Phenyl aniline

Aminophenyl)(4-imino-2,5-cyclohexadien-l-ylidene)methyl]-N-phenyl aniline, monohydrochloride [68966-31-4]... 

N-(m-methylmercapto-phenyl)-aniline (MP 59° to 61°C) is prepared by condensing m-methyl-mercapto-aniline (BP 163° to 165°C/16 mm Hg) with the potassium salt of o-chloro-benzoic acid and decarboxylating the resultant N-(m-methylmercapto-phenyl)-anthranilic acid (MP 139° to 141°C) by heating, and then distilling. 

Wahrend 4-Oxo-l,4-dihydro-chinazoline mit Natriumboranat entweder unter Erhalt der Lactam-Struktur reduziert oder reduktiv gespalten werden (s. S. 352f.), erhalt man aus 4-Oxo-l-phenyl-l,2,3,4-tetrahydro-chinazolin mit Lithiumalanat 2-(Methylamino-me-thyl)-N-phenyl-anilin (84% d.Th.). 

Methylaminomcthyl-N-phenyl-anilin 1.5 g (6,7 mMol) 4-Oxo-1-phenyl-1,2,3,4-tetrahydro-chinazolin werden unter Stickstoff mit 0,75 g (20 mMol) Lithiumalanat in 15 ml abs. Diathylather 4 Stdn. unter RuckfluB er-hitzt. Man kiihlt ab, vcrsetzt mit 0,8 ml Wasser, 0,8 ml 15%iger Natriumhydroxid-Losung und 2,5 ml Wasser, fil-triert und wascht mit Diathylather, trocknet das Filtrat mit Magnesiumsulfat, engt ein und destilliert Ausbeute 1,2 g (84°/, d.Th.) F 96-97° (Acetyl-Derivat). 

Phenylamino-trimethylolmethane. See Anilinotrimethylolmethane A441-L Phenyl aniline. See Aminobiphenyl AI9I-R N-Phenylanthranilic Acid. See Anilinobenzoic Acid A421-R... 

C13H11N02 N-phenylbenzohydroxamic acid 304-88-1 504.40 44.307 2 25853 C13H13N 3-methyl-N-phenyl aniline 1205-64-7 589.15 52.512 1.2... 

C12H10N2O2 4-nltro-N-phenyl aniline 836-30-6 in benzene 5 996 1 27268 C14H16 2-butylnaphthalene 1134-62-9 not specified 0.750 2... 

Corresponding to the alkyl anilines we have the phenyl anilines or poly-phenyl amines. 

The lifetime of the ri(ANI) state was evaluated at 2 s in Ar matrix, but only 1.2 p,s in benzene and 4.3 p,s in dioxane. A-Alkyl anilines have shorter lifetimes for their T states, but A-phenyl anilines have longer lifetimes, up to 416 p,s in benzene for triphenylamine146-148. Ionization of ANI from its T state was also carried out using two-color photoelectron spectroscopy149. 

The simplest species with but one amino group are the C-phenylated anilines. From Reference 4 there are enthalpies of formation of the isomeric 2- and 4-aminobiphenyl, 112.0 6.3 and 81.0 6.3 kJmol-1. However, there is a newer measurement for the 2-isomer of 93.8 1.1 kJmol-152. Still, the 13-31 kJmol-1 enthalpy difference between these two isomers is rather large since the 2-isomer is not expected to be much more strained. The enthalpy of formation difference is less, however, than that found for the corresponding biphenyl carboxylic acids53 of ca 40 kJmol-1. Equation 2 is essentially thermoneutral for ArNH2 = 4-aminobiphenyl while it is quite endothermic for ArNH2 = 2-aminobiphenyl. There is no obvious reason why the 2-derivative should be so different from its 4-isomer, especially since the two phenyl groups in the biphenyl species are not coplan ar. 

The absorption bands v(NH) of stretching vibrations of (V-methyl, Af-ethyl and N-phenyl anilines were studied at different temperatures, with the purpose of investigating the IV-substituent influence on the spectroscopic properties of free aniline and of H-bonded complexes with hydrogen acceptors, such as DMSO, THF, DMF, CH3CN and HMPA132. From these data too, the 4-nitro group in aniline displays a parallel behaviour to that of the aza group of aminopyridines (Table 5). 

Support for the proposed mechanism comes from the observation that the L-phenyl-aniline-Cu(II) complex reacted with bromobenzene in the presence of K2CO3 under N2 to yield the product in 43% yield after 48 h, despite low solubility of the complex in the solvent DMA. However, the same reaction carried out with Cul in air did not give the coupled product only the L-phenylalanine-Cu(II) complex was isolated. This result implies that the major species that forms the C—N bond is the L-phenylalanine-Cu(I) complex. 

PHENYLANILINE or V-PHENYL-ANILINE (122-39-4) CijHuN Combustible solid. Dust forms explosive mixture with air. Often shipped in liquid form (flash point, liquid 307°F/153°C oc autoignition temp 1175°F/635°C Fire Rating 1). Violent... 

Koie expanded this methodology to the coupling between /V-phenyl anilines and di-bromobenzenes.34 With the exception of 1,2-dibromobenzene, these reactions all gave the expected di-aminated products. They also showed that tribromobenzenes and even aryl chlorides could be efficiently aminated under these conditions. 

C13H8NS3] R = CeHs Reaction of 4-phenyl-aniline-l-Sg-I-CU/ ecu EPR/ 295 2.0082 N 0.813 84Doml/ 84Mayl... 

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