Aromatic nucleophilic substitution. VI. Reactions of polychlorofluorobenzene with nucleophilic agents was written by Kobrina, L. S.;Yakobson, G. G.. And the article was included in Zhurnal Obshchei Khimii in 1965.Application of 4815-64-9 This article mentions the following:
In the title benzene derivatives the greater mobility of F over Cl atoms was utilized for a series of nucleophilic displacements. 2,4,6-Cl3C6H2F mixed with HNO3 (d. 1.52) at 20掳 and kept 3 hrs. at 60掳 gave the 3-nitro derivative, 77%, b. 216-20% n20D 1.5680, which chlorinated at 200-20掳 to 73% 2,3,4,6-tetrachlorofluorobenzene m. 25-6掳. m-FC6H4Cl (100 g.) in AcOH (88 g.) treated with 176 g. HNO3 (d. 1.52) and heated 6 hrs. at 50掳 gave 94.5% nitro derivatives which reduced with Fe in aqueous NH4Cl in 2 hrs. to 88% mixed amines, b28 102-3掳, which with Ac2O gave N-acetyl derivatives, m. 96-100掳. These nitrated in concentrated H2SO4-AcOH with HNO3 (d. 1.52) at 20掳 6 hrs. gave 81% nitro derivatives, m. 135-7掳, which hydrolyzed by heating with concentrated H2SO4 3 hrs. to 90% aminonitrofluorochlorobenzenes m. 73-6掳, which diazotized and treated with EtOH and FeSO4 gave 65.5% 3-fluoro-5-chloronitrobenzene b20 106-10掳, n20D 1.5482, which reduced with Fe as above to 80.5% 3-fluoro-5-chloroaniline, b19 98掳, 1.5622; N-acetyl derivative m. 116-18掳, chlorinated at 110掳 in AcOH 12 hrs. to 89% 2,4,5,6-tetrachloro derivative, m. 204-5掳, which heated with concentrated H2SO4 5 hrs. gave 92% 2,4,5,6-tetrachloro-3-fluoroaniline m. 150掳. Mixing at 20掳 2,3,4,5-tetrachlorofluorobenzene and HNO3 (d. 1.52) at 20掳 and heating 6 hrs. at 60掳 gave 60% 3,4,5,6-tetrachloro-2-fluoronitrobenzene m. 52-2.5掳, which reduced with Fe as above to the corresponding aniline m. 186.5-87掳. Heating 2,3,5,6-tetrachloro-4-fluoronitrobenzene with Fe in AcOH 1 hr. gave 96% 2,3,5,6-tetrachloro-4-fluoroaniline, m. 157-7.5掳. In 2 hrs. at 100掳 with MeNH2 2,3,4,5-tetrachlorofluorobenzene gave 93% 2,3,4,5-tetrachloro-N-methylaniline, m. 117-18掳; similarly was prepared 98% 2,3,4,6-tetrachloro analog m. 42-4掳; 94% 2,3,5,6-tetrachloro analog m. 54-6掳; 2,4,5,6-tetrachloro-3-fluoroaniline similarly gave 85% 2,4,5,6-tetrachloro-di-N-methyl-1,3-phenylenediamine m. 68-8.5掳; in 10 hrs. 2,4,5,6-tetrachloro-3-fluoroaniline and Me2NH gave 90% 2,4,5,6-tetrachloro-1,3-di-N,N-dimethylphenylenediamine b1, 140-1掳. Similar reactions with MeONa in MeOH in 2 hrs. gave: 91% pentachloroanisole; 95% 3,4,5,6-tetrachloro-慰-anisidine; 89% 2,3,4,6-tetrachloro-m-anisidine; 93% 2,3,5,6-tetrachloro-p-anisidine, while reaction with NaSH in glycol in the presence of pyridine gave in 0.103 hr.: 97% pentachlorothiophenol; 93% 2,3,5,6-tetrachlorothiophenol m. 103-5掳; 72% 2,3,4,6-tetrachlorothiophenol m. 101-2掳; 2,2,4,5-tetrachlorothiophenol m. 91-3掳, from appropriate fluoro analogs. In the experiment, the researchers used many compounds, for example, 1-Chloro-3-fluoro-5-nitrobenzene (cas: 4815-64-9Application of 4815-64-9).
1-Chloro-3-fluoro-5-nitrobenzene (cas: 4815-64-9) belongs to organic chlorides. Organic chlorides can cause corrosion in pipelines, valves and condensers, and cause catalyst poisoning. The hydrocarbon processing industry (HPI) and others are affected by damage caused by these substances. Alkyl chlorides are versatile building blocks in organic chemistry. While alkyl bromides and iodides are more reactive, alkyl chlorides tend to be less expensive and more readily available.Application of 4815-64-9
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics