358 
Journal of Agricultural Research 
Vol. XXVI, No. 8 
positive Kreis test, controlled spectroscopically, of course, would give 
an indirect indication of the presence of heptylic aldehyde, and the 
intensity of the rancid odor might even be gaged by the intensity of the 
color obtained. 5 
CH, 
ch 3 
ch 3 
(ch 2 ) 5 
(CH 2 ) 5 
H—C-j-H i 
HC 
II 
HC—0 
I 1 
H—d-p H j 
hH 
1 
HC—O 
| 
H—d-i-O : 
(—2H 2 0) hc x 
(+0=0) 
H p\o 
H-i-P 
- Hp° 
1 
--—> 
HC/ 
I 
H—d+H H-0—i 
hc: 
(+0=0) 
HC-O 
. 
T 
kI 
1 
ni—d) 
1 
(CH 2 ) 5 
(H 2 C) 5 
(CH 2 ) 5 
dooH 
COOH 
ioOH 
Oleic acid 
peroxid 
Peroxid 
oxygen 
Oxid of 7-8, 9-10. 
u-12 linolenic acid 
H 
HC\ 
Ht> 
. HC=0 
Epihydrin 
aldehyde 
(-co 2 ) 
COOH 
h! 
Double peroxid 
of oxid of 7-8, 9“ IO > 
11-12 linolenic acid 
H 
No 
p 
HC=0 
Oxid of 
acrolein-jS-carboxyli c 
acid 
H—C=0 
Oxid of 
butendial 
+ 
HC=0 
(CH 2 ) 5 
doOH 
Half aldehyde of 
pimelenic acid 
Hypothetical mechanism for formation of ‘/substance R” and heptylic aldehyde by atmospheric 
oxidation of oleic acid. 
6 ^itice the submission of the present article for publication. Holm and Greenback (m), exposing btUter- 
with the hypothesis here proposed regarding the mechanism of the oxidation oi oleic acid. 
