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Experiment # 25 Methyl Stearate from Methyl Oleate
hemi!al E"#ation: $n % &2SO' ((() &2 *+, % $nSO'
Introduction :
This experiment is -esi+ne- to st#-y the !on.ersion of an #nsat#rate- fatty ester li"#i- methyl
oleate into soli- methyl stearate -one /y !atalyti! hy-ro+enation0 This !an /e -one /y
+eneratin+ hy-ro+en tho#+h a sol#tion that has methyl oleate an- palla-i#m on !ar/on !atalyst
*123 4-5,
Procedure A : Running the reaction
10 6ssem/le the apparat#s /y #sin+ &y-ro+en +enerator7 8ea!tion flas97 Mineral oil
/#//ler trap0
20 Fill /#//ler trap :ith 15; mineral oil s#/mer+in+ the en- of +lass t#/e /elo: s#rfa!e of
oil0
;0 4la!e 2+ of mossy <in! into the si-e arm of the test t#/e to :ei+h it o#t an- seal :ith
r#//er0
'0 4la!e 12mL of =M s#lf#ri! a!i- into small Erlenmeyer flas9 /#t -o not a-- yet0
50 4la!e 1022mL of methyl oleate into a 12mL ro#n- /ottom flas9 an- re:ei+h0
=0 6-- =02mL of methanol an- ma+neti! stirrin+ /ar into the flas9 then pla!e it to a small
/ea9er0
>0 ?ei+h 202;+ of 123 4-5 an- pla!e 15; of the !atalyst into the flas9 an- s:irl #ntil
!atalyst sin9 -o:n the /ottom of the li"#i-0
@0 8epeat :ith the a--ition of 15; of ori+inal amo#nt at ea!h trial0
A0 Seal ti+ht all of the apparat#s an- pla!e the ro#n- /ottom flas9 into :ater /ath at '2 0
120 6-- more methanol to the si-e of the flas9 :ith a paste#r pipette if it e.aporates0
110 Stir the rea!tion :ith the ma+neti! stirrin+ /ar0
120 E.ol.e the hy-ro+en /y remo.in+ the r#//er stopper an- a-- =M of s#lf#ri! a!i- to the
hy-ro+en +enerator then repla!e r#//er stopper0
1;0 ontin#e to rea!tion for ;2('5mins an- refill sol.ents if e.aporate0
Procedure B : Stopping the Reaction
10 Dis!onne!t rea!tion flas9 :hen the rea!tion terminates0
20 By a.oi-in+ to transfer <in! metal7 po#r the a!i- part into a :aste !ontainer0
;0 8inse the <in! o#t :ith :ater an- pla!e- the #nrea!te- <in! into the :aste !ontainer0
'0 Ceep the mixt#re !onstant at '2 7 a-- methanol if there is :hite soli-0
Procedure C: Removal of the Catalyst
1. 4la!e rea!tion into a !entrif#+e t#/e an- 9eep in :ater /ath at '2 0
2. entrif#+e the mixt#re for se.eral min#tes #ntil a /la!9 !atalyst appears7 heat it a+ain for
'2 an- !entrif#+e if !atalyst is still in li"#i-0
. Transfer the s#pernatant li"#i- into a small /ea9er an- let it !ool to room temperat#re0
Procedure !: Crystalli"ation and Isolation of Product
1. 4la!e /ea9er to an i!e /ath to !rystalli<e the sol#tes7 re-#!e amo#nt of sol.ent if !rystals
-o not form0
2. &eat /ea9er /y -ire!tin+ a slo: steam into the :ater /ath7 if !rystal forms7 remo.e from
:ater /ath0
. 6llo: sol#tion to !ool into an i!e /ath0
#. By #sin+ .a!##m filtration7 !olle!t all the !rystal :ith a small &irs!h f#nnel0
$. 6fter the !rystals -ry o#t7 :ei+h the !rystals an- -etermine meltin+ point an- !al!#late
per!ent yiel-0
%&servations' !ata ( Results:
Conlusion: