The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Halogenation of nuclei acids. II. Bromination of yeast ribonucleic acids in dimethylformamide solution》. Authors are Duval, J.; Ebel, J. P..The article about the compound:8-Bromoguaninecas:3066-84-0,SMILESS:NC(N1)=NC(NC(Br)=N2)=C2C1=O).Formula: C5H4BrN5O. Through the article, more information about this compound (cas:3066-84-0) is conveyed.
cf. CA 62, 6716b. The reaction of Br2 on the RNA’s dissolved in moisture-free dimethylformamide (I) as quaternary ammonium salts produces mainly 8-bromoguanine, 5-bromouracil, and 5-bromocytosine. Adenine is not brominated. A secondary reaction takes place, mainly with guanine, leading to formation of compounds having lost their uv absorption. In the ease of the soluble RNA, bromination in I leaves the polynucleotide chain intact, but an alteration of the secondary structure occurs; this alteration increases with the degree of bromination. In the case of ribosomal RNA, the treatment causes a progressive decrease of the sedimentation constants of both the 26S and 16S components. The reasons for the difference in behavior of soluble RNA and ribosomal RNA toward bromination are discussed. 38 references.
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Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem