17O NMR study of ortho and alkyl substituent effects in substituted phenyl and alkyl esters of benzoic acids was written by Nummert, Vilve;Maemets, Vahur;Piirsalu, Mare;Vahur, Signe;Koppel, Ilmar A.. And the article was included in Collection of Czechoslovak Chemical Communications in 2011.Reference of 5335-05-7 This article mentions the following:
17O NMR spectra for 44 ortho-, meta- and para-substituted Ph and alkyl benzoates (C6H5CO2C6H4-X, C6H5CO2R) at natural abundance in acetonitrile were recorded. Substituent effects on the 17O NMR chem. shifts, δ(17O), of the carbonyl oxygen and the single-bonded phenoxy (OPh) and alkoxy (OR) oxygens have been studied. The δ(17O) values of the carbonyl oxygen for para derivatives showed a good correlation with the σ° constants The δ(17O) values of carbonyl oxygen for ortho derivatives were found to be described well with the Charton equation containing the inductive, σI, resonance, σ°R, and steric, EsB, substituent constants in case the data treatment was performed sep. for electron-donating +R and electron-attracting -R substituents. The electron-donating +R ortho and para substituents in substituted benzoates caused shielding and the electron-withdrawing -R substituents produced deshielding of the O signal. The steric interaction of ortho substituents with the ester group decreased the electron d. at the carbonyl oxygen. In alkyl benzoates the δ(17O) values were found to be described well with the inductive, σI, and the steric, EsB, substituent constants In the experiment, the researchers used many compounds, for example, Chloromethyl benzoate (cas: 5335-05-7Reference of 5335-05-7).
Chloromethyl benzoate (cas: 5335-05-7) belongs to organic chlorides. Organic chlorides can cause corrosion in pipelines, valves and condensers, and cause catalyst poisoning. The hydrocarbon processing industry (HPI) and others are affected by damage caused by these substances. Alkyl chlorides readily react with amines to give substituted amines. Alkyl chlorides are substituted by softer halides such as the iodide in the Finkelstein reaction.Reference of 5335-05-7
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics