510 Hydrocarbons 
2-Butylhexane. 
2-Butylhexane was prepared by the reduction of the corre- 
sponding iodide with zinc and glacial acetic acid. 75 gm. of iodide 
were mixed with 350 cc. of glacial acetic acid and allowed to stand 
3 days on the water bath under a reflux. 60 gm. of powdered 
zine were added in small amounts. On addition of water two 
layers were formed; the upper layer of hydrocarbon, after re- 
fractionation, weighed 25 gm. The boiling point of 2-butyl- 
hexane is 165° (corrected). The specific gravity is 0.738. 
0.1010 gm. substance gave 0.3726 gm. CO, and 0.1394 gm. HO. 
Calculated for Found: 
104122: 
GSES. coin CR Te eae 84.51 84.41 
Teas dea dadeeeale thar elca een. Weide ante G ae ee ee 15.49 15.41 
Diethyl 2-Butylhexylmalonate. 
90 gm. of malonic ester (an excess of 20 per cent above the 
theory) were converted into the monosodium derivative by the 
addition of 10.6 gm. of sodium in alcohol; 125 gm. of 2-butyl- 
hexyl iodide were slowly added and the mixture was boiled on 
the water bath until neutral. The yield of the substituted ester 
was 90 gm. This ester boils at 180° at 14 mm. (corrected). 
0.1064 gm. substance gave 0.2664 gm. CO: and 0.0972 gm. H,0O. 
Calculated for Found : 
& 17143204: 5 
CONTEC Si er remee trite Mein MAU ras RAN mm TUS a Fe 68 .00 68 .29 
ia Oye Pepe ti NEEM Dek iba SNe ore in et ah 10.60 10.23 
2-Butylhexylmalonic Acid. 
This acid was prepared from the corresponding ester by sa- 
ponification with potassium hydroxide in alcohol solution. It 
crystallizes from low boiling: petroleum ether in transparent, 
rhombic needles which melt at 88° (corrected). 
0.1018 gm. substance gave 0.2384 gm. CO: and 0.0876 gm. HO. 
Calculated for Found: 
