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Discussion Response Post to:
a biiiiiiiiiiiiiiiiiiiiiiiiiiiiiiiiiiiig problem.
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Organic Chemistry
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Author
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17 Apr 2007 21:52:29 IST
Subject:
Re:a biiiiiiiiiiiiiiiiiiiiiiiiiiiiiiiiiiiig problem.
madhusudan.chavan
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Saytzeff?s rule
Hofmann?s rule
1.The most substituted alkene will be formed predominantly in a
b
elimination reaction.
1. The least substituted alkene will be formed predominantly in a
b
elimination reaction.
2.Thermodynamic stability of the product determines the direction of the formation of double bond.
2.The acidity of the
b
-H & the steric strain on the
b
-C determine the direction of formation of double bond.
3.Usually E1 reactions follow Saytzeff?s rule.
3.Usually E2 &E1CB reactions follow the Hofmann?s rule.
4.E2 reactions involving the neutral & small leaving groups usually folloe Saytzeff?s rule.
E2 reactions involving bulky positively charged leaving groups, e.g.,
+
NR
3
,
+
SMe
2
follow the Hofmann?s rule
5.As the bulk of the leaving group increases the yield of Saytzef?s product decreases.
5. As the bulk of the leaving group increases the yield of Hofmann?s product increases.
6.With the increasing bulk of the base the yield of the Saytzeff?s product decreases.
6.With the increasing bulk of the base the yield of the Hoffmann?s product increases
CH
3
CH
2
CHClCH
3
®
CH
3
CH=CHCH
3
b
b
CH
3
CH
2
CH(CH
3
)N
+
Me
3
OH
®
CH
3
CH
2
CH=CH
2
+ NMe
3
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