61233-42-9Relevant academic research and scientific papers
Sigmatropic Rearrangements of Deprotonated Allyl Phenylacetates in the Gas Phase
Eichinger, Peter C. H.,Bowie, John H.,Hayes, Roger N.
, p. 5224 - 5228 (2007/10/02)
The ion C6H5C-HCO2CH2CH=CH2 undergoes competitive losses of C3H5OH and CO2 on collisional activation.The loss of C3H5OH proceeds through ion complex -(C6H5CH=C=O)> yielding C6H5CCO- and C3H5OH.This reaction occurs without prior ester equilibration C6H5C-HC(O)O*C3H5C6H5C-HC(O*)OC3H5.The elimination of CO2 follows rearrangement C6H5C-HCO2C3H5->C6H5(C3H5)CHCO2-.The rearrangement occurs through both six- and four-center transition states with the six-center (Claisen) rearrangement predominating.
