- Visible-Light-Induced Radical Polynitration of Arylboronic Acids: Synthesis of Polynitrophenols
-
We report a visible light-assisted one-pot method for the synthesis of polynitrophenols through radical tandem hydroxylation and nitration of arylboronic acids by utilizing copper(II) nitrate tri-nitydrate as the nitro source. This method features mild conditions, a simple procedure, and good functional group tolerance. Compared to conventional methods, this work provides a straightforward approach for the polynitration of aromatic compounds.
- Zhang, Qi,Raveendra Babu, Kaki,Huang, Zhouliang,Song, Jinna,Bi, Xihe
-
supporting information
p. 2891 - 2896
(2018/06/20)
-
- Nitrogen Oxides and Nitric Acid Enable the Sustainable Hydroxylation and Nitrohydroxylation of Benzenes under Visible Light Irradiation
-
A new type of waste recycling strategy is described in which nitrogen oxides or nitric acid are directly employed in photocatalyzed hydroxylations and nitrohydroxylations of benzenes. Through these transformations, otherwise costly denitrification can be combined with the synthesis of valuable compounds for various applications.
- Hofmann, Laura Elena,Mach, Leonard,Heinrich, Markus R.
-
supporting information
p. 431 - 436
(2017/12/15)
-
- Kinetic studies of the reactions of some phenols and alkyl aryl ethers with dinitrogen pentoxide in perfluorocarbon solvents
-
The reaction of dinitrogen pentoxide in perfluorocarbon solvents with phenols and alkyl aryl ethers carrying halogeno ring-substituents results in nitrodehydrogenation. Rate measurements show that the preferred orientation of nitration is ortho > para > meta to the hydroxy group; the kinetic isotope effect, kH/kD, has a value close to unity. Phenols show considerably higher reactivity than similarly substituted alkyl phenyl ethers, and a mechanism is suggested involving initial interaction of N2O5 with the hydroxy function followed by reaction via cyclic transition states.
- Crampton,Gibbons,Millar
-
p. 1662 - 1665
(2007/10/03)
-
- Picryl Derivatives of 5-Nitro-2,4-dihydro-3H-1,2,4-triazol-3-one
-
Treatment of 5-nitro-2,4-dihydro-3H-1,2,4-triazol-3-one (1) with picryl fluoride (PkF) in 1-methyl-2-pyrrolidinone (NMP) gave a mixture of a monopicryl and dipicryl derivative of 1 in a ratio of 2:1 , respectively, regardless of the initial concentrations of 1 and PkF.The products were identified as 5-nitro-2-picryl-2,4-dihydro-3H-1,2,4-triazol-3-one (2) by X-ray crystallography and 5-nitro-2,4-dipicryl-2,4-dihydro-3H-1,2,4-triazol-3-one (4) by 15N labeling experiments.
- Coburn, Michael D.,Lee, Kien-Yin
-
p. 575 - 577
(2007/10/02)
-
- Formation of 4-Halo-4-nitrocyclohexa-2,5-dienones on Nitration of p-Halophenols and p-Halophenyl Acetates.
-
Nitration of p-chloro-, p-fluoro-, and p-bromo-phenol or the corresponding p-halophenyl acetates at -40 deg C and below gives the 4-halo-4-nitrocyclohexa-2,5-dienones in addition to the 4-halo-2-nitrophenols.The dienones isomerize to the nitrophenols at temperatures between -40 deg C and 0 deg C.Nitration of 4-chloro-2-methylphenol or its acetate gives both 4-chloro-2-methyl-4-nitrocyclohexa-2,5-dienone and 4-chloro-6-methyl-6-nitrocyclohexa-2,4-dienone. 4-Chloro-3-methylphenol and its acetate give 4-chloro-3-methyl-4-nitrocyclohexa-2,5-dienone.
- Clewley, Robin G.,Cross, Gordon G.,Fischer, Alfred,Henderson, George N.
-
p. 1299 - 1310
(2007/10/02)
-
- Process for the preparation of chloronitroanilines and chloronitrophenols
-
The invention relates to a process for the preparation of chloronitroanilines or chloronitrophenols, which comprises chlorinating nitroanilines or nitrophenols in hydrochloric acid by adding simultaneously separate streams of nitroanilines or nitrophenols and of a chlorinating agent to said hydrochloric acid. The process affords pure products in good yield. An accumulation of chlorine during the reaction is avoided. Chloronitroanilines and chloronitrophenols are useful intermediates for the snythesis of disperse dyes.
- -
-
-
- Water-soluble trisazo 8-amino-naphthol-1 dyes
-
Very effective direct dyeing of cotton and other hydroxyl- or nitrogen-containing fibers is effected with water-soluble triasazo dyes having the formula: where A is a radical of a diazoconstituent and A3 is a radical of a coupling constituent STR1 and A1 or A2 or both can have their azo linkages reversed. These dyes are very fast particularly to washing and to perspiration, and are so effective with cotton that dye baths for such use are rapidly exhausted and the disposal of used bath is less of a problem.
- -
-
-