109-26-2

Basic information

• Product Name: 2,4-Decadienamide,N-(2-methylpropyl)-
• Synonyms: 2,4-Decadienamide,N-isobutyl- (7CI,8CI); N-Isobutyl-2,4-decadienamide
• CAS NO: 109-26-2
• Molecular Formula: C₁₄H₂₅NO
• Molecular Weight: 223.3544
• Mol File: 109-26-2.mol

Chemical Properties

• Boiling Point: 368.7°Cat760mmHg
• Flash Point: 224.6°C
• Density: 0.882g/cm³
• PKA: 15.49±0.46(Predicted)
• CAS DataBase Reference: 2,4-Decadienamide,N-(2-methylpropyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Decadienamide,N-(2-methylpropyl)-(109-26-2)
• EPA Substance Registry System: 2,4-Decadienamide,N-(2-methylpropyl)-(109-26-2)

Safety Data

• Hazardous Substances Data: 109-26-2(Hazardous Substances Data)

Usage

Uses

Used in Food Industry:
2,4-Decadienamide, N-(2-methylpropyl)is used as a flavoring agent for enhancing the taste and aroma of various food products, such as beverages, baked goods, and confectionery products.
Used in Cosmetics and Personal Care Industry:
2,4-Decadienamide, N-(2-methylpropyl)is used as a fragrance ingredient in cosmetics and personal care products to provide a pleasant scent and improve the sensory experience of these products.
Used in Pharmaceutical Industry:
2,4-Decadienamide, N-(2-methylpropyl)has potential applications in the pharmaceutical industry, although specific uses have not been detailed in the provided materials.
Used in Agricultural Industry:
2,4-Decadienamide, N-(2-methylpropyl)also has potential applications in the agricultural industry, but the specific uses have not been elaborated in the provided materials.
It is crucial to follow proper safety precautions and handling procedures when working with 2,4-Decadienamide, N-(2-methylpropyl)to minimize the risk of skin and eye irritation and avoid accidental ingestion.

Upstream product

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Downstream Products

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Relevant articles and documents

Ene Reaction of Pummerer-Type Reaction Intermediate and Synthesis of Pellitorine

Pummerer-type reaction intermediate 2 of α-(methylthio)acetic acid (1) has been found to react with 1-alkenes to afford ene adducts 3. Pellitorine S was synthesized from the adduct 3d.

Ene reaction with pummerer-type reaction intermediate of α-(methylthio)isobutyl acetamide: A new synthesis of pellitorine

Pummerer-type reaction intermediate 2 of α-(methylthio)isobutyl acetamide (1) has been found to react with 1-alkenes to afford ene adducts 3. Pellitorine 4 was synthesized from the adduct 3d.

A CONVENIENT STEREOSELECTIVE SYNTHESIS OF CONJUGATED DIENOIC ESTERS AND AMIDE

(2E,4E)-Dienoic esters and amides could be synthesized via the stereoselective isomerization of the corresponding 2-ynoic esters and amides, respectively, under the catalysis of ruthenium or iridium complexes.

TOTAL SYNTHESIS OF SYLVAMIDE, A PIPER ALKAMIDE

Key Word Index - Piper sylvaticum; Piperaceae; alkamide; sylvamide; N-isobutyl-4,5-dihydroxy-2(E)-decenamide. The structure, N-isobutyl-4,5-dihydroxy-2(E)-decenamide, for sylvamide is confirmed by its total synthesis.The erythro stereochemistry is also established by comparison of the properties of the natural and synthetic samples.

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.

A NOVEL FIVE-CARBON HOMOLOGATION LEADING TO 3,4-ALKADIENOIC ACIDS BY SN2' REACTION OF β-ETHYNYL-β-PROPIOLACTONE WITH GRIGNARD REAGENTS IN THE PRESENCE OF COPPER(I) CATALYST

β-Ethynyl-β-propiolactone reacts regioselectively with Grignard reagents in the presence of copper(I) catalyst to afford 3,4-alkadienoic acids in high yields.Synthetic utility of this reaction is demonstrated in the simple synthesis of pellitorine.

Stereoselective enzymatic synthesis of cis-pellitorine, a taste active alkamide naturally occurring in tarragon

The alkamide cis-pellitorine [(2E,4Z)-N-isobutyldeca-2,4-dienamide] that occurs naturally in tarragon was prepared in yields up to 80% by lipase-catalyzed conversion of ethyl 2E,4Z-decadienoate, the so-called pear ester, and isobutylamine both with and without the use of cosolvents. Of 13 different commercial enzyme preparations tested (lipases, proteases, esterases), only the lipase type B from Candida antarctica has a suitable activity. The reaction of the different geometric isomers of ethyl 2,4-decadienoate to the appropriate pellitorines shows a remarkable selectivity: the 2E,4Z ester is converted between 1.4 and 3.9 times faster than the 2E,4E isomer, and the relative yield of cis-pellitorine compared with trans-pellitorine is 5.7 to 16.3 times higher. In contrast to the better known frans-pellitorine, which at 10 ppm is only slightly tingling and numbing, cis-pellitorine shows very interesting pungent and warming sensations after tasting trials already in low concentrations of 10 ppm. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.

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.

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.

USE OF TRANS-PELLITORIN IN THE FORM OF AN AROMATIC SUBSTANCE

The invention relates to the use of N-isobutylamide 2E, 4E-decadien acid (trans-pellitorin) in the form of an aromatic substance, in particular a saliva stimulating aromatic substance preferably for food, buccal hygiene or gustatory preparations. The preparations, semifinished products, compounds of odorant, aromatic and gustatory substances which contain trans-pellitorin and a method for the production of said trans-pellitorin are also disclosed.