Mass-spectrometric investigations on derivatives of phenylacetic acid. I. Loss of ortho substituents from ionized phenylacetamides was written by Lee, Dong Ung;Mayer, Klaus K.;Wiegrebe, Wolfgang;Lauber, Rolf;Schlunegger, Urs P.. And the article was included in Archiv der Pharmazie (Weinheim, Germany) in 1988.Quality Control of 2-(2-Chlorophenyl)acetamide This article mentions the following:
The mol. ions of 2-RC6H4CH2CONR12 (I; R = Cl, Br, NO2; R1 = H, Me) lost R to give strong [M-R]+ signals. I (R = MeO, cyano; R1 = H, Me) lost R to a minor extent, while I (R = H, Me, F; R1 = H; R = H, F, R1 = Me) did not lose R. Also, Cl was not lost from the 3- and 4-chloro amides. Loss of a 2-NO2 group was favored by an addnl. MeO substituent. Metastable-ion and collisional-activation spectra were discussed. In the experiment, the researchers used many compounds, for example, 2-(2-Chlorophenyl)acetamide (cas: 10268-06-1Quality Control of 2-(2-Chlorophenyl)acetamide).
2-(2-Chlorophenyl)acetamide (cas: 10268-06-1) belongs to amides. Because of the greater electronegativity of oxygen, the carbonyl (C=O) is a stronger dipole than the N–C dipole. The presence of a C=O dipole and, to a lesser extent a N–C dipole, allows amides to act as H-bond acceptors. Ionic, or saltlike, amides are strongly alkaline compounds ordinarily made by treating ammonia, an amine, or a covalent amide with a reactive metal such as sodium.Quality Control of 2-(2-Chlorophenyl)acetamide
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics