Hirai, Hajime; Ueda, Kenzo; Matsui, Masanao published the artcile< Studies on chrysanthemic acid. Part XXV. Alternative synthesis of chrysanthemic acid via tetrahydrofuran derivatives>, Application of C8H14O2, the main research area is chrysanthemic acid insecticide; chloromethylchloroisopropylhexanoic acid ester.
The olefination reaction between 2,2,5,5-tetramethyltetrahydrofuran-3-one and (EtO)2P(:O)CH2CO2Et afforded an isomeric mixture of the normal α,β-unsaturated ester (I) and the endocyclic β,γ-unsaturated ester (II). Catalytic hydrogenation and subsequent hydrolysis of the mixture gave 2,2,5,5-tetramethyltetrahydrofuryl-3-acetic acid III. III was treated with SOCl2 in the presence of ZnCl2 to give Me2CClCH(CH2CO2Et)CH2CClMe2, from which trans-chrysanthemic acid was obtained by a known method. Pyrocin was also obtained in good yield by heating III with BF3-etherate.
Agricultural and Biological Chemistry published new progress about Insecticides. 5455-94-7 belongs to class tetrahydrofurans, and the molecular formula is C8H14O2, Application of C8H14O2.
Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem