SYNTHESIS OF 1-PHENYLAZO-2-NAPHTHOL

S YNTHESIS OF 1-PHENYLAZO-2-NAPHTHOL  J. V. DE GUZMAN DEPARTMENT OF  DEPARTMENT  OF CHEMICAL CHEMICAL ENGINEERING , COLLEGE OF ENGINEERING OF  ENGINEERING UNIVERSITY  OF THE OF  THE PHILIPPINES, DILIMAN QUEZON CITY , PHILIPPINES DATE PERFORMED :

APRIL 15, 2015 INSTRUCTOR ’S NAME: ALLAN KENNETH REGUNTON

ABSTRACT Synthesis o !"o #o$%o&n's is si(ni)#!nt in the *ese!*#h #o$$&nities !n' in'&st*ies s&#h !s te+tie !n' oo' -e#!&se o thei* intense #oo* s&#h th!t they #!n -e &se' !s syntheti# 'yes. The e+%e*i$ent o#&ses on the synthesis o /0%heny!"o0 10n!%htho o* S&'!n0/ *o$ the !$iy o S&'!n 'yes -y e$%oyin( 'i!"oti"!tion *e!# *e!#ti tion on in !ni !niine ine to o*$ o*$ %hen %heny y'i 'i!" !"on oni& i&$ $ &n'e* &n'e* ! 'i!" 'i!"ot oti" i"!t !tio ion n *e!# *e!#ti tion on $e#h!nis$. The o*$e' %heny'i!"oni&$ &n'e*(oes 'i!"oni&$ #o&%in( *e!#tion 2ith 2ith 30n! 30n!%ht %htho ho. . Re#* Re#*ys yst! t! i" i"!t !tio ion n !n' !n' $et $etin in( ( %oin %ointt 'ete*$ 'ete*$in in!t !tio ion n !*e !*e !so !so e$%oye' e$%oye' to !ssess the %&*ity o the o-t!ine' %*o'&#t. %*o'&#t. The e+%e*i$ent e+%e*i$ent !so !i$s to in4esti(!te the %*o%e*ties o S&'!n0/ !s !n in(*!ine' 'ye. Res&ts sho2e' th!t  the in(*!i in(*!ine' ne' S&'!n0/ S&'!n0/ 'ye is #onsi' #onsi'e*e e*e' ' !st !st !n' &nio* &nio*$ $ in the #otton #otton !-*i# $!5in( it ! (oo' 'ye. The synthesis *es&t to 6.6/ ( o S&'!n0/ !n' ! $etin( %oint  o /76 8C 4e*y #ose to the theo*eti#! 4!&e o /7/ 8C. The #oseness o the $etin(  %oint 4!&es i$%y the hi(h %&*ity o the )n! %*o'&#t 2hie the !$o&nt o  synthesi"e' %*o'&#t i$%ies the s&##ess o S&'!n0/ %*e%!*!tion !n' e!si-iity o  the $etho' in synthesi"in( !"o #o$%o&n's.  _____________________________________________________________________________________________   __________________________________________________________________________ ___________________   _________________________________ 

INTRODUCTION Amin Amine e !"e !"e #$m% #$m%$& $&n' n'  #$n( #$n(!i !ini nin) n) ni("$)en *i(+ ! $ne %!i" (+!( i !((!#+e' ($ !n !-. $" !"$m!(i# )"$&%/  T+e %"een#e %"een#e $ (+e $ne %!i" m!-e !mine !mine  $(+ $(+ !i# !i# !n' !n' n&#e$ n&#e$%+i %+ii# i#// Amine !"e !$ #!e' $")!ni# 'e"i!(ie $ !mm$ni! !n' (+e. +!e (+e (+e )ene" ene"! ! $" $"m&! &!34 34 RN RNH H 2 $" %"im!". %"im!". !mine, !mine, R 2NH $" e#$n' e#$n'!" !". . 617 !mine !n' R N $" (e"(i!". (e"(i!". !mine / P"im!". !mine #!n "e!#( *i(+ ni("$& !#i' $" ni("i(e !( in !#i'i# me'i&m ($ .ie .ie' !( ( #!e !e' ' 'i!8$ i!8$ni ni& &m in !

