The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Cold Crystallization and Polymorphism Triggered by the Mobility of the Phenyl Group in Alkyl Azo Dye Molecules》. Authors are Honda, Akinori; Kakihara, Shunta; Kawai, Masato; Takahashi, Tomomi; Miyamura, Kazuo.The article about the compound:1-Bromoundecanecas:693-67-4,SMILESS:CCCCCCCCCCCBr).Computed Properties of C11H23Br. Through the article, more information about this compound (cas:693-67-4) is conveyed.
The thermal behavior, including the cold crystallization, of alkyl-derivatized Sudan III (1-[4-(phenylazo)phenylazo]-2-naphthol), SD3-OCn, was investigated. Its structural flexibility due to the two azo groups caused the formation of plural crystal structures, which further resulted in complex cold crystallization A metastable nonflat structure and a thermodynamically stable flat structure resulted in the two sets of crystallization and melting behavior during the heating process. Further, the change in the alkyl chain length caused variations in the crystallization rate and crystallinity, thus systematically changing the cold crystallization behavior. It was proven that the high mobility of the Ph group triggered supercooling and cold crystallization and that the alkyl chain correspondingly controlled the thermal behavior.
After consulting a lot of data, we found that this compound(693-67-4)Computed Properties of C11H23Br can be used in many types of reactions. And in most cases, this compound has more advantages.
Reference:
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem