Predicting Alkene Formation in 2-Butanol E1 Dehydration

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SUMMARY

During the E1 dehydration of 2-butanol, three alkenes are produced: cis-but-2-ene, trans-but-2-ene, and but-1-ene. The trans-but-2-ene is predicted to be formed in the greatest abundance due to steric factors, as the bulky groups are positioned farthest apart, minimizing steric hindrance. In contrast, but-1-ene is expected to be the least abundant product. The discussion confirms that the cis and trans isomers do not form in equal abundance, with the trans isomer being favored.

PREREQUISITES
  • Understanding of E1 dehydration mechanisms
  • Knowledge of alkene stability and steric effects
  • Familiarity with isomerism, specifically cis and trans configurations
  • Basic organic chemistry concepts related to reaction products
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  • Study the mechanisms of E1 reactions in organic chemistry
  • Research the concept of steric hindrance and its impact on product formation
  • Explore the stability of alkenes and factors influencing their abundance
  • Learn about isomerization and its relevance in organic synthesis
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When 2-butanol undergoes E1 dehydration, 3 alkenes are obtained. cis-but-2-ene, trans-but-2-ene, and but-1-ene. Which alkene would you predict to be formed in greatest abundance? How do you know?
 
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Ok I know that the but-1-ene will form with least abundance, but what about the other two cis and trans isomers? Will they form in equal abundance? That's what I predict, but I just want to make sure. If anyone knows for sure, please reply. Thanks.
 
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trans isomer will be more abundant becouse the bulkiest groups will be farthest apart from each other.
 

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