%"$#e %"$#e #!e' #!e' 'i!8$(i8 'i!8$(i8!(i$ !(i$n n "e!#(i$n "e!#(i$n// Di!8 Di!8$( $(i8 i8!( !(i$ i$n n "e!#( e!#(i$ i$n n #!n #!n $##& $##&"" in !min !mine e #$n( #$n(!i !ini nin) n) ei(+ ei(+e" e" !!-. $" !"$m!(i# )"$&%/ H$*ee", !-.!mine 'i!8$ni&m %"$'&#( !"e e". "e!#(ie (+!( (+e. #!nn$( e i$!(e'/ T+&, (+e me(+$' i &&!. em%$.e' in %"im!". !".! ".!m mine ine $n. $n. !n' i( i( )ene" ene"! ! 617 "e!#(i$n i +$*n in Fi)&"e 1/ N!NO2, H9,

1

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Fi)&"e 1/ Gene"! 'i!8$(i8!(i$n "e!#(i$n $" !niine A"ene'i!8$ni&m !"e e". (!e !( !n' (+e. !"e e%e#i!. &e& e#!&e $ (+ei" 'i!8$ni$ )"$&% 3N;N4 617 *+i#+ #!n e "e%!#e' . ! n&#e$%+ie in ! (.%i#! ee#("$%+ii# !"$m!(i# 6

!e' "$m (+e me#+!nim in Fi)&"e , (+e %i ee#("$n in (+e ("i%e $n' $  (+e 'i!8$ni$ )"$&% !"e '$n!(e' ($ N1 e! e!in in) ) N2 %!"( %!"(i! i! . . %$i %$i(i (ie e,, (+& (+& m!-in m!-in) ) N2 ! %$(en( %$(en(i! i! ee#( ee#("$ "$%+ %+ie ie//  T+e 'i!8$ni&m i$n 3!4 !((!#- (+e  1   +(+ 

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ee#("$n in (+e H?O >@C $n' ($ .ie' i( i( "e$n e$n!n !n#e #e $" $"m 3'4 3'4 *+i# *+i#+ + i ! #!" #!"$# $#!(i$ (i$n/ T+e T+e ni(" i("$)en )en !($m !($m !((!#+ !((!#+e' e' ($ (+e n!%+(+ n!%+(+$ $ &( &("!( "!(e e '$n! '$n!(e (e  i( i( $ne $ne %!i" %!i" $ ee# ee#(" ("$n $n ($ (!ii8e (+e %$i(ie #+!")e "e&(in) ($ (+e !8$ #$m%$&n', S&'!n?1/  T+e +.'"$=i'e )"$&% $ ?n!%+(+$ i !n $"(+$?%!"! !#(i!($"/ H$*ee", (+e $n. $n. %"$' %"$'&# &#(( (+!( (+!( "e& e&( ( i in (+e (+e $"(+ $"(+$? $?%$ %$i i(i (i$n $n// T+e T+e %!"! %!"!?% ?%$ $i( i(i$ i$n n 3#!" 3#!"$n? $n?4 4 i #!nn$ #!nn$(( e !((!#!((!#-e' e' . (+e 'i!8$ni&m i$n in#e (+e"e !"e n$ +.'"$)en !($m ($ e &(i(&(e'/ A &#+, !((!#- in #!"$n 1 i (+e )ene"!. %"ee""e' %$i(i$n/ I( i !$ !$"e' '&e ($ (+e %"een#e $ m$"e "e$ e$n!n# !n#e "e%" e%"een een(! (!(i (i$ $n $ (+e (+e  6