68077-52-1

Upstream product

• 201230-82-2 carbon monoxide 
• 19158-51-1 P-toluenesulfonyl cyanide 
• 7677-24-9 trimethylsilyl cyanide 
• 2719-27-9 cyclohexanylcarbonyl chloride 

Downstream Products

• 29493-00-3 dodec-6-ene 
• 143099-86-9 (E)-2-cyclohexyl-2-pentyl-2-octen-1-one 
• 143099-85-8 (E)-2-cyclohexyl-2-hydroxy-3-pentyl-3-nonenenitrile 
• 108583-50-2 benzoic acid cyano(cyclohexyl)methyl ester 
• 852996-32-8 3-cyclohexyl-2-dibenzylamino-3-oxo-propionitrile 
• 95123-13-0 1-cyclohexylbut-3-en-1-one 
• 54276-57-2 Cyclohexyliden(trimethylsilyloxy)acetonitril 

Relevant academic research and scientific papers

Radical cyanocarbonylation using alkyl allyl sulfone precursors

Acyl cyanides have been prepared by the three-component coupling reactions comprised of alkyl allyl sulfones, carbon monoxide, and p-tolylsulfonyl cyanide under tin-free radical reaction conditions. Georg Thieme Verlag Stuttgart.

Trimethylsilyl Cyanide - A Reagent for Umpolung, VIII. Derivatives of 2-(Trimethylsilyloxy)-2-propenenitrile. Syntheses and General Properties

Rather different derivatives of the new title compuond 7 were synthesized by routes A - H (Table 2 and 3).The effects of substituents and reaction routes on the E/Z ratios (NMR) is discussed.Replacement of SiMe3 in 7 by RCO- and MeSO2- yields other alkenes with donor (O - X) and acceptor groups (CN) at the same C-atom.Their opposite effects on the β-C-atom is estimated from the corresponding 1H- and 13C-NMR signals.

Process for the production of acyl cyanides (B)

There are prepared acyl cyanides of the formula STR1 where R is a straight or branched chain alkyl group having 1 to 18 carbon atoms, preferably 1 to 10 carbon atoms, and which also can be substituted by one or more phenyl groups or halogen atoms, preferably chlorine, or R is preferably a cycloalkyl group having 3 to 8 carbon atoms, preferably cyclopropyl, which can have one or more 1 to 3 carbon atom alkyl or halogen, preferably chlorine, substituents wherein in all of the above set forth substitutions the halogen atoms and the phenyl groups are not on the carbon atom adjacent to the carbonyl group or R is a substituted phenyl group, a naphthyl group, a substituted naphthyl group or a five membered heterocyclic group, e.g., furyl, thienyl or alkyl substituted thienyl, wherein the substituents on the phenyl or naphthyl are halogen atoms, nitro groups or alkyl or alkoxy groups having 1 to 5 carbon atoms. The process comprises reacting an acyl halide of the formula in which R is as defined above and Hal is a chlorine or bromine atom, with a mixture consisting of about 0.1 to 5 equivalents of the alkali metal cyanide and about 0.05 to 2 equivalents of the copper (I) salt at a temperature of about 50° to 180° C in the presence of a carboxylic acid nitrile inert under the reaction conditions employed. Certain of the compounds are novel per se.