Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 33216-52-3, is researched, Molecular C5H2Cl3N, about Thermochemical parameters of chlorinated compounds of pyridine, the main research direction is chlorinated pyridine formation enthalpy charge heat capacity entropy.Product Details of 33216-52-3.
Thermochem. and geometrical parameters of all chlorinated compounds of pyridine were calculated with the CBS-QB3 composite method. Standard entropies, standard Gibbs free energies of formation, standard enthalpies of formation, and heat capacities were computed and compared with their corresponding available exptl. data. Our calculated enthalpy values agree well with a rather limited corresponding exptl. data. Adjacent chlorinated sites in pyridine was found to incur a thermodn. penalty of 5.0 kcal/mol. While chlorination of pyridine is carried out at elevated temperatures in the gas and solvent media, acquiring the trend underpinning chlorination sequence at room temperature provides an insightful mechanistic insight. For this reason, we calculated Fukui indexes for electrophilic substitution and attempted to link obtained values with thermodn. stability orderings computed at 25 °C. Overall, the pattern and degree of chlorination induces very minor geometrical differences in reference to the unsubstituted pyridine. Calculated Fukui indexes predicts the chlorination sequence as follows; 2-chloro → 2,5-dichloro → 2,3,6-trichloro → 2,3,5,6-tetrachloro → 2,3,4,5,6-pentachloropyridine. However, a significant pos. charge accumulated in the N atom of the ortho-Wheland-type adduct renders its thermodynamically unstable by 8 kcal/mol in reference to the meta-Wheland intermediate. Overall, the sequence of chlorination is most likely to be sensitive to kinetics factors rather than thermodn. attributes; i.e., energies required to form the Wheland-type intermediates.
《Thermochemical parameters of chlorinated compounds of pyridine》 provides a strategy for the preparation of materials with excellent comprehensive properties, which is conducive to broaden the application field of this compound(3,4,5-Trichloropyridine)Product Details of 33216-52-3.
Reference:
Bromide – Wikipedia,
bromide – Wiktionary