α‐Ethyl‐α‐Methylsuccinic Acid

Prout, Franklin S.; Aguilar, Villegas; Girard, Fabien; Lee, D. D.; Shoffner, J. P.

doi:10.1002/0471264180.os044.19

Cited by 1 publication

(1 citation statement)

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“…Hydrochloric acid (1.5 ml, 17.96 mmol) was added to a [2,2,4,4‐ 2 H 4 ]butanedinitrile (350 µl, 3.00 mmol) and the mixture was kept at 100 °C for 6 h. The product was isolated under reduced pressure, and the white solid formed was used for the next step 9…”

Section: Methodsmentioning

confidence: 99%

Low‐energy collision‐induced fragmentation of negative ions derived from diesters of aliphatic dicarboxylic acids made with hydroxybenzoic acids

Nishshanka

Attygalle

2008

J. Mass Spectrom.

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Diesters of ortho-hydroxybenzoic acid (salicylic acid) made with glutaric, adipic, and pimelic acids are the monomers of some potential drug candidates for aspirin patches. Collision-induced dissociation (CID) spectra of negative ion derived from these compounds show a 120-Da 'neutral loss' specific to the ortho isomers. In contrast, the anions derived from diesters of meta- and para-hydroxybenzoic acids show a 138-Da loss for an elimination of elements of hydroxybenzoic acid by a charge-remote mechanism. Deuterium labeling studies confirmed that the hydrogen atom transferred for hydroxybenzoic acid loss originates specifically from the alpha position of the dicarboxylic acid moiety. Although all spectra showed a peak at m/z 137, a charge-mediated process specific for the ortho compounds renders it the most prominent peak in the spectra of ortho compounds. Appropriate deuterium labeling experiments demonstrated that the hydrogen atom transferred for the formation of the m/z 137 ion in ortho compounds is specifically derived from the alpha position of the dicarboxylic acid moiety.

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Section: Methodsmentioning

confidence: 99%