Phenylmethane

Prepared by the dehydration of benzamide. Hydrolysed by dilute acids and alkalis to benzoic acid. Good solvent. benzopheDone,C]3HioO,PhC(0)Ph. Colourless rhombic prisms, m.p. 49 C, b.p. 306°C. Characteristic smell. It is prepared by the action of benzoyl chloride upon benzene in the presence of aluminium chloride (Friedel-Crafts reaction) or by the oxidation of di-phenylmethane. It is much used in perfumery. Forms a kelyl with sodium. 

Recently acyclic sulfones have also been isolated (99,101). Reaction of the enamine (28) with phenylmethane sulfonyl chloride (101) gave benzyI-2-oxocyclohexyl sulfone (147). 

Chemical Name 1-[(1,1 -Biphenyl)-4-ylphenylmethyl]-1 K-imidazole Common Name (Biphenyl-4-yl)-imidazol-1-yl-phenylmethane Structural Formula ... 

B.7 g (56% of theory) of (blphenyl-4-yl)-imidazol-1-yl-phenylmethane [alternatively named es dIphenyI-ImidazolyI-(1)-phenyl-methane or as 1-(a-biphenyI-4-ylbenzyI) imidazole] of melting point 142°C are obtained. 

Inhibitors which interact only with peptidases of one catalytic type include pepstatin (aspartic peptidases) E64 (cysteine peptidases from clan CA) diisopropyl fluorophosphates (DFP) and phenylmethane sulfonyl-fluoride (PMSF) (serine peptidases). Bestatin is a useful inhibitor of aminopeptidases. 

Methyl-bcnzol- 632, 680 4-Methyl-benzoI- 633, 680 2-Methyl-propan-2- -diphenylmethylester 681 Naphthalin- 633 Nitro-benzol- 488 Pentachlor-iithan- -chlorid 535 Phenylmethan- -chlorid 681 Propan-1- -diphenylmethylester 681 Trifluormethan- -chlorid 535... 

In weaker acid systems, other reactions involving the triplet state supervene to the exclusion of dimerization. Photolysis of 85 in 3-3% sulfuric acid, 96-5% acetic acid, and 0-2% water gave as products tri-phenylmethane (93), 9-phenylfluorene (94), 6is-9-phenylfluorenyl peroxide (95) and benzophenone (96). When benzene was present, tetra-phenylmethane (97) was also formed in addition to the other products. When the triphenylmethyl cation is irradiated in 3-3% H2SO4, 80 1% HOAc, 16-4% toluene, and 0-2% H2O, the products observed were... 

The relative rates of oxidation of phenylmethanes cover too small a range to be compatible with carbonium ion formation cf. the discussion on chromic acid oxidation of diphenylmethane, p. 295), and an initial reaction to give a radical plus Cr(V) followed by rapid transfer of a second electron to form Cr(IV) is more... 

Reduction of benzophenones with FeCl2/NaB(Et)3H63 or LiAlH464 or with NaBH4/CH3S03H65 gives bis-phenylmethanes in low yields. Alternatively, bidentate or monodentate aromatic mercury salts reduce thioketones to diarylmethanes.66... 

Triphenylcarbinol has been obtained by the reaction between phenylmagnesium bromide and benzophenone,1 methyl benzoate, or phosgene 8 by action of phenylsodium upon benzophenone, benzoyl chloride, ethyl chlorocarbonate, or ethyl benzoate 4 by hydrolysis of triphenylchloromethane 5 and by oxidation of tri-phenylmethane.6... 

Synonym methyl benzene, phenylmethane, toluol, methylbenzol, methacide... 

Treatment of triphenylmethyl chloride with silver gave not the expected hydrocarbon but an oxygen-containing compound later found to be the peroxide. The reaction run in an inert atmosphere did give a hydrocarbon, but one with unusual properties. It reacted rapidly with oxygen, chlorine, and bromine, and was quite different from tetra-phenylmethane or what was expected of hexaphenylethane. Gomberg... 

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