Metzger, Jurgen O. published the artcileRadical additions of alkyl 2-haloalkanoates and 2-haloalkanenitriles to alkenes initiated by electron transfer from copper in solvent-free systems, COA of Formula: C5H9IO2, the publication is Liebigs Annalen/Recueil (1997), 2303-2313, database is CAplus.
Alkyl 2-iodoalkanoates and 2-iodoalkanenitriles were added with Cu powder to the 1-alkenes RCH2CH:CH2 [R = (CH2)7CO2Me, (CH2)4Me, OH, C(CO2Et)2CH2CH:CH2] and to the alkenes (Z)-R(CH2)2CH:CH(CH2)2R1 [R = (CH2)5Me, R1 = (CH2)5CO2Me; R = (CH2)5Me, R1 = (CH2)9CO2Me; R = (CH2)8Me, R1 = (CH2)2CO2Me; RR1 = bond] to give γ-lactones and 4-iodoalkanenitriles, resp., in very good yields. No solvent was used. The reaction is a free-radical addition initiated by electron transfer from Cu to the activated iodoalkane. Yields were lower using the resp. bromo compounds In-situ formation of the iodo compounds by addition of stoichiometric amounts of NaI to the reaction mixture gave improved yields. In the case of bromomalonates, the addition of NaI proved to be unnecessary. The diastereoselectivity of the addition reaction by relative 1,3-asym. induction was rationalized by consideration of the steric interactions of the substituents in the transition state which is formed in the process of I transfer to the chiral adduct radical.
Liebigs Annalen/Recueil published new progress about 31253-08-4. 31253-08-4 belongs to iodides-buliding-blocks, auxiliary class Iodide,Ester, name is Ethyl 2-Iodopropionate, and the molecular formula is C5H9IO2, COA of Formula: C5H9IO2.
Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com