— 1 1 8 — 



b. p. 122 to 125 ; d 0,808; n D220 1,4516. The glycol (in addition 



to which 1,2-methylhexanone is formed) melts at 59 to 60° The 



hexahydro-o-tolyl aldehyde, 



CH 3 



y C H 9 • CH v 



CH 9 { )CH.CHO 



" \CH 2 • CH/ 



obtained from it in small quantities, yields a semicarbazone of the 

 m. p. 136 to 1 3 7°. The nitrosochloride of this methene-methylcyclo- 

 hexane is solid, the nitrolamine syrupy; the oxime yields zl 1 -tetrahydro- 

 o-tolyl aldehyde with an odour of bitter almonds; semicarbazone 

 m. p. 208 to 212 . — 1,3-methene-methylcyclohexane, 



CH 3 



, CH -CH, 



\i 



CH 2 ( )C = CH, 



\CH 2 -CH/ 



b. p. 123 to 124 ; d 0,794, or 0,797; n D20O 1,4461, n D18 o 1,4466; 

 Md — 29 . The glycol, b. p. 150 to 153 (39 mm. pressure), yields 

 an aldehyde whit a semicarbazone of the m. p. 158 to 160° The nitroso- 

 chloride of the hydrocarbon yields a nitrolpiperidide of the m. p. 136 

 to 1 3 7 , and with alcoholic potash (application of heat) the oxime of 

 A 1 -tetrahydro-m-tolyl aldehyde, 



CH 3 



/CH — C H 2 v 



CH 2 { ' )C.CHO 



X CH 2 -CH r 



whose semicarbazone melts at 206 to 207 °. — 1,4 -methene- methyl - 



cyclohexane, CH(CH 3 ) / ^ 2 ' ^J? 2 "> C = CH 2 , b. p. 122 to 



\ CHg • Crlg / 



123 ; d 0,7925; n r>22° ! ? 4446. The glycol, m. p. 86 to 87 , yields 



only very small quantities of an aldehyde whose semicarbazone melts 



at 154 to 1 5 6°. The nitrosochloride of the hydrocarbon, although 



formed in small quantity, readily gives a nitrolpiperidide of the 



m. p. 134 to 1 3 5°. The oxime and the zl 1 -tetrahydro-p-tolyl aldehyde 



from the nitrosochloride are formed easily, and the semicarbazone 



of the aldehyde ' melts at 192 to 194 . 



Alcohols. 



In a lengthy treatise I. Kondakow 1 ) criticises on the one hand 

 Bredt's 2 ) view on the constitution of borneol and isoborneol, and on 



1 ) Chem.-Ztg. 30 (1906), 497. 



2 ) Studie iiber die raumliche Konfiguration des Kampfers und einiger seiner 

 wichtigsten Derivate; Leipzig 1905, Veit & Co.; Report October 1905, 86. 



