50592-60-4

Basic information

• Product Name: 5-methylhex-5-enenitrile
• Synonyms: 5-methylhex-5-enenitrile;5-Methyl-5-hexenenitrile;5-Methylhex-5-enenitrile97%
• CAS NO: 50592-60-4
• Molecular Formula: C₇H₁₁N
• Molecular Weight: 109.16894
• EINECS: 256-629-8
• Mol File: 50592-60-4.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 175.3 °C at 760 mmHg
• Flash Point: 66.5 °C
• Appearance: /
• Density: 0.824 g/cm³
• Vapor Pressure: 1.16mmHg at 25°C
• Refractive Index: 1.426
• CAS DataBase Reference: 5-methylhex-5-enenitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 5-methylhex-5-enenitrile(50592-60-4)
• EPA Substance Registry System: 5-methylhex-5-enenitrile(50592-60-4)

Safety Data

• Hazard Codes: F,T
• Hazardous Substances Data: 50592-60-4(Hazardous Substances Data)

Usage

General Description

5-methylhex-5-enenitrile is a chemical compound with the molecular formula C7H11N. It is a colorless liquid with a strong, sweet, and fruity odor. 5-methylhex-5-enenitrile is used in the manufacturing of flavors and fragrances due to its pleasant smell. It is also used as a chemical intermediate in the synthesis of other organic compounds. Additionally, 5-methylhex-5-enenitrile has been identified as a potential antimicrobial agent with activity against various bacteria and fungi. However, it should be handled with caution as it may be harmful if swallowed, inhaled, or in contact with skin.

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

Upstream product

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

Downstream Products

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

Relevant articles and documents

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).

A synthesis of (±) frontalin, the pheromone of Dendroctonus bark beetles

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