The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Low-temperature thermodynamics of pentaerythritol and its tetrahalide derivatives》. Authors are Westrum, Edgar F. Jr.; Payne, Donald H..The article about the compound:Pentaerythrityltetrabromidecas:3229-00-3,SMILESS:BrCC(CBr)(CBr)CBr).HPLC of Formula: 3229-00-3. Through the article, more information about this compound (cas:3229-00-3) is conveyed.
Certain types of solid-solid transitions have been explained by the onset of rotation in the crystalline state and by an order-disorder type of mechanism. Precise treatment of such transitions is greatly hindered by the lack of accurate structural data, especially in the low-temperature region. The molal thermodynamic functions of C(CH2OH)4, C(CH2Cl)4, C(CH2Br)4, C(CH2I)4, and C(CH2F)4 were determined at 298.15°K. A 1st-order transition was found at 249.40°K. in C(CH2F)4 with a molal heat of transition of 3157.5 ± 2.3 cal. and a molal entropy (S) of transition of 12.66 ± 0.01 cal./degree. Interpretation of structural models of C(CH2F)4 and C(CH2OH)4 gave a calculated S change of 12.63 consisting of an S increment of R ln 9 derived from the neopentane transition, R ln 2 for the orientation of the -CC4- tetrahedron, R ln 2 for the introduction of 4 F atoms, and 4 R ln 3 for the orientations of the -CH2F tetrahedra. In “”pseudorotational”” transitions, the S associated with the change occurring in the symmetry features of the structure, both mol. and crystallographic, should agree with the S calculated statistically from the change in the number of symmetry features in the transition.
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Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem