Trifluoromethoxy Substituted Anilines: Metalation as the Key Step for Structural Elaboration was written by Leroux, Frederic;Castagnetti, Eva;Schlosser, Manfred. And the article was included in Journal of Organic Chemistry in 2003.HPLC of Formula: 18437-66-6 This article mentions the following:
Trifluoromethoxy-substituted anilines undergo hydrogen/lithium permutation (“metalation”) with optional site selectivity depending on the N-protective group employed. N-tert-Butoxycarbonyl-2- and -4-(trifluoromethoxy)aniline react with tert-BuLi at the nitrogen-adjacent 6- and 2-position affording, after electrophilic trapping, the corresponding substituted anilines I (R1 = F3CO, R2 = H, R3 = HO2C; R1 = H, R2 = F3CO, R3 = Me, CHO, HO2C, HOCH2CH2). In contrast, deprotonation of the N,N-bis(trimethylsilyl)-substituted 4-(trifluoromethoxy)aniline occurs at the oxygen-neighboring 3-position. Sec-BuLi attacks 3-trifluoromethoxy-N-(trimethylsilyl)aniline at the 2-position, but 3-trifluoromethoxy-N,N-bis(trimethylsilyl)aniline at the 4-position to provide the corresponding acids II (R4 = HO2C, R5 = H; R4 = H, R5 = HO2C), resp., after carboxylation. The synthesis of two new benzodiazepines III (R6 = F3CO, R7 = H, R8 = F; R6 = Cl, R7 = HO, R8 = F3CO) illustrates the preparative potential of the aniline functionalization mediated by organometallic reagents. In the experiment, the researchers used many compounds, for example, tert-Butyl (4-chlorophenyl)carbamate (cas: 18437-66-6HPLC of Formula: 18437-66-6).
tert-Butyl (4-chlorophenyl)carbamate (cas: 18437-66-6) belongs to organic chlorides. Organochlorines stimulate the central nervous system and cause convulsions, tremor, nausea, and mental confusion. Examples are dichlorodiphenyltrichloroethane (DDT), chlordane, lindane, endosulfan, and dieldrin. Aliphatic organochlorides are often alkylating agents as chlorine can act as a leaving group, which can result in cellular damage.HPLC of Formula: 18437-66-6
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics