UNIVERSIDADE FEDERAL DE SANTA CATARINA DEPARTAMENTO DE ENGENHARIA QUÍMICA E DE ALIMENTOS QUÍMICA ORGÂNICA EXPERIMENTAL I
Preparação do Corante Alaranjado de Metila Experiment !
Eziquiel Martins
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SUMÁRIO
1.
INTRODU/0O111111111111111111111111111111111111111111111111111111111111111#
2.
O23ETIVO1111111111111111111111111111111111111111111111111111111111111111111111)
3.
PROCEDIMENTO EXPERIMENTAL1111111111111111111111111114
4.
RESULTADOS11111111111111111111111111111111111111111111111111111111111111115
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CONCLUS6ES1111111111111111111111111111111111111111111111111111111111111111!
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2I2LIOGRAFIA1111111111111111111111111111111111111111111111111111111111111117
1. I!RO"U#$O O. 8r,nte. A9O .: $e ;r,n$e imprt
p,.? $e ,+iment.? $e tint,.? et81 O. 8r,nte. A9O p..>em , e.tr>t>r, [email protected], ArNBNAr "? n$e Ar e Ar " repre.ent,m 8mp.t. ,rm@ti8. >,i.>er1 O. 8r,nte. A9O re8e&em e.te nme $e%i$ , ;r>p NBN? >e 8ne8i$ 8m ;r>p A9O1 E.te ;r>p rne8e , 8r rte e &ri+,nte $ 8mp.t1 A 8r $ 8mp.t $etermin,$, pe+, 8m&in,: $. ;r>p. ,rm@ti8. ,8p+,$. , ;r>p A9O1 A prep,r,: $e >m 8r,nte A9O 8me, 8m tr,t,ment $e >m, ,min, ,rm@ti8, 8m @8i$ nitr.1 O re.>+t,$ $i.. , rm,: $ n $i,Jni 8m interme$i@ri? 8nrme e>,: ,&,ixK
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O n $i,Jni8 ArNN $ei8iente em e+trn. e .re ,t,>e $e ;r>p. n>8+e+i8.? nme,$,mente? ,min,. ,rm@ti8,. e en-i.1 A e.8+, $ ;r>p n>8+e-i+ >e 8nere , 8r $ 8r,nte1 T,+ re,: 8,m,$, $e ,8p+,ment A9O? e .e;>e , .e;>inte re,:K
3
%. O&'E!I(O O &eti% $e.te experiment , prep,r,: $ 8r,nte meti+ r,n;e? me$i,nte re,: $e ,8p+,ment , entre @8i$ .>+,n+i8 e N?N$imeti+,ni+in,1
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). PROCE"IME!O E*PERIME!A+ A prep,r,: $ meti+ r,n;e ,8nte8e> ini8i,+mente em $>,. et,p,.1 A primeir, te%e 8m &eti% prep,r,r .,+ $e $i,Jni8 $ @8i$ .>+,n+i8 e , .e;>n$ te%e 8m &eti% prep,r,r N?N$imeti+,ni+in,1 P,r, , prep,r,: $ .,+ $e $i,Jni8 $ @8i$ .>+,n+i8? ini8i>.e 8m >m er+enmeer $e "'4 mL ,$i8in,n$ (?##) ; $e 8,r&n,t $e .-$i ,ni$r em '4 mL $e @;>,1 P.terirmente i ,$i8in,$ "?(75 ; $e @8i$ .>+,n+i81 A .+>: i $eix,$, em &,n m,ri, ,t , 8mp+et, $i..+>: $ m,teri,+1 De.t, mi.t>r,? re.>+t>.e , rm,: $ .,+1 P,r, , .>&.tit>i: $ ;r>p *NH' pe+ ;r>p *N N i ,$i8in,$ (?)(5 ; $e nitrit $e .-$i1 Ap-.? , .+>: i re.ri,$, em &,n $e ;e+ pr "( min>t. ,t , temper,t>r, $e "(C1 Em .e;>i$,? ,$i8in>.e "?'4 mL $e @8i$ 8+r$ri81 O .,+ $e ,$i,Jni $ @8i$ .>+,n+i8 pre8ipit>.e 8m >m m,teri,+ &r,n8 in,mente $i%i$i$1 ≡
P,r, , prep,r,: $ N?N$imeti+,ni+in,? em >m &>er $e 4( mL? i ,$i8in,$ (? mL $e N?N$imeti+,ni+in, e (?4 mL $e @8i$ ,8ti8 ;+,8i,+1 E.t, .+>: i p.terirmente ,$i8in,$, .>.pen.: re.ri,$, $ @8i$ .>+,n+i8 $i,ti,$1 Em p>8 temp? >m pre8ipit,$ %erme+ $e e+i,nten, .e rm>1 A e+i,ntin, @8i$ $ meti+ r,n;e? pr$>t interme$i@ri? em .+>: [email protected],? , e+i,ntin, 8n%erti$, n ,+,r,n,$ $e meti+, meti+ r,n;e1 P,r, t,+ 8n%er:? ,$i8in,m. ?4 mL $e i$r-xi$ $e .-$i "(1 T$ e.te pr8e$iment i re,+i,$ ,in$, 8m , mi.t>r, $entr $ &,n $e ;e+1 Te.t,m. pH $, .+>: 8m >m p,pe+ $e trn,..+? n$e en8ntr,m. pH $e "'1 Ap-. i..? +e%,m. , .+>: [email protected], e&>+i: pr "( min>t.? p,r, >e ..e p..%e+ $i..+%er , m,iri, $ meti+ r,n;e re8m rm,$1 Em .e;>i$, ,$i8in,m. '?4 ; $e 8+ret $e .-$i e $eix,m. , mi.t>r, ,tin;ir , temper,t>r, ,m&iente1 Fin$,$ pr8e..? n%,mente re.ri,m. , mi.t>r, em &,n $e ;e+ e 8+et,m. . .-+i$ pr i+tr,: em >ni+ $e 2>8ner1 imprt,nte $e.t,8,r >e >nt 8m n.. 8r,nte? n p,pe+ i+tr ,%i, , p..i&i+i$,$e $, exi.tn8i, $e ,+;>n. .,i. 8nt,min,nte.1 P,r, $i..+%e +.? tr,n.erim. pre8ipit,$? >nt,mente 8m p,pe+ t,+,? p,r, >m &>er $e "'4 mL? 8nten$ 4 mL $e @;>, em e&>+i:1 O &eti% ,er 8m >e . 8nt,min,nte. .e $i..+%,m n, @;>, e .e,m retir,$. em >m, n%, i+tr,:1 O i i.. >e ,8nte8e>1 A mi.t>r, i n%,mente re.ri,$, e i+tr,$,1
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,. RESU+!A"OS I. S-!ESE a) Mecanismo de Reação:
& Pr >e , N?N$imeti+,ni+in, ,8p+, 8m .,+ $e $i,Jni n p.i: p,r, $ ,ne+W Exp+i>e1 I.. 8rre $e%i$ ,. rm,. $e re..ne ,em 8m >e ,. p.ie. rt e p,r, i>em 8m 8,r;,. ne;,ti%,.? e prt,nt m,i. re,ti%,. 8m n>8+e-i+.1 O p,r $e e+trn. +i%re $ nitr;ni 8,p, $e 8n>;,r 8m .i.tem, ,rm@ti8 eeit me.mri8 trn,n$ ;r>p,ment ,min >m ,ti%,nte $ ,ne+ ,rm@ti8 m,i. ri8 em e+trn. e? prt,nt m,i. re,ti% 8m n>8+e-i+1 Atr,%. $,. rm,. $e re..ne ,. p.ie. rt e p,r, .: m,i. re,ti%,. >,n$ 8mp.t ,;e 8m n>8+e-i+ %i$e >e.t: '1 A p.i: p,r, preeri$, p,r, ,8p+,ment 8m .,+ $e $i,Jni pr>e ,. p.ie. rt en8ntr,m.e m,i. impe$i$,. e.teri8,mente pr 8nt, $, prximi$,$e e.p,8i,+ 8m . ;r>p. meti+ $, ,min,1
5
II. RE"IME!O a)
C@+8>+ $e ren$iment $e ,+,r,n,$ $e meti+,K A in,+ $ experiment i &ti$ (?7) ;r,m,. $e ,+,r,n,$ $e meti+,1 C@+8>+ $ ren$imentK
" ;@81 S>+,n+i8 "#?"7 ;Ym+ (? mL N,N-dimetilanilina (121,18g/mol) $B(?745 ;Y8m#
4?1"(# m+ 4?4#1"(# m+ re,;ente +imit,nte 4?4#1"(# m+ A+,r,n,$ $emeti+, #'?##) ;Ym+ B "?!(7; x 77?7 B "?!(!;
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III. !ES!E "E P , Cmente . re.>+t,$. &ti$. em re+,: m>$,n, $e 8r &.er%,$, em $ierente. %,+re. $e pH1 Uti+ie $e e.tr>t>r,. >mi8,.1 Cite exemp+. $e >tr. 8mp.t. >.,$. 8m in$i8,$r @8i$&,.e1 Cm , re,+i,: $e.te pr8e$iment? ,+,r,n,$ $e meti+, .+>: $e HC+ .+>: %erme+, e p.terirmente .+>: $e N,OH .+>: ,m,re+,? &.er%>.e , m>$,n, $e 8r n pnt $e %ir,;em ,$e>,$? p,$rni,$ em pHZ#?" .+>: %erme+,[ pH\)?) .+>: ,m,re+,? 8mpr%,n$ ,..im , .nte.e $ pr$>t $e.e,$K
/. COC+US0ES Cm . re.>+t,$. .,ti.,t-ri. &ti$. n,. re,e. e n te.te $e pH? p..%e+ ,irm,r >e >%e , &ten: $ ,+,r,n,$ $e meti+, re,+i,$ n, primeir, p,rte $ experiment1 O ren$iment 8,+8>+,$ 8n.i$er,$ &m? ten$ em %i.t, >e ,. re,e. $e ,ri+$i,Jni mt$ m,i. ,$e>,$ $e rm,: $e $eri%,$. $ &enen1 Di,nte $. re.>+t,$.? p..%e+ 8n8+>ir >e &eti% i ,+8,n,$ 8m .>8e..1
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