Vol. 75 3-8) and 2,6-dimethyloctene-2 (fractions 10-15) with a trace of another substance of lower boiling point in fractions 1 and 2 (b.p. 76.8-79.3°( 50 mm.)). The pot residue (7% of the charge) was not examined. Fractionation of another sample of this mixture at 20 mm. pressure was less satisfactory, three intermediate fractions being obtained, probably because of a lower column efficiency due to the reduction in pressure.2,6-Dimethyloctene-l.-This olefin is a pleasant smelling mobile liquid of b.p. 79.3 ± 0.3°( 50 mm.), »25d 1.4226, d254 0.7443 (corrected for buoyancy) and [a]27d +1.80°(not optically pure and corresponding to [a]27d +2.34°for 2,6dimethyloctene-2).
100th Communication on Derivatives of Pyridine.T h e reactions are described of (fpyridyl) -methanal with acetic anhydride (formation of (fpyridy1)-acrylic acid), with hippuric acid (synthesis of p-(3-pyridyl) -alanine) , with phenyl-magnesium bromide (synthesis of (3-pyridyl) -phenyl-carbinol) , with the iodomethylate of a-picoline, and with dimedone. (3-pyridyl) -methanal does give the Cannizzaro reaction, but not the pyridoin condensation. 4 1. Until a short time ago, (3-pyridyl)-methanal I or pyridine-3-aldehyde was a difficultly accessible compound, so that little is known as yet about the chemical properties of this pyridine aldehyde. Harries and Ldnarf I ) , who were the first to obtain this aldehyde, viz. by ozonolysis of benzoyl metanicotine, apart from a boiling point mention the formation of a phenylhydrazone. Much later. independently of one another, Panizzon 2 ) and Nieman C.S. 3) prepared (3-pyridy1)-methanal by applying the method of McFadyen and Sfevens to nicotinic acid.Panizzon obtained the aldehyde in a yield of 31 "/o of the theory calculated on nicotinic acid hydrazide. This author describes, among other things? the catalytic hydration of (3-pyridyl) -methanal to (3-pyridyl) -methanol, and the preparation of (3-pyridyl) -acrylic acid by the condensation of the pyridyl aldehyde with malonic acid on the analogy of the cinnamic acid synthesis according to the method ofIn a paper by Niemam C.S. on the synthesis of the three isomeric ( pyridyl ) -alanines these investigators describe the condensation of (3-pyridyl) -methanal with diketo-piperazine.Through reductive decomposition of the condensation product,
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