4-Dimethylamino-1,2-phenylenediamine

Experimentally, the molecular geometry has been determined by X-ray analysis for several larger radicals. These data indicate, in agreement with the theory, that bond alternation characteristic in many reduced and oxidized closed-shell forms is diminished in radical ions. Precise crystallographic data are available for 4,4 -A/s(dimethylamino)diphenylamine radical cation (87, 88), N,N -diphenyl-p-phenylenediamine radical cation (89), and Wiirster s blue (90). 

In comparison with hydrocarbons, aromatic amines easily transform into cation radicals. Structures of these cation radicals are well documented on the basis of their ESR spectra and MO calculations (see, e.g., Grampp et al. 2005). The stable cation radical of A/,A,A, A -tetramethyl-p-phenylenediamine (the so-called Wuerster s blue) was one of the first ion radicals that was studied by ESR spectroscopy (Weissmann et al. 1953). The use of this cation radical as a spin-containing unit for high-spin molecules has been reported (Ito et al. 1999). Chemical oxidation of N,N -bis [4-(dimethylamino)-phenyl-A/,A -dimethyl-l,3-phenylenediamine with thianthrenium perchlorate in -butyronitrile in the presence of trifluoroacetic acid at 78°C led to the formation of the dication diradical depicted in Scheme 3.58. 

Insuasty, B. Abonia, R. Quiroga, J. Salcedo, A. Kolshorn, H. Meier, H. 1-Alkyl and azeto[l,2-a][l,5]benzodiazepine derivatives in the reaction of o-phenylenediamine with 3-(dimethylamino)propiophenones. Ear. J. 

DMAP = / -(A,A-dimethylamino)phenol TMPD = A,A,A A -tetramethylene-/ -phenylenediamine. Reference 380 contains data for several substituted tyrosines. 

AI3-51106 Benzene, 1,4-bis(dimethylamino)- 1,4-Benzenediamine, N,N,N, N -tetramethyl- 1,4-Bis-(di-methylamino)benzene p-Bis(dimethylamino)benzene CCRIS 4728 EINECS 202-831-6 p-Phenylenediamine, N,N,N, N -tetramethyl- Tetramethyl-p-phenylenedi-am-ine N,N,N, N -Tetramethyl-p-fenylendiamin N,N,N, N -Tetramethyl-p-phenylenediamine N,N,N,N-Tetramethyl-... 

Abbreviations OSjNjCpd, l-oxa-7,10-diaza-4,13-dithiacyclopentadecane Me4pda, W,N,N, JV -tetramethyl-o-phenylenediamine tmim, 2-methyltbio-3-melhyIimidazole dapa, 2,6-diacetylpyridinebis(anilimine) aquin, amino-2-methylquinoline atsc, acetone thiosemicarbazone 2-PICNO, 2-methylpyridine IV-oxide dpye, 1,2-dipyridylethylene Me4tmd, l,3-bis(dimethylamino)propane. 

Perbenzoic acid, m-chloio- [Benzenecar-boperoxoic acid, 3-chloro-]-, SS, 88 PHASE TRANSFER ALKYLATION, 55, 91 PHASE TRANSFER CATALYSIS, 55, 96 Phenol, thio- [Benzenethiol], 55, 122 Phenol, 2,4,6-tribromo-, 55, 20 m-Phenylenediamine [ 1,3-Benzenediamine], p-bromination of, 55, 23 Phosphine, phenyl-, bis(3-dimethylamino-propyl)- [1-Propanamine, 3,3 -(phenyl-phosphinidene)bis(Af,Af-dimethyl)-),... 

Dimethylamino) aniline. See N,N-Dimethyl-p-phenylenediamine Dimethylaminoazobenzene. See4-Dimethylaminobenzene 2, 3-Dimethyl-4-aminoazobenzene. See o-Am i noazotol uene... 

Dimethyl-4-4 -o-phenylenebis-3-thioallophanate. See Thiophanate-methyl N,N-Dimethyl-p-phenylenediamine CAS 99-98-9 EINECS/ELINCS 202-807-5 Synonyms ADMA 4-Amino-N,N-dimethylaniline p-Aminodimethylaniline 1,4-Benzenediamine, N,N-dimethyl- 4-(Dimethylamino) aniline N,N-Dimethyl-1,4-benzenediamine Dimethyl-p-phenylenediamine... 

Synthesis of 3-(l-phenylhydrazono-L-threo-2,3,4-trihydroxybutyl)-lH-quinoxalin-2-one 34 was achieved in 86% yield by MW irradiation for 2.5 min of L-ascorbic acid 30 with o-phenylenediamine and phenylhydrazine in the presence of acetic acid (Scheme 34). Another method of synthesis of a fused heterocyclic tetracycle could be obtained from MW irradiation of 2-(N,N-dimethylamino)methylene-5,5-dimethylcyclohexane-l,3-dione and 2-benzimid-azoleacetonitrile (Scheme 35). The reaction proceeds in isopropanol using a catalytic amount of piperidine leading to the formation of tetrahydrobenzimidazo[l,2-fl]quinoline derivative 38 [57]. 

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