50592-60-4

Usage

Uses

Used in Flavor and Fragrance Industry:
5-methylhex-5-enenitrile is used as a flavoring agent for its appealing aroma, contributing to the development of various scented products such as perfumes, colognes, and other fragrances.
Used in Chemical Synthesis:
As a chemical intermediate, 5-methylhex-5-enenitrile plays a crucial role in the synthesis of other organic compounds, facilitating the production of a wide range of chemical products.
Used in Antimicrobial Applications:
5-methylhex-5-enenitrile has been identified as a potential antimicrobial agent, exhibiting activity against various bacteria and fungi. This property makes it a candidate for use in applications where microbial control is necessary, such as in certain medical or industrial settings.
However, it is important to handle 5-methylhex-5-enenitrile with care, as it may pose risks if ingested, inhaled, or comes into contact with the skin.

InChI:InChI=1/C7H11N/c1-7(2)5-3-4-6-8/h1,3-5H2,2H3

Upstream product

• 107-13-1 acrylonitrile 
• 115-11-7 isobutene 
• 75-65-0 tert-butyl alcohol 
• 110-47-4 3-(propan-2-yloxy)propanonitrile 
• 22508-64-1 4-methyl-4-penten-1-ol 
• 143-33-9 sodium cyanide 
• 10412-98-3 5-oxohexanenitrile 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 79320-73-3 4-methyl-pent-4-enyl methanesulfonate 

Downstream Products

• 10408-15-8 6-methylhept-6-en-2-one 
• 50592-61-5 5-methylene-1,9-nonanedinitrile 
• 102599-92-8 5,5'-dimethyl-5,5'-p-phenylene-di-hexanenitrile 
• 55170-74-6 5-methylhex-5-enoic acid 
• 206987-22-6 Dimethyl-(7-methyl-octa-1,2,7-trienyl)-phenyl-silane 
• 6094-02-6 2-methyl-1-hexene 
• 1974-89-6 6-bromo-2-methyl-1-hexene 
• 21302-56-7 1,4-bis-(5-amino-1,1-dimethyl-pentyl)-benzene 

Relevant academic research and scientific papers

On the mechanism and kinetics of radical reactions of epoxyketones and epoxynitriles induced by titanocene chloride

(Chemical Equation Presented) The reactions of a series of epoxynitriles and epoxyketones induced by titanocene chloride have been studied. The kinetics of the decyanogenation of β,γ-epoxynitriles with Ti(III) corresponds to a radical reaction (k25 ≈ 106 S-1), as demonstrated by competition experiments with H-transfer from 1,4-cyclohexadiene (1,4-CHD) or PhSH or conjugate addition to acrylonitrile. The 5-exo cyclization onto nitrile induced by Ti(III) is a radical reaction (k25 ≈ 107 S-1) as seen in competition experiments with H-transfer from PhSH or the titanocene-water complex. The iminyl or alkoxyl radicals generated by 5-exo cyclization onto nitriles or ketones only undergo a reduction with Ti(III). This reaction overwhelms any alternative process, such as tandem cyclization onto alkenes or β-scission. Iminyl radicals generated by 4-exo cyclizations onto nitriles undergo reduction with Ti(III) and β-scission reaction in a ratio of 96:4 when the α-substituent is CN. Alkoxyl radicals from 4-exo cyclizations onto ketone carbonyls undergo reduction with Ti(III) and β-scission in a ratio of 60:40 when the α-substituent is COOR. In nearly all the reactions studied, the role of Ti(III) is triple: a radical initiator (homolytic cleavage of oxirane), a Lewis acid (coordination to CN or C=O). and a terminator (reduction of iminyl or alkoxyl radicals).

Thermal and lewis acid catalyzed intramolecular ene reactions of allenylsilanes

Intramolecular ene reactions of allenylsilanes can be effected with a variety of imines, aldehydes and alkenes as enophiles, forming five and six membered rings. These reactions are cis stereoselective in all cases studied, and appear to proceed via a concerted, pericyclic process. The cycloadditions all generally occur under mild thermal conditions and some involving imino enophiles can also be effected at lower temperatures using Lewis acid catalysis.