Chlorobenzene 4-nitro

An ortho nitro group exerts a comparable rate enhancing effect m Chloronitrobenzene although much more reactive than chlorobenzene itself is thousands of times less reac tive than either o or p chloronitrobenzene... 

Nitrodiphenyl ether has been prepared by heating p-nitro-chlorobenzene with potassium phenoxide and phenoD and by the nitration of diphenyl ether. ... 

In such combining forms as bromo-, cyano-, chloro-, nitro-, the connective 0 is to be used invariably (with the exception of a few well-established words such as acetamide, cyanamide) as, Chlorbenzol, chlorobenzene Chlor-essigsdure, chloroacetic acid. This usage is by no means universal, but those who can not reconcile themselves to such spellings as bromoacetic should at least avoid the German forms bromphenol, acetphenetidine, etc., and use the connecting o before consonants,... 

More than twenty years ago, Nesmeyanov s group showed that chlorine can be substituted by a variety of nucleophiles in FeCp(r 6-PhCl)+ [83, 84]. Indeed the chlorine substituent in the chlorobenzene (even) ligand is 1000 times more reactive than when it is located on the cyclopentadienyl (odd) ligand [85]. The FeCp+ is a good withdrawing group which is equivalent to two nitro groups in terms of activation. The reactions proceed under ambient conditions with primary or secondary amines and have been extended to other substituted chloroarene complexes [86, 87] Eq. (22), Table 2. 

In non-polar solvents many aminolysis reactions show a third-order dependence on the amine, B. This may be explained by catalysis of leaving-group departure by hydrogen-bonded homoconjugates, BH+B. Evidence for this pathway has been adduced from studies of the reactions of some nitro-activated (9-aryl oximes (7) with pyrrolidine in benzene, chlorobenzene, and dioxane, and with piperidine and hexylamine in cyclohexane. The third-order dependence on amine of the reaction of 2,6-dinitroanisole with butylamine in toluene and toluene-octanol mixtures has been interpreted in terms of a mechanism involving attack by dimers of the nucleophile. ... 

Photooxidation of chlorobenzene in air containing nitric oxide in a Pyrex glass vessel and a quartz vessel gave 3-chloronitrobenzene, 2-chloro-6-nitrophenol, 2-chloro-4-nitrophenol, 4-chloro-2-nitro-phenol, 4-nitrophenol, 3-chloro-4-nitrophenol, 3-chloro-6-nitrophenol, and 3-chloro-2-nitrophenol (Kanno and Nojima, 1979). A carbon dioxide yield of 18.5% was achieved when chlorobenzene adsorbed on silica gel was irradiated with light (A. >290 nm) for 17 h. The sunlight irradiation of chlorobenzene (20 g) in a 100-mL borosilicate glass-stoppered Erlenmeyer flask for 28 d yielded 1,060 ppm monochlorobiphenyl (Uyeta et al., 1976). 

Uses Preparation of phenol, 4-chlorophenol, chloronitrobenzene, aniline, 2-, 3-, and 4-nitro-chlorobenzenes carrier solvent for methylene diisocyanate and pesticides solvent for paints insecticide, pesticide, and dyestuffs intermediate heat transfer agent. 

Dinitrochlorobenzene is an industrially important chemical synthesized from the nitration of chlorobenzene with mixed acid. The halogen atom of 2,4-dinitrochlorobenzene is activated by two o/jt-nitro groups and is particularly reactive. Consequently, 2,4-dinitrochlorobenzene is used as a cheap and readily available starting material for the synthesis of many explosives. 

Watanabe T, Ishihara N, Ikeda M. 1976. Toxicity of and biological monitoring for 1,3-diamino-2,4,6-trinitrobenzene and other nitro-amino derivatives of benzene and chlorobenzene. Int Arch Occup Environ Health 37 157-168. 

Toxicology. Absorption of p-nitro-chlorobenzene (PNCB) causes anoxia due to the formation of methemoglobin. 

Nitro compounds in presence of carbonyl group are selectively reduced to amines in the presence of Raney nickel catalyst. Hydrazine reduces nitrdes yielding hydrazones. Under controlled reaction conditions other functional groups, including nitroso and oxime, may be reduced. Many partially hydrogenated derivatives, such as azo-, hydrazo-, and azoxy compounds may be obtained by partial reduction with hydrazine. Reaction with chlorobenzene yields benzene. 

The thermal process has been conducted in hot kerosene/ in w-hexadecane/ in o-dichlorobenzene, in di-n-hexyl ether, and in chlorobenzene. Tetrachlorothiophene has been recommended for similar processes. A low concentration is advantages (<1% was recommended in work that showed kerosene to be the optimal solvent. ) As high a temperature as possible has been recommended. - The process has been conducted with alkyl, nitro, ° bromo, - ° methoxyl, hydroxyl, and even (additional) azido groups... 

Preliminary results in the validation of a novel short term test. Mutat. Res., 46, 305-310 Watanabe, T., Ishihara, N. Ikeda, M. (1976) Toxicity of and biological monitoring for 1,3-diamino-2,4,6-trinitrobenzene and other nitro-amino derivatives of benzene and chlorobenzene. Int Arch, occup. environ. Health, 37, 157-168 Yoshimi, N., Sugie, S., Iwata, H., Niwa, K., Mori, H., Hashida, C. Shimizu, H. (1988) The genotoxicity of a variety of aniline derivatives in a DNA repair test with primary cultured rat hepatocytes. Mutat. Res., 206, 183-191... 

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