Stability of alkenes

STABILITY OF
ALKENES
FOR B-PHARM STUDENTS
PRESENTED BY- SANDHYA PUNETHA
STABILITY OF ALKENES
• Tetra substituted alkenes are more stable than di; tri; mono substituted
alkenes.
• In di-substituted alkenes, trans form is more stable than cis form of di-
substituted alkenes.
• Because more substitution leads to more conjugation , more conjugation
directly proportional to stablility.
• Hyperconjugation means number of alpha hydrogen to alpha carbon atoms.
• Less stable isomer has higher energy which is identified by heat of
hydrogenation.
• Eg- Cis-2-butene exerts- 28.6 kcal/mole energy while trans-2-butene
exerts – 27.6 kcal/mole energy on hydrogenation of 2-butene.
H H H 𝐶𝐻3
C=C C=C
𝐶𝐻3 𝐶𝐻3 𝐶𝐻3 H
Cis-2-butene Trans-2-butene
𝐻2 𝐻2
H H H 𝐶𝐻3
CH-CH CH-CH
𝐶𝐻3 𝐶𝐻3 𝐶𝐻3 H
• If an alkene as higher heat of hydrogenation it means it has
more energy and is less stable.
• In the above case cis isomer has more energy than trans
isomers therefore, cis isomer is less stable.
“ NEVER DO TOMORROW WHAT YOU
CAN DO TODAY”
THANK YOU……
1 von 5

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Stability of alkenes

  • 1. STABILITY OF ALKENES FOR B-PHARM STUDENTS PRESENTED BY- SANDHYA PUNETHA
  • 2. STABILITY OF ALKENES • Tetra substituted alkenes are more stable than di; tri; mono substituted alkenes. • In di-substituted alkenes, trans form is more stable than cis form of di- substituted alkenes. • Because more substitution leads to more conjugation , more conjugation directly proportional to stablility. • Hyperconjugation means number of alpha hydrogen to alpha carbon atoms. • Less stable isomer has higher energy which is identified by heat of hydrogenation.
  • 3. • Eg- Cis-2-butene exerts- 28.6 kcal/mole energy while trans-2-butene exerts – 27.6 kcal/mole energy on hydrogenation of 2-butene. H H H 𝐶𝐻3 C=C C=C 𝐶𝐻3 𝐶𝐻3 𝐶𝐻3 H Cis-2-butene Trans-2-butene 𝐻2 𝐻2 H H H 𝐶𝐻3 CH-CH CH-CH 𝐶𝐻3 𝐶𝐻3 𝐶𝐻3 H
  • 4. • If an alkene as higher heat of hydrogenation it means it has more energy and is less stable. • In the above case cis isomer has more energy than trans isomers therefore, cis isomer is less stable.
  • 5. “ NEVER DO TOMORROW WHAT YOU CAN DO TODAY” THANK YOU……