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AS/A-level Chemistry - Alkenes

Alkenes

July 11, 2021

Alkenes

  • Alkenes are unsaturated hydrocarbons because they can make more bonds with extra atoms in addition reactions.
  • They contain at least 1 double C-C covalent bond meaning high electron density so they are very reactive.

Electrophilic Addition Reactions

  • Double bond opens up, atoms added to C atoms.
  • This happens because double bond has plenty of electrons and easily attacked by electrophiles.
  • Electrophiles – electron pair acceptors.

Do you remember the mechanisms for electrophilic addition reactions in AS/A-level Chemistry?

Mechanisms for electrophilic addition reactions

  • General equation for this reaction using ethane and electrophile X-Y.
     

    CH2CH2   +   X-Y   -->   CH2XCH2Y
     

  • C=C double bond repels X-Y e- which polarises X-Y bond.
  • 2 electrons from C=C attack slightly +ve X atom which creates bond between 1st C and X.
  • X-Y bond breaks, e- from bond taken by Y atom and –ve ion formed with lone pair e-.
  • C 2 is left +ve so now there is a carbocation intermediate.
  • Y- ion acts as nucleophile, attacks +ve carbocation and donates its e- pair and forms new bond with 2nd C.
  • So X-Y molecule added to alkene across double bond to form saturated compound.

Bromine Test for Unsaturates

  • Shake alkene with orange bromine water solution quickly changes from orange to colourless.

  • Bromine added across double bonds to form colourless dibromoalkane (happens by electrophilic addition).

Major and Minor products

  • Adding hydrogen halides to unsymmetrical alkene gives us two possible products.

  • The amount of each one formed depends on how stable carbocation formed in middle of reaction.

  • 3 possible carbocations:

  •  Carbocation’s with more alkyl groups are more stable because alkyl group feeds e- toward +ve charge.
  • More stable ones more likely to form than less stable so more product formed via more stable carbocation than less stable.

References:

1. https://byjus.com/chemistry/tests-for-unsaturation/

2. https://byjus.com/chemistry/physical-properties-of-alkenes/

That's the end of the topic!

Drafted by Bonnie (Chemistry)