and >20:1 selectivity. Both electronic and steric effects on the ligand contribute to the high yield and selectivity. Mechanistic studies suggest a change in the turnover-limiting and selectivity-determining step induced by the optimal ligand. DFT calculations reveal that in the anti-Markovnikov pathway, repulsion between the ligand and the alkyl group is minimized (by virtue of it being 1° versus 2°) in the rate- and regioselectivity-determining transmetalation transition state.

Preparation of stereochemically pure E- and Z-alkenoic acids and their methyl esters from bicyclo[n.1.0]alkan-1-ols. Application in the synthesis of insect pheromones

Oxidative cleavage of exo- and endo-alkyl- and hydroxyalkyl-substituted bicyclo[n.1.0]alkan-1-ols with (diacetoxy-λ3-iodanyl)benzene gave the corresponding methyl alkenoates exclusively with E or Z configuration of the double bond. This reaction was used as the key stage in the syntheses of stereoisomerically pure components of pest insect pheromones: (E)-dodec-9-en-1-yl acetate (European pine shoot moth Rhyacionia buoliana), (Z)-tetradec-11-en-1-yl acetate (European oak leafroller Tortrix viridana), and (3E,8Z,11Z)-tetradeca-3,8,11-trien-1-yl acetate (tomato leafminer Tuta absoluta).