Organic Reaction: CrO3/HOAc Breakdown of R-CH=CH-C=_CH

  • Thread starter Thread starter chaoseverlasting
  • Start date Start date
  • Tags Tags
    Organic Reaction
Click For Summary
SUMMARY

The organic reaction involving R-CH=CH-C≡CH in the presence of CrO3 and HOAc results in the formation of R-COOH and CH≡C-COOH. This reaction demonstrates the oxidative cleavage of the double bond, leading to the introduction of a carbonyl group (=O) while leaving the triple bond intact. The mechanism resembles ozonolysis, but it is distinct due to the specific reagents used. Understanding this reaction is crucial for organic synthesis involving alkenes and alkynes.

PREREQUISITES
  • Knowledge of organic reaction mechanisms
  • Familiarity with CrO3 (Chromic acid) as an oxidizing agent
  • Understanding of acetic acid (HOAc) as a solvent and reagent
  • Basic concepts of ozonolysis and oxidative cleavage
NEXT STEPS
  • Study the mechanism of oxidative cleavage using CrO3 and HOAc
  • Explore the differences between ozonolysis and oxidative cleavage reactions
  • Learn about the synthesis of carboxylic acids from alkenes
  • Investigate the reactivity of alkynes in oxidative reactions
USEFUL FOR

Chemistry students, organic chemists, and researchers involved in synthetic organic chemistry who are looking to deepen their understanding of reaction mechanisms involving alkenes and alkynes.

chaoseverlasting
Messages
1,051
Reaction score
3

Homework Statement



R-CH=CH-C=_CH in presense of CrO3 and HOAc gives R-COOH+ CH=_C-COOH



The Attempt at a Solution



Can someone please explain this reaction to me? Seems like the double bond was broken and replaced with a =O. Almost like ozonolysis except the triple bond wasnt touched.
 
Physics news on Phys.org
SomebodY? Please?
 

Similar threads

  • · Replies 1 ·
Replies
1
Views
6K
  • · Replies 3 ·
Replies
3
Views
8K
  • · Replies 1 ·
Replies
1
Views
6K
  • · Replies 26 ·
Replies
26
Views
6K
  • · Replies 8 ·
Replies
8
Views
5K
  • · Replies 2 ·
Replies
2
Views
11K
  • · Replies 4 ·
Replies
4
Views
10K
  • · Replies 1 ·
Replies
1
Views
4K