201 



Tin l-:\n:vcnov OF PROPYL, ISOBUTYL, AND AMYL ALCOHOLS FROM ETHYL ALCOHOL 



BOLUTHHff 



A few trials were made upon tin- extraction of these alcohols by carbon letrachlorid. 

 In each ca.-e l(M) OC of \-'> per ''''ill by volume alcohol, containing known amounts of one 

 of th alcohols, was diluted to 115 <<. -alted, and saturated so<lium chlorid solution 

 added in bring the Bpecific gnviiy to I.IO, extracted with four siic.-es-i\e portions of 

 in. :;. I'D, and 10 <<, respectively. The carbon tetrachlorid was washed with three 

 portions of saturated salt solution 50 cc each, and with one portion of 50 cc of saturated 

 sodium sulphate solution. The alkali was added to the carbon tt>trachlorid solution 

 contained in a separator}- funnel and cooled in an ice bath toOC. The permanganate, 

 previously cooled, was added and allowed to remain in the bath thirty minutes, with 

 p-peated shaking. The dist illat ion was conducted as pre\ioii>ly described. 



'ili-ittinls, '/ m t.trnrtilnnil. 



Atlempts (.. extra, i .im\ I al,.h,,| in.m eth\l al. ,,h,.| > ( ,|iiii..n~, 

 ether as a -.|\eni. 



1 M ri UMI\ \ V\\ 



AMVI. Air. nun I. 



\ "I I \ll rid- ' 



petroleum 



Isoitl r\\, A\l> 



ated attempt :nade during the course of this- work to estimate 



prop} I. i-obut}l. and am\l alcohol-, depending mi the amount of permanganate 

 n-duceil. hut without success until sati .ndition- had been determined for 



the oxidation. T|,,. jM-n: lined was greatly in excess of the lheoretic.il 



amount. The unused permanganate was d.-termined |,\ adding a known amount of 

 ox. ill. acid in e\r.- and titrating back with perm.! 



Tin-alcohol- Iknlved in'.". . in \\ hich hi cc .1 potas- 



sium hy.lroxid were added and the whole rimled in an ice bath. < Hie hundred OCOffli 

 aipieoii- -olution containing' 'J -rain- of pota.->ium |M*riiiaii<r.inate and pre\ inu-l\ cooled 

 in the i.e |,;iih were then added and the mixture wa- allowed to -tand for thirty min- 

 utes. It was then relinked from the bath, acidified with "0 cc of iM percent sulphuric 

 acid, a known excess of oxalic aid wan added, the mixture was then warmed and the 

 excessoi oxalic a id titrated bark with standard prmanganate. The follow! n-j factors 

 were used as calculated from the theoretical oxidation of the alcohols to their acids 

 b\ potassium perniaiiiran. MIII ..f permanganate equal.- <>. i;:, .jram of pn.pyl 



alcohol. ,r o ">v> irniin ! i-obutyl aleohol. or 0.1!M> gram nt am\ 1 alcohol. The n-ult.- 

 follow: 



>r -y trial* for lh, > l>un> tnr determination of alcohol*. 



