1617-23-8

Usage

Uses

Used in Flavor and Fragrance Industry:
ETHYL 2-METHYL-3-PENTENOATE is used as a flavoring agent for its sweet, ripe fruity taste, resembling apple, pineapple, and strawberry with hints of melon. It is particularly useful in the creation of flavors for the food and beverage industry.
ETHYL 2-METHYL-3-PENTENOATE is also used as a fragrance ingredient for its sweet estry, fresh, and juicy fruity aroma with green and slightly pungent notes of apple, pear, banana, pineapple, and tutti-frutti. It is commonly utilized in the perfumery and cosmetics industry to create captivating and long-lasting scents.
Used in the Chemical Industry:
In the chemical industry, ETHYL 2-METHYL-3-PENTENOATE can be used as an intermediate in the synthesis of various chemicals and materials, taking advantage of its unique chemical structure and properties.

Synthesis Reference(s)

Tetrahedron, 43, p. 2329, 1987 DOI: 10.1016/S0040-4020(01)86818-6Tetrahedron Letters, 8, p. 1541, 1967

InChI:InChI=1/C8H14O2/c1-4-6-7(3)8(9)10-5-2/h4,6-7H,5H2,1-3H3/b6-4+

Upstream product

• 53399-81-8 ethyl 2-methyl-4-pentenoate 

Relevant academic research and scientific papers

Selective Isomerization of Terminal Alkenes to (Z)-2-Alkenes Catalyzed by an Air-Stable Molybdenum(0) Complex

Positional and stereochemical selectivity in the isomerization of terminal alkenes to internal alkenes is observed using the cis-Mo(CO)4(PPh3)2 precatalyst. A p-toluenesulfonic acid (TsOH) cocatalyst is essential for catalyst activity. Various functionalized terminal alkenes have been converted to the corresponding 2-alkenes, generally favoring the Z isomer with selectivity as high as 8:1 Z:E at high conversion. Interrogation of the catalyst initiation mechanism by 31P NMR reveals that cis-Mo(CO)4(PPh3)2 reacts with TsOH at elevated temperatures to yield a phosphine-ligated Mo hydride (MoH) species. Catalysis may proceed via 2,1-insertion of a terminal alkene into a MoH group and stereoselective β-hydride elimination to yield the (Z)-2-alkene.

Schiff base reaction products of aldehydes and alkyl anthranilates and organoleptic uses thereof

Described are schiff base reaction products of alkyl anthranilates having the structure: STR1 wherein R3 represents methyl or ethyl and aldehydes of the generic structure: STR2 wherein R represents unsaturated hydrocarbyl and alkoxy hydrocarbyl moieties or mixtures of aldehydes having the structures: STR3 wherein R1 and R2 are different alkoxy hydrocarbyl moieties and hydrocarbyl moieties including the aldehydes: (a) bergamal having the structure: STR4 (b) floralozone having the structure: STR5 (c) pino acetaldehyde having the structure: STR6 (d) pino isobutyraldehyde having the structure: STR7 (e) melonal having the structure: STR8 and (f) canthoxal having the structure: STR9 and organoleptic uses thereof in augmenting or enhancing the aroma or taste of consumable materials including perfume compositions, colognes, perfumed articles, foodstuffs, chewing gums and beverages.

Ether carbinols and process for preparing same

Described are ether carbinols defined according to the generic structure: STR1 wherein X1 represents a moiety selected from the group consisting of: STR2 and wherein Y1 represents C4 or C5 alkylene or C4 or C5 alkenylene or C4 or C5 alkynylene; processes for preparing such ether carbinols by means of first reacting allyl ethers with a mixture of carbon monoxide and hydrogen by means of an oxoreaction to produce ether carboxaldehydes and then reducing the thus formed ether carboxaldehydes to ether carbinols; or reacting camphene with appropriate diols; as well as methods for augmenting or enhancing the aroma or taste of consumable materials including perfumes, colognes and perfumed articles; foodstuffs, chewing gums, chewing tobaccos, medicinal products and toothpastes; and smoking tobaccos and smoking tobacco articles by adding thereto an aroma or taste augmenting or enhancing quantity of the thus produced ether carbinols. Also described are two ether carboxaldehydes having one of the structures: STR3 processes for preparing such ether carboxaldehydes by means of reacting out an appropriate allyl ether with a mixture of carbon monoxide and hydrogen by means of an oxo-reaction as well as methods for augmenting or enhancing the aroma or taste of consumable materials including perfumes, colognes and perfumed articles; foodstuffs, chewing gums, chewing tobaccos, medicinal products and toothpastes; smoking tobaccos and smoking tobacco articles by adding thereto an aroma or taste augmenting or enhancing quantity of the thus produced ether carboxaldehydes.

Ether carboxaldehydes

Described are ether carboxaldehydes defined according to the generic structure: STR1 wherein X represents aryl, alkaryl, hydroxyalkyl, alkenyl, cycloalkenyl, lower alkyl or bicycloalkyl; wherein Y represents C1 -C3 lower alkylene; wherein Z completes an alkyl substituted C6 cycloalkyl ring or represents no moiety; wherein R represents hydrogen or methyl; wherein m represents 0 or 1; wherein n represents 0 or 1; wherein p represents 0 or 1 and wherein q represents 0 or 1 with the provisos that when m is 1, Z completes the alkyl substituted or unsubstituted C6 cycloalkyl ring; that p is 1 when q is 0; and that when p is 0, q is 1, processes for producing same by reacting allyl ethers defined according to the structure: STR2 wherein x, y, z, m, n and r are as defined above with a mixture of carbon monoxide and hydrogen by means of an oxo reaction products produced according to said oxo reaction which are mixtures which contain the above-mentioned ether carboxaldehydes as well as methods for augmenting or enhancing the aroma or taste of consumable materials, including perfumes, colognes and perfumed articles; foodstuffs, chewing gums, chewing tobaccos, medicinal products and toothpastes; and smoking tobaccos and smoking tobacco articles by adding thereto aroma or taste augmenting or enhancing quantities of the thus produced ether carboxaldehydes or ether carboxaldehyde-containing mixtures. Also described are perfume compositions, colognes, perfumed articles (including solid or liquid anionic, cationic, nonionic or zwitterionic detergents, fabric softener compositions, drier-added fabric softener articles, hair preparations, deodorant compositions, bleaching compositions and perfumed polymers), foodstuffs, chewing gums, toothpastes, medicinal products, chewing tobaccos, smoking tobaccos and smoking tobacco articles containing the products thus produced.

Alkyl esters of 1-alkanoyl cycloalkanols and organoleptic uses thereof

Described is a process for preparing several substituted or unsubstituted cycloalkyl acyl alkanoates defined according to the generic structure: STR1 wherein R1 and R2 taken together complete a cycloalkyl moiety or methyl, dimethyl or trimethyl substituted cycloalkyl moiety containing five or six carbon atoms in the ring and wherein R3 is C1 -C3 lower alkyl and R4 is methyl or hydrogen by reacting a compound having the generic structure: STR2 in an aqueous silver-ion containing solution having a weakly acidic pH at elevated temperatures. The compounds so produced are useful for their organoleptic properties in consumable materials, such as foodstuffs, foodstuff flavorants, chewing gums, chewing gum flavorants, toothpastes, toothpaste flavorants, medicinal products, medicinal product flavorants, chewing tobaccos, chewing tobacco flavorants, smoking tobaccos, smoking tobacco flavorants, perfume compositions, perfumed articles, such as cationic, anionic, nonionic and zwitterionic detergents, fabric softener compositions, drier-added fabric softener articles, textile sizing agents and optical brighteners for textiles as well as colognes.

Processes for producing cis alkyl-2-methyl-3-pentenoates and isomer mixtures containing high proportions of cis alkyl-2-methyl-3-pentenoates

Methods for producing cis-alkyl-2-methyl-3-pentenoates and isomeric mixtures containing high proportions (greater than 50%) of cis C2 -C6 alkyl-2-methyl-3-pentenoates.