4- Chloro-l-nitrobenzene

Reaction of disodium salt of pyridine-2,3-dithiol (385) with l-chloro-2-nitrobenzene provided in 45% yield the corresponding aza analog 386 (82JHC1441). Similar treatment with 2-chloro-3-nitropyridine (193) provided... 

Miller226 applied the Hammett equation to the rate constants for the reaction of 4-substituted l-chloro-2-nitrobenzenes with OMe in methanol at 50°C. a values (denoted ct in accordance with the practice briefly in vogue at that time, 1956) were used for + R substituents, and S02Me conformed well at a a value of 1.04952. Act value of 1.117 for S02Ph was derived from the Hammett plot, intermediate between the values based on phenol and anilinium ionizations by Szmant and Suld88 at about the same time. 

A method with LOQ at ppt levels was developed based on LLE followed by GC-AFID for the determination of trace concentrations of nitrobenzene, l-chloro-2-nitrobenzene and synthetic fragrances such as musk xylene (223) and musk ketone (224). The method was applied to study the distribution of these compounds in environmental samples of North Sea waters460. GC with atomic emission detection (AED) has been successfully applied to the determination of nitro musks in human adipose tissues, at ppb concentration levels. A clean-up procedure for nonpolar substances and element-specific detection with AED enabled for the first time target screening analysis for lipophilic nitro aromatic compounds. The lack of sensitivity of AED was compensated by higher concentrations of the extracts... 

Literature examples include one-, two-, and three-step hydrogenation reactions, hi each case, the reactant and product concentrations were monitored, as were intermediates or side reaction products as necessary. Simple peak height or area measurements were sufficient to generate reaction profiles for the reduction of cyclohexene [116] and of l-chloro-2-nitrobenzene [117]. However, for more spectrally complex systems, such as the reduction of carvone and of 2-(4-hydroxyphenyl) propionate, multivariate curve resolution (MCR) was required [117]. 

Zinc(II) fluoride converts l-chloro-2-nitrobenzene into l-fluoro-2-nitrobenzene in 49% yield in anisole under reflux for 8 hours.51... 

HMordenite, HFaujasite-780, HFaujasite 720 and Na-Faujasite zeolites. Among the different catalysts, HFaujasite-720 was the most active and selective catalyst towards 2,4-dinitrotoluene, achieving a yield of dinitrotoluenes of 92 % with a ratio of 2,4- to 2,6- isomers of 4.3 1 in 3 min reaction time. Using this zeolite, l-chloro-2-nitrobenzene and pyrazole were also nitrated regioselectively to obtain l-chloro-2,4-dinitrobenzene in a l-chloro-2,4-dinitro l-chloro-2,6-dinitro ratio of 30 1, and 1,4-dinitropyrazole in 80% yield, respectively. The authors proposed a nitration mechanism in which the protons in the zeolite are replaced by nitronium ions derived from N2Os in a fast pre-equilibrium process. This produces active sites for transfer of nitronium ion from faujasite to aromatic in the rate-controlling step. 

SYNS o-CHLORONITROBENZENE o-CHLORO-NITROBENZENE, Uquid pop l-CHLORO-2-NITROBENZENE 2-CHLORONrTROBENZENE 2-CHLORO-l-NITROBENZENE o-NITROCHLO-ROBENZENE ONCB... 

Several interesting fluoroaromatic derivatives, e.g. 3, can be obtained in good to excellent yield by fluorodenitration with potassium fluoride in sulfolane using phthaloyl fluoride (2) or tetrafluorophthaloyl fluoride as nitrite ion traps.131,2-Difluorobenzenes 4 are formed from 1 -fluoro-2-nitrobenzenes and l-chloro-2-nitrobenzenes using this method. 

Chloro-2-fluorobenzene l-Chloro-3-fluorobenzene l-Chloro-4-fluorobenzene l-Chloro-2-nitrobenzene l-Chloro-3-nitrobenzene l-Chloro-4-nitrobenzene... 

Most synthetic applications of benzotriazoles are based on the acceptor action of the benzotria-zol-l-yl moiety i.e. on the stability of the benzotriazolyl anion. For instance 1-chlorobenzotriazole is used as a chlorinating agent. It transfers a Cl ion to the substrate. An example of this reaction is the chlorination of carbazole in dichloromethane to give 3-chlorocarbazole. 1-Hydroxybenzotriazole is obtained by condensation of l-chloro-2-nitrobenzene with hydrazine ... 

Among the chemicals that are only now slowly attracting attention are nitro-aromatic compounds and fiuorinated organics. Nitrobenzene in the ng/1 range and l-chloro-2-nitrobenzene in one order of magnitude lower concentrations are widely distributed in the German Bight, and musk xylene (l-fert-butyl-3,5-dimethyl-2,4,6-trinitrobenzene) and musk ketone (l-fert-butyl-3,5-dimethyl-... 

ATR-FTIR/Raman Synthesis of tributyltin azide and hydrogenation of l-chloro-2-nitrobenzene to 2-chloroaniline [14]... 

Solubility. Version 5. College of Pharmacy, University of Arizona. As cited in US National Institutes of Health (NIH), National Library of Medicine (NLB). l-Chloro-2-Nitrobenzene. CASRN 88-73-3. Hazardous Substances Databank (HSDB) Number 1322. Last Revision Date 20080422. Available at http // toxnet.nlm jiih.gov/cgi-bin/sis/search/a dbs+hsdb term+ DOCNO+1322 (accessed October 18, 2013). 

Information Data Set (SIDS) Initial Assessment Report for SIAM 13. l-Chloro-2-nitrobenzene. Available at www.chem.unep.ch (accessed May 2014). 

OECD. 2003. HPV Chemicals Programme, SIDS Dossier, l-Chloro-2-nitrobenzene... 

The nitrations of benzene and nitrobenzene by dinitrogen pentaoxide in carbon tetrachloride have been studied. It was concluded that dinitrobenzenes could be formed directly from benzene without the intermediacy of nitrobenzene. It was suggested that the initially attacking species is NOs and that dinitrobenzenes could be formed by the reaction of the intermediate formed by such attack reacting with NO2, formed by N2O5 decomposition above 25 °C. The reactions of 2-nitrotoluene, l-chloro-2-nitrobenzene, and l-chloro-4-nitrobenzene with dinitrogen pentaoxide in dichloromethane at 0°C are catalysed by certain zeolites giving near quantitative yields. In this process the activated site on the zeolite may provide an incipient nitronium ion for reaction. 

Mercaptobenzothiazole (20) is used as an accelerator in the vulcanization of polybutadiene and polyisoprene, acting as a radical transfer reagent. It is produced industrially from l-chloro-2-nitrobenzene in a sequence of SnAt by sodium sulfide. 

Hydroxybenzotriazole (10, HOBt) is used a co-reagent in the DCC method of carboxyl activation in peptide coupling [508], it reduces racemization and prevents the formation of N-acylureas. HOBt is prepared by condensation of l-chloro-2-nitrobenzene with hydrazine. 

---