78910-33-5

Usage

Uses

Used in Pest Control Industry:
2,4-Decadienoic acid pyrrolidide is used as a biopesticide for controlling plant pests. Its chemical properties allow it to effectively target and manage various pests that can damage crops and reduce agricultural productivity. 2,4-Decadienoic acid pyrrolidide's low melting point enables it to be easily formulated and applied to plants, providing a practical and efficient solution for pest management.
Used in Chemical Synthesis:
In the chemical industry, 2,4-Decadienoic acid pyrrolidide can be utilized as an intermediate in the synthesis of various organic compounds. Its unique structure and functional groups make it a valuable building block for creating a wide range of products, including pharmaceuticals, agrochemicals, and specialty chemicals.
Used in Flavor and Fragrance Industry:
Due to its distinct chemical properties, 2,4-Decadienoic acid pyrrolidide can also be employed in the flavor and fragrance industry. It can be used as a key ingredient in the development of new and innovative scents, as well as in the enhancement of existing fragrances. Its unique chemical structure contributes to the creation of complex and nuanced aromas that can be used in various applications, such as perfumes, cosmetics, and household products.
Used in Material Science:
The low melting point and unique chemical properties of 2,4-Decadienoic acid pyrrolidide make it a potential candidate for use in the development of new materials with specific properties. It can be incorporated into polymers, coatings, and other materials to enhance their performance characteristics, such as improved thermal stability, enhanced mechanical properties, or increased resistance to environmental factors.

InChI:InChI=1/C14H23NO/c1-2-3-4-5-6-7-8-11-14(16)15-12-9-10-13-15/h6-8,11H,2-5,9-10,12-13H2,1H3/b7-6+,11-8+

Upstream product

• 123-75-1 pyrrolidine 
• 30361-33-2 (2E,4E)-deca-2,4-dienoic acid 
• 2548-87-0 (E)-2-Octenal 
• 112601-96-4 (N-pyrrolidinylcarbonylmethyl)triphenylarsonium bromide 
• 42997-45-5 deca-2t,4t-dienoyl chloride 
• 123072-98-0 ethyl dec-2-ynoate 
• 26001-58-1 (Z)-oct-2-en-1-ol 
• 7328-34-9 ethyl 2E,4E-decadienoate 
• 110-53-2 1-Bromopentane 
• 42104-70-1 N-acryloylpyrrolidine 
• 60595-37-1 (E)-1-iodohept-1-ene 
• 54542-97-1 (E)-1-heptenyldiisobutylaluminium 
• 628-71-7 1-Heptyne 
• 73200-24-5 4-hydroxy-1-(pyrrolidin-1-yl)butan-1-one 

Relevant academic research and scientific papers

Iron-Catalyzed Synthesis of Sarmentine

Abstract: Stereoselective synthesis of sarmentine has been achieved via iron-catalyzed cross-coupling of pentylmagnesium bromide with ethyl (2E,4E)-5-chloropenta-2,4-dienoate obtained by one-pot oxidation–olefination of readily available (2E)-3-chloroprop

Stereoselective synthesis of natural (2E,4E)-dienamides and their synthetic analogs

A procedure has been developed for stereoselective synthesis of a number of naturally occurring (2E,4E)-dienamides and their analogs via palladium-catalyzed reaction of (1E)-1-iodoalk-1-enes with acrylamides. Pleiades Publishing, Ltd., 2012.

Conjugated dienamides, methods of production thereof, compositions containing same and uses thereof

Described are mixtures of at least four of the alkadienamides defined according to the structure: wherein R represents C1 - C2 n-alkyl; R1 is 2-methyl-1-propyl and R2 is hydrogen, or R1 and R2 taken together is a moiety having the formula wherein n is 4 or 5, or compositions containing substantial concentrations of such mixtures, prepared according to novel processes: (a) extraction of a ground substantially dried fruit of one of the Piper species, Piper longum Linn orPiper peepuloides; (b) natural product-forming synthesis; or (c) synthetic product-forming synthesis. Also described are uses of the thus-formed products for augmenting, enhancing or imparting an aroma, taste, chemesthetic effect and/or antibacterial effect in or to a consumable material and/or in the oral cavity and/or on the mammalian epidermis.

Stereoselective synthesis of naturally occurring unsaturated amide alkaloids by a modified Ramberg-Baecklund reaction

A convenient and rapid approach for the synthesis of naturally occurring unsaturated amide alkaloids 1a-1n by the recently developed one-flask Ramberg-Baecklund reaction is described. The starting material was alcohol 3, which was transformed into thiolacetate 4 using the Mitsunobu reaction. In situ cleavage of acetyl moiety of 4, followed by alkylation of the resulting thiol with appropriate chloroacetamide 5, provided the sulfide 6. Oxidation of sulfide 6 gave the corresponding sulfone 2. Treatment of the sulfone 2 with the dibromodifluoromethane in the presence of alumina-supported potassium hydroxide in dichloromethane solution afforded unsaturated amide alkaloids 1a-1n. To the best of our knowledge, the synthesis of 1e and 1i was reported for the first time.

A synthetic approach to natural dienamides of insecticidal interest

An efficient synthesis of dienamides of insecticidal interest has been stereoselectively achieved featuring a Stille cross-coupling reaction as the key step.

Expedient synthesis of unsaturated amide alkaloids from Piper spp: Exploring the scope of recent methodology

The Sakai aryl aldehyde - cyclic ketone aldol - Grob fragmentation sequence was extended to cinnamaldehyde and cyclohexanone, and the product was elaborated to analogues of the alkaloid piperstachine. The effects of substituents on the reaction involving cinnamaldehyde were studied. The aldol-fragmentation sequence failed with benzaldehyde when cyclooctanone or cyclobutanone was substituted for cyclohexanone or cyclopentanone, and the reasons for this failure were examined. Four-carbon Wittig homologation of the piperonal-cyclobutanone aldol-fragmentation product, a hypothetical route to alkaloids such as retrofractamide A, was thus not viable. Instead, three-carbon homologation of the readily available piperonal-cyclopentanone product, using alkyne chemistry recently disclosed by Lu and Trost, afforded these alkaloids in excellent overall yield. The alkyne isomerization was also used to effect efficient syntheses of pellitorine and several other non-aromatic 2E,4E-dienoic Piper amide alkaloids. The Sakai aryl aldehyde - cyclic ketone aldol - Grob fragmentation sequence was extended to cinnamaldehyde and cyclohexanone, and the product was elaborated to analogues of the alkaloid piperstachine. The effects of substitutents on the reaction involving cinnamaldehyde were studied. The aldol-fragmentation sequence failed with benzaldehyde when cyclooctanone or cyclobutanone was substituted for cyclohexanone or cyclopentanone, and the reasons for this failure were examined. Four-carbon Wittig homologation of the piperonal-cyclobutanone aldol-fragmentation product, a hypothetical route to alkaloids such as retrofractamide A, was thus not viable. Instead, three-carbon homologation of the readily available piperonal-cyclopentanone product, using alkyne chemistry recently disclosed by Lu and Trost, afforded these alkaloids in excellent overall yield. The alkyne isomerization was also used to effect efficient syntheses of pellitorine and several other non-aromatic 2E,4E-dienoic Piper amide alkaloids.

(2E,4E)-5-Tosyl-2,4-pentadienamides: New dienic sulfones for the stereoselective synthesis of (2E,4E)-dienamides

The iodosulfonylation of (2E)-pentadienamides 1 affords stereoselectively (2E,4E)-5-tosylpentenamides 2. These dienic sulfones suffer nucleophilic vinylic substitution of the tosyl group by sodium thiolates and Grignard reagents to give regio- and stereo-selectively (2E,4E)-dienamides 3. This methodology has been applied to the synthesis of sarmentine (3bg) and an Achillea amide (3cg).

A New Straightforward, and General Approach to Dienamide Natural Products

A new synthetic approach to various conjugated (E,E) dienamides has been developed, starting from an easily accessible bifunctional dienyl compound and based upon a double selective electrophilic substitution, followed by coupling reactions.