Alkenes are produced from dehalogenation of ?

The process of dehalogenation involves the removal of halogen atoms from an organic compound. When this process occurs in a vicinal dihalo alkane (a compound in which two halogen atoms are attached to adjacent carbon atoms), the product formed is... Read More

1 ORGANIC CHEMISTRY MCQS

Alkenes are produced from dehalogenation of ?

  • Dihalo alkane
  • Trihalo alkane
  • Vicinal dihalo alkane
  • Vicinal trihalo alkane
Correct Answer: C. Vicinal dihalo alkane

Detailed Explanation

The process of dehalogenation involves the removal of halogen atoms from an organic compound. When this process occurs in a vicinal dihalo alkane (a compound in which two halogen atoms are attached to adjacent carbon atoms), the product formed is an alkene.


Reaction Example:
CH₂Br–CH₂Br → CH₂=CH₂ + 2HBr


This transformation takes place under the influence of a reducing agent such as zinc dust in the presence of alcohol (Zn/EtOH). The zinc reacts with halogen atoms to remove them from the molecule, leading to the formation of a carbon–carbon double bond.


Mechanism:




  1. Zinc donates electrons to halogen atoms, forming ZnX₂ (where X is the halogen).




  2. Both halogen atoms are removed from adjacent carbon atoms.




  3. The carbon atoms, now electron-deficient, form a π-bond, resulting in an alkene.




Vicinal dihalo alkanes vs. Geminal dihalo alkanes:




  • Vicinal dihalo alkane: Halogen atoms on adjacent carbon atomsform alkene after dehalogenation.




  • Geminal dihalo alkane: Both halogens on same carbon atom → may form carbene or other products, not a simple alkene.




Example Reaction:
1,2-Dibromoethane → Ethene + 2HBr
(CH₂Br–CH₂Br → CH₂=CH₂ + 2HBr)


Key Points:




  • Type of reaction: Dehalogenation (removal of halogens).




  • Reagent used: Zinc in alcohol.




  • Product formed: Alkene (due to formation of C=C bond).




  • Important condition: Halogens must be on adjacent carbons (vicinal).




Thus, alkenes are specifically produced from the dehalogenation of vicinal dihalo alkanes.


Correct Option: C) Vicinal dihalo alkane

Discussion

Thank you for your comment! Our admin will review it soon.
No comments yet. Be the first to comment!

Leave a Comment