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Experiment 2 : PREPARATION OF 4 – METHYLCYCLOHEXENE FROM

DEHYDRATION OF 4 – METHYLCYCLOHEXANOL

OBJECTIE

!" T# $%&''i() &%*&ne' &n+ &%*ene' ,'in- $.emi$&% re&$ti#n te't"2" T# &/%e t# ')nt.e'i0e 4 1 met.)%$)$%#.exene (r#m 4 – met.)$)$%#.ex&n#% /)

+i'ti%%&ti#n"" T# +etermine t.e per$ent&-e )ie%+ #( 41met.)%$)$%#.exene"

INTROD3CTION

In t.i' experiment '#me pr#pertie' #( .)+r#$&r/#n' i%% /e 't,+ie+5 .ere 41

met.)%$)$%#.ex&n#% i%% /e .)+r&te+ t# (#rm 41met.%$)$%#.exene /) e%imin&ti#n

re&$ti#n'" T.e ',/'tr&te i' 41met.)%$)$%#.ex&n#% 6R1OH7" T.e .)+r#x)% -r#,p in R1

OH i' & p##r %e&8in- -r#,p /e$&,'e it #,%+ .&8e t# %e&8e &' & .)+r#xi+e i#n 6

−¿OH 

¿ " B) &++in- & 'tr#n- &$i+ i%% .e%p .)+r#xi+e t# /e e%imin&te &' &ter 6

 H 2O ¿ " A' t.e &ter %e&8e' t.e ',/'tr&te m&teri&%5 & pr#t#n &%'# %#'t in &n

e%imin&ti#n pr#$e''" T.e en+ i' t.e &%*ene pr#+,$t"

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T.e 41met.)%$)$%#.exene pr#+,$t i%% /e +i'ti%%&te &-&in it. t.e &ter t.&t &%'#

(#rm'" A &'. it. '&t,r&te+ '#+i,m $.%#ri+e '#%,ti#n i%% .e%p rem#8e t.e m#'t

re'i+,e &ter (r#m t.e +i'ti%%&te pr#+,$t"

C)$%#.exene i' &n ,n'&t,r&te+ .)+r#$&r/#n" In $.emi'tr)5 & .)+r#$&r/#n i' &n)

$.emi$&% $#mp#,n+ t.&t $#n'i't' #n%) #( t.e e%ement' $&r/#n 6C7 &n+ .)+r#-en 6H7"

T.e m&9#r $%&''e' #( .)+r#$&r/#n' &re &%*&ne'5 &%*ene'5 &%*)ne' &n+ &r#m&ti$

.)+r#$&r/#n'" T.e &%*&ne' &re t.e %e&'t re&$ti8e $%&''5 /e$&,'e t.e) $#nt&in #n%)

$&r/#n &n+ .)+r#-en &n+ t.e) .&8e n# re&$ti8e (,n$ti#n&% -r#,p'" T.ere &re &

n,m/er #( 'imp%e te't' t.&t m&) /e ,'e+ t# +i((erenti&te &%*&ne' (r#m &%*ene'"

T.e'e te't' &re /&'e+ ,p#n t.e re&$ti8it) #( &%*ene' it. & 8&riet) #( re&-ent' t#

.i$. t.e &%*&ne' &re in'en'iti8e" In t.i' experiment5 e $&n +i'tin-,i'. /eteen$)$%#.exene 6&%*ene7 &n+ $)$%#.ex&ne 6&%*&ne7 ,'in- $.emi$&% re&$ti#n te't'5 .i$.

i' /r#mine &n+ perm&n-&n&te te't'"

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DATA AND RE3LT

;"

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1. THE THEORITICAL YIELD :

T.e m&'' #( 41met.)%$)$%#.exene :

=!";=- – ;4"4">;2>=

2. PERCENTAGE YIELD OF 4-METHYLCYCLOHEXENE

theoretical yield(g)

relativemolecular mass (gmol−1) X  100

;"2

DIC3ION

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In t.i' experiment5 &%% t.e pr#$e'' $#n+,$te+ i' ',$$e''" T.,'5 41

met.)%$)$%#.ex&n#% &' $#n8erte+ $#mp%ete%) t# (#rm 41met.)%$)$%#.exene /)

e%imin&ti#n pr#$e''" T.e &ter .&' /een e%imin&te+ it. t.e pr#+,$t #( &%*ene" T.e

re',%t (r#m t.e +&t& '.# &m#,nt #( 41met.)$)$%#.ex&n#% '#%,ti#n /e(#re +i'ti%%&te t#

(#rm 41met).%$)$%#.exene5 &n+ &%'# t.e $&%$,%&ti#n #( t.e#reti$&% )ie%+"

T.e e%imin&ti#n re&$ti#n in8#%8e' t.e %#'' #( &n OH (r#m #ne $&r/#n &n+ &n H (r#m

&n &+9&$ent $&r/#n" O8er&%%5 t.i' &m#,nt' t# t.e e%imin&ti#n #( & m#%e$,%e #( &ter5

re',%tin- in & pi1/#n+ (#rm&ti#n #( &n &%*ene #r &%*)ne" T.e %#'' #( &ter (r#m &

m#%e$,%e i' $&%%e+ +e.)+r&ti#n" In t.i' experiment5 41met.)%$)$%#.ex&n#% i'

+e.)+r&te+ t# 41met.)%$)$%#.exene &$$#r+in- t# t.e (#%%#in- re&$ti#n:

t&rtin- t.e experiment it. ;" $e%$i,'5 .ere i'

,n+er !>> $e%$i,' &' 't&te+ in %&/ m&n,&%" Next (#r t.e 'e$#n+ +i'ti%%&ti#n #( 41

met.)%$)$%#.exene5 t.e /#i%in- p#int i' =2 $e%$i,'" T.i' 'e$#n+ +i'ti%%&ti#n i' (#r t.e

e%imin&ti#n #( ex$e'' &ter 6   H 2O ¿ .  e8er&% te't &' $&rrie+ #,t t# +etermine t.e

#/t&ine+ en+ pr#+,$t i' &%*ene #r &%*&ne5 .i$. i' /r#mine te't &n+ p#t&''i,m

perm&n-&n&te5 #r *n#n &' B&e)er@' te't" T.e en+ pr#+,$t &' 'ep&r&te+ int# t#

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te't t,/e5 #ne (#r /r#mine te't5 &n+ &n#t.er #ne (#r B&e)er@' te't 6p#t&''i,m

perm&n-&n&te7"

F#r t.e /r#mine te't5 (e +r#p' #( /r#mine &' &++e+ int# t.e (ir't te't t,/e" .en

t.e /r#mine i' mixe+ it. t.e en+ pr#+,$t5 t.e $#%#,r #( /r#mine 6)e%%#i'.75 i%%

$.&n-e t# $#%#,r%e''" A' t.e re',%t5 it pr#8e+ t.&t t.e en+ pr#+,$t &' &n &%*ene" I( 

t.e pr#+,$t .&8e pre'en$e #( &%*&ne5 n# $.&n-e #( $#%#,r &' initi&%%) #/'er8e+"

Next (#r t.e B&e)er@' te't 6p#t&''i,m perm&n-&n&te75 (e +r#p' #( p#t&''i,m

perm&n-&n&te i' &++e+ t# t.e 'e$#n+ te't t,/e" T.e +i'&ppe&r&n$e #( t.e p,rp%e

$#%#,r #( p#t&''i,m perm&n-&n&te &n+ t.e &ppe&r&n$e #( /r#n pre$ipit&te 6MnO27

i' & p#'iti8e te't (#r t.e pre'en$e #( &%*ene" Be$&,'e &%*&ne i%% n#t re&$t it.

p#t&''i,m perm&n-&n&te"

CONCL3ION

In t.i' experiment5 prep&r&ti#n #( 41met.)%$)$%#.exene (r#m +e.)+r&ti#n #( 41

met.)%$)$%#.ex&n#% i' ',$$e''(,%%) +#ne" T.e pr#8in- #( en+ pr#+,$t eit.er it'

&%*ene #r &%*&ne .&' /e +#ne it. t# $.emi$&% te't5 t.&t i' /r#mine te't &n+

/&e)er@' te't 6p#t&''i,m perm&n-&n&te7" B#t. re',%t (#r t.e $.emi$&% te't i' p#'iti8et.&t t.e en+ pr#+,$t i' 41met.)%$)$%#.exene"

REFFERENCE

C.emi'tr) !!t. E+iti#n /) #%+'/) C.&n-

ener&% C.emi'tr) /) F#r+.&m

Intr#+,$ti#n #( Or-&ni$ C.emi'tr) /) E%i&' J&me' Cre)