This compound is readily oxidized to benzoic acid, C 6 H 5 000H, the aromatic residue being unattacked; nitric and sulphuric acids produce nitro-toluenes, C6H4 CH3 N02j and toluene sulphonic acids, C 6 H 4 CH 3 SO 3 H; chlorination may result in the formation of derivatives substituted either in the aromatic nucleus or in the side chain; the former substitution occurs most readily, chlor-toluenes, C 6 H 4 CH 3 Cl, being formed, while the latter, which needs an elevation in temperature or other auxiliary, yields benzyl chloride, C 6 H 5 CH 2 C1, and benzal chloride, C 6 11 5 CHC1 2.
Popovici, Ber., 1892, 5, 733); by the action of concentrated sulphuric acid on benzyl amino-acetaldehyde, C 6 H 5 CH 2 NH CH 2 CHO (E.
CINNAMIC ACID, or Phenylacrylic Acid, C9H80 2 or C 6 H 5 CH: CH COOH, an acid found in the form of its benzyl ester in Peru and Tolu balsams, in storax and in some gumbenzoins.
It occurs naturally in some resins, especially in gum benzoin (from Styrax benzoin), in dragon's blood, and as a benzyl ester in Peru and Tolu balsams. It can be prepared by the oxidation of toluene, benzyl alcohol, benzaldehyde and cinnamic acid; by the oxidation of benzene with manganese dioxide and concentrated sulphuric acid in the cold (L.
Formaldehyde behaves abnormally with magnesium benzyl bromide (M.
On the other hand, it differs from the aliphatic aldehydes in many respects; it does not form an addition product with ammonia but condenses to hydrobenzamide (C 6 H 5 CH) 3 N 2; on shaking with alcoholic potash it undergoes simultaneous oxidation and reduction, giving benzoic acid and benzyl alcohol (S.
Those substituted in the benzene nucleus are obtained by condensing two molecules of a substituted benzyl and benzal chlorides.
Phenylnitromethane, C 6 H 5 CH 2 NO 2, isomeric with the nitrotoluenes, is prepared by the action of benzyl chloride on silver nitrite.
It may also be prepared by boiling benzyl chloride with dilute nitric acid (G.
The benzyl group shows this remarkably well, since we see that phenyl is present, as is also methyl.