2570-96-9

Usage

Uses

Used in Pharmaceutical Industry:
2-METHYLOCTANENITRILE is used as a chemical intermediate for the synthesis of various pharmaceutical compounds, contributing to the development of new drugs and medications.
Used in Agrochemical Industry:
2-METHYLOCTANENITRILE is used as a chemical intermediate in the production of agrochemicals, aiding in the creation of pesticides, herbicides, and other agricultural products.
Used in Perfume Industry:
2-METHYLOCTANENITRILE is used as a chemical intermediate in the synthesis of perfumes, enhancing the fragrances and scents of various perfumed products.
Used in Organic Synthesis:
2-METHYLOCTANENITRILE is used as a solvent in organic synthesis, facilitating various chemical reactions and processes.
Used in Chemical Reactions:
2-METHYLOCTANENITRILE is used as a reagent in chemical reactions, playing a crucial role in the synthesis and production of different compounds.

InChI:InChI=1/C9H17N/c1-3-4-5-6-7-9(2)8-10/h9H,3-7H2,1-2H3

Upstream product

• 74-90-8 hydrogen cyanide 
• 111-66-0 oct-1-ene 
• 36049-78-2 2-iodooctane 
• 151-50-8 potassium cyanide 
• 4164-93-6 2-methyl-octanoic acid amide 
• 82314-21-4 2-cyano-2-methyl-octanoic acid ethyl ester 
• 603-35-0 triphenylphosphine 
• 143-33-9 sodium cyanide 
• 628-61-5 2-chlorooctane 
• 557-35-7 2-bromooctane 
• 871-84-1 1,7-Octadiyne 
• 4128-31-8 rac-octan-2-ol 
• 124243-21-6 2-Octanone carbomethoxyhydrazone 
• 124243-17-0 N'-(octan-2-ylidene)benzohydrazide 

Downstream Products

• 816-78-4 3-methyl-nonan-2-one 
• 62623-57-8 2-Peracetoxy-2-methyloctannitril 
• 111-13-7 hexyl-methyl-ketone 

Relevant academic research and scientific papers

Ni-Catalyzed Isomerization-Hydrocyanation Tandem Reactions: Access to Linear Nitriles from Aliphatic Internal Olefins

A highly regioselective nickel-based catalyst system for the isomerization/hydrocyanation of aliphatic internal olefins is described. This benign tandem reaction provides facile access to a wide variety of aliphatic nitriles in good yields with excellent regioselectivities. Thanks to Lewis acid-free conditions, the protocol features board functional groups tolerance, including secondary amine and unprotected alcohol groups.

Process for the Catalytic Reversible Alkene-Nitrile Interconversion

The present invention refers to processes for catalytic reversible alkene-nitrile interconversion through controllable HCN-free transfer hydrocyanation.

Radical cyanation of alkyl iodides with diethylphosphoryl cyanide

The β-elimination of an organophosphoryl group from an iminyl radical is observed for the first time. On the basis of this finding, radical cyanation of alkyl iodides is achieved by using diethylphosphoryl cyanide. Georg Thieme Verlag Stuttgart.

A simple one-pot procedure for the direct conversion of alcohols into alkyl nitriles using TsIm

A convenient and efficient one-pot preparation of nitriles from alcohols using N-(p-toluenesulfonyl)imidazole (TsIm) is described. In this method, treatment of alcohols with a mixture of NaCN, TsIm and triethylamine in the presence of catalytic amounts of tetra-n-butylammonium iodide (TBAI) in refluxing DMF furnishes the corresponding alkyl nitriles in good yields. This methodology is highly efficient for various structurally diverse alcohols with selectivity for ROH: 1° > 2° > 3°.

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.

Efficient conversion of tetrahydropyranyl (THP) ethers to their corresponding cyanides with triphenylphosphine/2,3-dichloro-5,6- dicyanobenzoquinone/n-Bu4 NCN

Tetrahydropyranyl ethers were converted to their corresponding alkyl cyanides efficiently by using the triphenylphosphine/ 2,3-dichloro-5,6- dicyanobenoquinone / n-Bu4 NCN system in refluxing acetonitrile with good-to-excellent yields.

Conversion of Alcohols, Thiols, and Trimethysilyl Ethers to Alkyl Cyanides Using Triphenylphosphine/2,3-Dichlorol-5,6-dicyanobenzoquinone/n-Bu 4NCN

Triphenylphosphine and 2,3-dichloro-5,6-dicyanobenzoquinone afford an adduct, which in the presence of n-Bu4NCN converts alcohols, thiols, and trimethylsilyl ethers into their corresponding alkyl cyanides in good to excellent yields at room tem

Tin-free radical cyanation of alkyl iodides and alkyl phenyl tellurides

As a result of much faster phenyl telluride group transfer relative to the corresponding iodine atom transfer, tin-free radical cyanation of alkyl phenyl tellurides has been achieved with p-toluenesufonyl cyanide and methyl allyl sulfone in the presence of V-40 as initiator.

Azide and Cyanide Displacements via Hypervalent Silicate Intermediates

Hypervalent azido- and cyanosilicate derivatives, prepared in situ by the reaction of trimethylsilyl azide or trimethylsilyl cyanide, respectively, with tetrabutylammonium fluoride, are effective sources of nucleophilic azide or cyanide. Primary and secondary alkyl halides and sulfonates undergo rapid and efficient azide or cyanide displacement in the absence of phase transfer catalysts with the silicate derivatives. Application of these reagents to the stereoselective synthesis of glycosyl azide derivatives is reported.

A convenient preparation of alkyl nitriles by the Mitsunobu procedure

A convenient preparation of alkyl nitriles from alcohols extending the use of the Mitsunobu reaction is described. Acetone cyanohydrin is the acidic component and the source of cyanide ion.