Ziao, Nahosse published the artcileAmino nitrogen and carbonyl oxygen in competitive situations: which is the best hydrogen-bond acceptor site?, Product Details of C7H13NO2, the publication is CrystEngComm (2002), 326-335, database is CAplus.
The relative H-bond acceptor abilities of amino N and carbonyl O in various chem. environments were studied using data retrieved from the Cambridge Structural Database (CSD) and via ab initio MO calculations Surveys of the CSD for H bonds between HX (X = N, O) donors and push-pull or saturated amino ketone and amino ester mol. fragments show that the H bonds are much more frequent on the O than on the amino N. In the push-pull families, the H-bonding (HB) ability of the carbonyl O is increased by conjugation between the lone pair of the amino substituent and the C=O group, a behavior similar to resonance-assisted H bonding. The unexpected behavior of twisted amides, in which only the amino N is involved in H bonding, is pointed out. This unusual feature is explained by the disruption of conjugation between the amino lone pair and the carbonyl owing to the cyclization involving the amino moiety. In aliphatic systems, the amino N retains its HB ability but is still involved in a rather low number of contacts. This behavior reflects the sensitivity of the amino N to steric hindrance. The relative strengths of the H bonds on the carbonyl O in ketones and esters follow the exptl. order of H-bond basicity as observed in solution through the pKHB scale. Ab initio MO calculations (B3LYP/6-31+G** level) of electrostatic and charge transfer descriptors also confirm the exptl. observations. pKa.
CrystEngComm published new progress about 924-99-2. 924-99-2 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Amine,Aliphatic hydrocarbon chain,Ester, name is Ethyl 3-(dimethylamino)acrylate, and the molecular formula is C16H24BF4Ir, Product Details of C7H13NO2.
Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics