13887-79-1

Usage

InChI:InChI=1/C12H23N/c1-3-4-5-6-7-8-9-10-12(2)11-13/h12H,3-10H2,1-2H3

Upstream product

• 506-68-3 bromocyane 
• 286408-72-8 2,3-dimethyl-2-(1-methoxy-2-methylundecyl)peroxybut-3-ene 
• 68141-17-3 2-methylundecanal dimethyl acetal 
• 1653-30-1 undecan-2-ol 
• 75-86-5 2-hydroxy-2-methylpropanenitrile 
• 629-27-6 1-Iodooctane 
• 126-98-7 methacrylonitrile 

Relevant academic research and scientific papers

Intramolecular homolytic displacements. 30. Functional decarbonylative transformations of aldehydes via homolytically induced decomposition of unsaturated peroxyacetals

Homolytically induced decompositions of unsaturated peroxyacetals, synthesized from aldehydes, gave alkoxyalkoxyl radicals that yielded alkyl radicals by rapid β-scission. The latter radicals could react with several types of "transfer agents" to smoothly bring about homolytic decarbonylative functional group transformations of aldehydes into halides, hydrocarbons, xanthates, alkanenitriles, 2-alkyl-3-chloromaleic anhydrides, 1-phenylalk-1-ynes, and ethyl 2-alkylpropenoates.

A facile one-pot cyanation of primary and secondary alcohols. Application of some new Mitsunobu reagents

Some new Mitsunobu reagents, especially N,N,N',N'-tetramethylazodicarboxamide(TMAD)-tributylphosphine (TBP) and cyanomethylenetrimethylphosphorane (CMMP), mediated the direct transformation of primary and secondary alcohols into the corresponding nitriles in the presence of acetone cyanohydrin. This type of cyanation process can convert 3β-cholestanol to 3α-cyanocholestane in high yield with complete Walden inversion.

A New Coupling Reaction of Alkyl Iodides with Electron Deficient Alkenes Nickel Boride (cat.) - Borohydride Exchange Resin in Methanol

The radical addition reaction of alkyl iodides with α,β-unsaturated esters, nitriles, and ketones proceeds in moderate to excellent yields (50-95%) using Ni(OAc)2 (0.05-0.2 equiv) - BER (3-5 equiv) in methanol in 1-9 h at room temperature or at 65°C. Nickel boride on borohydride exchange resin (BER) is a good alternative reagent to tributyltin hydride for the coupling of alkyl iodides with the electron deficient alkenes in methanol. Compared with tributyltin hydride method, this method has an advantage of simple workup, since nickel boride - BER can be removed readily by filtration.