5447-28-9

Usage

InChI:InChI=1/C16H12ClN/c17-14-6-3-7-15(11-14)18-16-9-8-12-4-1-2-5-13(12)10-16/h1-11,18H

Upstream product

• 108-42-9 3-chloro-aniline 
• 135-19-3 β-naphthol 
• 933674-85-2 1-chloro-3-(trifluoromethylsulfonyl)benzene 
• 91-59-8 naphthalen-2-ylamine 

Relevant academic research and scientific papers

Direct intermolecular aniline ortho- arylation via benzyne intermediates

A method for direct, transition-metal-free ortho-arylation of anilines by aryl chlorides, bromides, fluorides, and triflates has been developed. This methodology provides the most direct approach to 2-arylanilines since no protecting or directing groups on nitrogen are required. The arylation is functional-group tolerant, with alkene, ether, trifluoromethyl, dimethylamino, carbonyl, chloro, and cyano functionalities tolerated. Phenylation of enantiopure binaphthyldiamine affords a product with >99% ee.

Catalysis by Phthalocyanines, XXVI. - Decomposition of Hydroperoxides on Iron and Cobalt Phthalocyanine

The decomposition of 7-cumyl hydroperoxide and tert-butyl hydroperoxide on iron or cobalt phthalocyanine in 1-chloronaphthalene, 1-bromonaphthalene and 3-chlorotoluene proceeds with evolution of oxygen and according to second order kinetics (Figures 2 and 3; Tables 1 - 3 and 7); the yield of oxygen is not quantitative (Figure 1, Tables 1 - 3 and 7).Evolution of oxygen is not observed in 1-methylnaphthalene and decalin. - In the presence of N-(2-naphthyl)aniline the oxygen yield decreases with increasing concentration of the inhibitor (Table 4).The inhibitor efficiency is influenced by substituents in the phenyl group (Table 5), a Hammett relation being fulfilled in the case of 3-Cl and 4-Cl or CH3O (Figure 4). - 2-Benzyl-2-propyl hydroperoxide decomposes without evolution of oxygen.The decomposition rate on cobalt phthalocyanine is influenced by the composition of the solvent systems (1-chloronaphthalene/decalin, 1-chloronaphthalene/3-chlorotoluene, 3-chlorotoluene/decalin) (Table 6). - The mechanism of the decomposition of the hydroperoxides, especially the stabilizing reactions of the radicals, and the attack of the inhibitors is discussed in the light of previous results.