Protti, Stefano; Dichiarante, Valentina; Dondi, Daniele; Fagnoni, Maurizio; Albini, Angelo published an article about the compound: 3-Bromo-4-chloronitrobenzene( cas:16588-26-4,SMILESS:BrC1=C(C=CC(=C1)[N+](=O)[O-])Cl ).Recommanded Product: 3-Bromo-4-chloronitrobenzene. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:16588-26-4) through the article.
The photodehalogenation of fluoro- or chlorobenzene derivatives smoothly generates triplet and singlet Ph cations (3,1Ar+) and potentially benzyne. These intermediates lead to different products, which warrants exploring the direct effect of substituents. SiMe3 and SnMe3 groups have been found to be convenient probes since they affect neither the photophysics nor the primary dehalogenation of 4-chloroanisole and 4-chloro- (or 4-fluoro-) N,N-dimethylaniline (except for the case of 4-fluoro-3-(trimethylstannyl)aniline, which was preferentially demetallated). The stabilization by these groups (with SnMe3 ca. 10 kcal mol-1 for the triplets and 20 kcal mol-1 for the singlets, as computed by using (U)B3LYP DFT method with LANL2DZ basis set) made 1Ar+ the lowest state with stannylated and silylated anisoles and solvolysis the main process. On the other hand, donating substituents and an acidic solvent favored the triplet cation chem., a quite general process leading to reduction or (in the presence of π bond nucleophiles) to arylation. Noteworthily, the stannylated 4-N,N-dimethylaminophenyl cation eliminated the Me3Sn+ group, opening an unprecedented path to the corresponding benzyne. Apart from the control of the chem. output, the photostabilizing effect found with a silyl group may be useful for designing less phototoxic fluorinated drugs.
As far as I know, this compound(16588-26-4)Recommanded Product: 3-Bromo-4-chloronitrobenzene can be applied in many ways, which is helpful for the development of experiments. Therefore many people are doing relevant researches.
Reference:
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Alcohols – Chemistry LibreTexts