Intra-injector formation of methyl esters from phenoxy acid pesticides was written by Brondz, Ilia;Olsen, Ingar. And the article was included in Journal of Chromatography in 1992.Quality Control of 2-(4-Methoxyphenoxy)acetic acid This article mentions the following:
Trimethylanilinium hydroxide was used as a derivatization agent for a broad range of phenoxy acids. Derivatization took place inside the injector immediately before gas chromatog. anal., thereby minimizing the chance of exposing the operator to trimethylanilinium hydroxide. The reproducibility and sensitivity of the derivatization procedure were high. Maximum sensitivity for 19 phenoxy acids was 0.1-0.3 ppm. Derivatization was quant. and did not produce byproducts. The procedure required a min. of time and effort compared with other derivatization methods in current use and is recommended for routine determinations of phenoxy acids. In the experiment, the researchers used many compounds, for example, 2-(4-Methoxyphenoxy)acetic acid (cas: 1877-75-4Quality Control of 2-(4-Methoxyphenoxy)acetic acid).
2-(4-Methoxyphenoxy)acetic acid (cas: 1877-75-4) belongs to ethers. Ether is less polar than esters, alcohols or amines because of the oxygen atom that is unable to participate in hydrogen bonding due to the presence of bulky alkyl groups on both sides of the oxygen atom. Ethers feature bent C–O–C linkages. In dimethyl ether, the bond angle is 111° and C–O distances are 141 pm. The barrier to rotation about the C–O bonds is low. The bonding of oxygen in ethers, alcohols, and water is similar. In the language of valence bond theory, the hybridization at oxygen is sp3.Quality Control of 2-(4-Methoxyphenoxy)acetic acid
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem