Organic Chemistry Practical 3
Transcript of Organic Chemistry Practical 3
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PRACTICAL III
SYNTHESIS OF TETRAHYCROCARBAZOLE BY
FISCHER INDOLE SYNTHESIS
NAME: LOW KAH JUN (127920)
NAVIN KUMAR A/L THAMILARAJAN (127933)
FOONG PEI PEI (127899)
LYDIA ADILA INTI I!KANDAR (127339)
NUR KHADIJAH INTI A!HARUDIN (1279"#)
LECTURER: PROF$ DR$ AMIRIN !ADIKUN
DATE:
FAR 113/3
ORGANIC CHEMISTRY
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Experime! 3: S"!#e$i$ %& Te!r'#"(r%)'r*'+%,e *" Fi$)#er I(%,e S"!#e$i$
OB-ECTI.E
1$ T% &'*+&,& +-.*'-%.-.%+ *-%45* F,&*+- ,%+ &'*+&,& %6
'%*+.%+ *+'*'-.%+ , -+&++ %6 5.,. .+, ., .& ..'&$
2$ T% ++-,+ *+ :+,5* . +,5 %, %6 +-.*'-%.-.%+ -%4+$
3$ T% ++-,+ *+ +-+.5+ ',+ %6 +-.*'-%.-.%+$
"$ T% ,&4&& *+ +*.,& %6 6%-.,% %6 '%*+.%+ *+'*'-.%+
6-% '%*+.%+ . *+'*'-.,+$
;$ T% ,&4&& *+ +*.,& 6%- F,&*+- ,%+ &'*+&,& %6 +-.*'-%.-.%+$
INTRODUCTION
I%+ ,& . 64&+%: .& *+
F,&*+- ,%+ &'*+&,&= %&,&& %6 *+.,5 *+ *+'*'-.%+ %6 . .+*'+ %-
>+%+ (:,* *+ ++,% %6 6%-.+*'+ . .+.+*'+) , *+ -+&++ %6 .
., ..'&$ ?, *%-,+= *'-%*%-, ., %- 5.,. .+, ., .' + 4&+= 4
%'*%&*%-, ., ,& %6+ -+6+--+$
I *,& ++-,+= '%4 :, + -+.-,5 +-.*'-%.-.%+ (1=2=3="<
+-.*'-%.-.%+) ,@%@,5 *+'*'-.,+= '%*+.%+ . 5.,. .+,
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., .& . ..'&$
PROCEDURE
1$ 2$25 %- 2$3 L %6 '%*+.%+= 20 L %6 5.,. .+, ., . 2 L %6
*+'*'-.,+ :+-+ .+ , . 100 L -%4$
2$ %,,5 *,& :+-+ .+ ,% *+ ,4-+$
3$ A -+64 %+&+- :.& ..*+ % *+ -%4 . *+.+ 4+-
-+64 6%- 20 % 30 ,4+&$
"$ T*+ ,4-+ :.& .%:+ % %% % -%% ++-.4-+ . ,+-&+ , *+
% :.+- 6%- *+ -+,,.,% %6 *+ -%4$
;$ T*+ -+,,.+ :.& 6,+-+ ' 4&,5 *+ 4$ A *+ &.+ ,+= *+ &%, :.&
:.&*+ :,* 30 % ;0 L %6 % :.+-$#$ T*+ -+,,.+ :.& *+ -.&6+--+ % 2;0 L %,. 6.&>$ "0 L %6 *+
&%4,% %6 *% 9; +*.%B :.+- ("B1) :.& .+ ,% *+ %,. 6.&>$ T*+
,4-+ , *+ %,. 6.&> :.& *+.+ % . *% .+ 4, . %6 *+
-+,,.+ ,&&%@+$
7$ A%*+- %,. 6.&> :.& -+.-+ :,* . 6,+- .+- % ,$ 20 L %6 *%
&%4,% %6 +*.%B :.+- ("B1) :.& .+ % :+ *+ 6,+- .+-$ T*+ 20L
&%4,% :.& *+ -+%@+ 6-% *+ %,. 6.&>$
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8$ T*+ *% ,4-+ 6-% &+ # :.& .+ C4,>' ,% *+ %,. 6.&>$ T*+=
*+ %,. 6.&> :.& +6 % %% ' ,+-&,5 , , ,+ .* % 5+ *+
-+-'&.,+ -%4$
9$ T*+ -'&.& :+-+ 6,+-+ ' 4&,5 *+ 4$ A *+ &.+ ,+= *+ -'&.&
:+-+ :.&*+ :,* 30L %6 % :.+-$
10$ T*+ 6,. -%4 %.,+ :.& -.&6+--+ % . +@.%-.,5 ,&* . -,+ ,
*+ %@+ . 100 ℃ %@+-,5*$
11$ T*+ -%4 :.& *+ %++ , *+ + .'$ T*+ :+,5* . *+ +,5
%, %6 *+ -%4 :+-+ -+%-+$
RESULTS
1$ 1032!e!r'#"(r%)'r*'+%,e C 12 H 13 N ¿
W+,5* %6C
12 H
13 N
-%4+ 1456607
R+.,@+ %+4.- :+,5* %6C
12 H
13 N
(12 12$0107) (13 1$0079") 1"$00#7"
171$238" 5/%
N%$ %6 %+ %6C
12 H
13 N
-%4+
Weight of C 12
H 13
N produced
Relative molecular weigh t of C 12 H 13 N
1.8992 g
171.2384 g /mol
84811 m%,
C"),%#ex'%e C
6 H
10O
9
W+,5* %6C
6 H
10O
4&+ 2$25 %- 2$3L
R+.,@+ %+4.- :+,5* %6C
6 H
10O
4&+
(# 12$0107) (10 1$0079") 1;$999"
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98$1"3 5/%
N%$ %6 %+ %6 C 6 H 10O 4&+
Weight of C 6 H
10O
Relative molecular weight of C 6 H 10O
2.2 g
98.143g /mol
0$022"2 %
P#e",#"(r'+ie
C 6 H
8 N
2
9
V%4+ %6C
6 H
8 N
2 4&+ 2
D+&,' %6C
6 H
8 N
2 1$10 5/L
W+,5* %6C
6 H
8 N
2 4&+ V%4+ %6C
6 H
8 N
2 4&+ +&,' %6
C 6 H
8 N
2
2 L 1$105/L
2$25
R+.,@+ %+4.- :+,5* %6C
6 H
8 N
2
(# 12$0107) (8 1$0079") (2 1"$00#7")
108$1"12 5/%
N%$ %6 %+ %6C
6 H
8 N
2 4&+
Weight of C 6 H
8 N
2used
Relative mol ecular weight of C 6 H 8 N 2
2.2g
108.1412 g/mol
848083 m%,
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1 % %6C
6 H
10O
≡ 1 % %6C
6 H
8 N
2 ≡ 1 % %6C
12 H
13 N
I *,& ++-,+= *+'*'-.,+ ,& *+ ,,,5 -+.5+ %6 *+ -+.,% .&
'%*+.%+ -+&+ , ++&&$
1 % %6C
6 H
8 N
2 ≡ 1 % %6C
12 H
13 N
0$0203" % %6C
6 H
8 N
2 ≡ 0$0203" % %6C
12 H
13 N
T*+%-+,. ',+ (*+%-+,. :+,5* %6 1=2=3="
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2$ M+,5 %, %6 1=2=3="+ *+
%&,,@+' *.-5+ .-%$ T*+ + -%4 6%-+ , *,& -%+&& ,&
*+'*'-.%+ ' -+%@,5 %+ %+4+ %6 :.+-$
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, &%4,%$ T*+ *'-%5+ ,% ,& 4&+ % -%%.+ *+ *+'*'-.%+$ T*+
+ -%4 6%-+ , *,& -%+&& ,& *+ .4%+-, 6%- %6 *+'*'-.%+=
+.,+$
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E.,+ ,+-%@+- :,*, ,&+6 -.,' . .4&,5 *+ -%%
&*,6,5$ T*+ -%+&& ,& %,4+ :,* *+ &:,*,5 %6 ..+ %45.+
%4+ %$ M+.:*,+= ' ,5-.,5 *+ ,+%+ % . .-%., *++-%'+ ,%+ 4+-
.,, %,,%&$ I *,& ++-,+= :+ 4&+ *+'*'-.,+ . '%*+.%+
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(>+%+) :,* 5.,. .+, ., (:*,* .& .& ., ..'&) % -%4+
+-.*'-%.-.%+ (.-%., *++-%'+ ,%+)$
T*+ F,&*+- ,%+ &'*+&,& ,& .++-.+ . .,, +@,-%+$ %* -%,
. L+:,& .,& *.@+ ++ &*%: % *+ -+.>,5 *+ ,-%5+
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+:++ 20
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-+&4,5 , *+ +-+.5+ ',+ %6 ;"$;3$ T*+ -.5+ %6 +,5 %, 6%- *+
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