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CHM3201 KIMIA ORGANIK 1

JABATAN KIMIA, UPM

Tutorial: Alkee! a" Alk#e!

1$ %ra& t'e !tru(ture! )or t'e *a+or ro"u(t! o) t'e )ollo&i- "e'#"ratio

rea(tio!:

OH

OH

OH

HO

H. H.

H.H.

i$ii$

iii$ i/$

2$ U!i- ('e*i(al euatio!, elai t'e *e('ai!* i/ol/e" i t'e'#"ro'alo-eatio rea(tio o) 2etee$

3$ 'o& 'o& t'e )ollo&i- (o*ou"! (a 4e reare" )ro* et'ae

i$ 5t'ae ii$ 5t'aol iii$ Bro*oet'ae

i/$ 1,25t'a"iol /$ 1,2%i('loroet'ae

6$ tate t'e *a+or ro"u(t, !tarti- rea-et! a"7or rea(tio (o"itio! )or t'e

)ollo&i- rea(tio!:

CH3CH8C9CH3:2 CH3CH2C9CH3:2OH. HCl

CH3CH2CH8CHCH3 . H2O6 . KMO62;

oC

9CH3:2C8CHCH3 9CH3:2CO . CH3CHO

i$ ii$

iii$ i/$

/$

$ tati- &it' ro#e, !u--e!t 'o& #ou &oul" reare roee a" 24ut#e

?$ T'ree (o*ou"! A,B, a" C all 'a/e t'e )or*ula C=H10$ All t'ree (o*ou"!

rai"l# "e(olori@e! 4ro*ie i CCl6 all t'ree are !olu4le i (ol" (o(etrate"

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!ul)uri( a(i"$ Co*ou" A 'a! a *u(' lo&er KA /alue t'a B or C$

Co*ou"! A a" B 4ot' #iel"e" 'eae &'e treate" &it' a e(e!! o)

'#"ro-e i t'e re!e(e o) latiu* (atal#!t$ U"er t'e!e (o"itio!, C ol#a4!or4! 1 *olar eui/alet o) '#"ro-e a" -i/e! a ro"u(t &it' )or*ula

C=H12$ 'e A i! oi"i@e" &it' 'ot 4a!i( ota!!iu* er*a-aate a" t'e

re!ulti- !olutio a(i"i)ie", t'e ol# or-ai( ro"u(t t'at (a 4e i!olate" i!CH39CH23COOH$ i*ilar oi"atio o) B -i/e! ol# CH3CH2COOH, a"

!i*ilar treat*et o) C -i/e! ol# HOOC9CH26COOH$ 'at are t'e

!tru(ture! )or A, B a" C