85520-63-4

Basic information

• Product Name: (Z)-undec-2-enenitrile
• Synonyms: (Z)-undec-2-enenitrile
• CAS NO: 85520-63-4
• Molecular Weight: 165.279
• Mol File: 85520-63-4.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: (Z)-undec-2-enenitrile(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-undec-2-enenitrile(85520-63-4)
• EPA Substance Registry System: (Z)-undec-2-enenitrile(85520-63-4)

Safety Data

• Hazardous Substances Data: 85520-63-4(Hazardous Substances Data)

Upstream product

• 872-05-9 1-Decene 
• 107-13-1 acrylonitrile 
• 112-62-9 Methyl oleate 
• 2243-98-3 1-undecyne 
• 112-91-4 cis-9-octadecenenitrile 
• 124-19-6 nonan-1-al 
• 372-09-8 cyanoacetic acid 
• 1227007-46-6 (E)-2-cyanoundec-2-enoic acid 
• 18824-63-0 1,1-dimethoxynonane 
• 180330-96-5 2-bromo-undecanenitrile 
• 590-17-0 cyanomethyl bromide 
• 85520-56-5 (E)-2-trimethylsilyl-2-undecenenitrile 
• 107-14-2 chloroacetonitrile 

Relevant articles and documents

Cross metathesis of bio-sourced fatty nitriles with acrylonitrile

We report the cross metathesis of two olefinic partners containing different types of nitrile functionality. Thus, cross metathesis of fatty nitriles with acrylonitrile have been achieved with olefin metathesis ruthenium catalysts. 10-Undecenenitrile provides 2-dodecenedinitrile with a high turnover number of 13,280 in the green solvent, diethyl carbonate. Cross metathesis with the internal carbon-carbon double bond of oleonitrile gave the expected products, and the cleavage of the internal double bond proved to be more difficult probably owing to faster catalyst decomposition. Graphical abstract: [Figure not available: see fulltext.]

CROSS METATHESIS APPROACH TO C11-C13 FATTY-CHAIN AMINO ESTERS FORM OLEIC ACID DERIVATIVES

A concise method of producing nylon 11, 12, or 13 precursors from oleic acid or an ester of oleic acid is described. The method involves cross-metathesis reactions as the key C-C bond formation step. Subsequent steps are provided to convert the metathesis product to the corresponding nylon precursors. Also provided are the products of the method.

Synthesis of α,β-unsaturated aldehydes and nitriles via cross-metathesis reactions using Grubbs' catalysts

A series of α,β-unsaturated aldehydes and nitriles of significant interest in the fragrance industry have been prepared using Grubbs' catalysts in cross-metathesis reactions of electron-deficient olefins (i.e., acrolein, crotonaldehyde, methacrolein, and acrylonitrile) with various 1-alkenes, including 1-decene, 1-octene, 1-hexene and 2-allyloxy-6-methylheptane. The latter is of particular interest, as it has not previously being used as a substrate in cross-metathesis reactions and allows access to valuable intermediates for the synthesis of new fragrances. Most reactions gave good selectivity of the desired CM product (≥90%). Detailed optimisation and mechanistic studies have been performed on the cross-metathesis of acrolein with 1-decene. Recycling of the catalyst has been attempted using ionic liquids.