REACTIVITY OF ALKENES AND BENZENE Flashcards
1
Q
Explain why even though Br2 is a non polar molecule its still able to react with the double bond in alkenes
A
- The π bond contain localised electrons above and below the plane of the two carbon atoms in the bond.
- This creates a region of high electron density
- When bromine approaches an alkene,the elctrons in the π bond repel the elctrons in the Br-Br bond
- This induces a dipole in the Br2 molecule with one end being slighly negative and the other slightly positive.
- The Br2 molecule is polarised
- the π electron pair of the double bond is attracted to the slightly positive bromine atom,causing the double bond to break
- A new bond forms between one of the carbon atoms and a bromine atom,forming a positively charded carbocation
- The Br-Br bond breaks by heterolytic fisiion forming a bromide ion
- The bromide ion is attracted to the carbocation forming a covalent bond
2
Q
what type of reaction is this between bromine water and cylohexene
A
electrophilic addition
3
Q
explain why when bromine is addded to benzene no reaction takes place.
A
- Benzene has delocalised electrons spread over all 6 carbon atoms in the ring structure
- Alkenes have localised electrons above and below the plane of two carbon atoms in the double bond
- Benzene has a lower π electron density and alkenes have a higher π electron density.
- Therefore when a non polar molecule like Br2 approaches the benzene ring there is insufficient π elctron density above and below the plane of two carbon atoms to cause the necessary polarisation of the bromine molecule
- hence this makes Benzene resistance to reactions with non polar molecules
- For Br2 to react with benzene a halogen carrier is required to generate a poweful electrophile Br+
- The greater charger on the Br+ is able to attract the π electrons from the benzene so that a reaction can occur
4
Q
what does PCB stand for
A
Polychlorinated biphenyls
5
Q
How many benzene rings make up PVBs
A
2
6
Q
name some of the uses of PCBs
A
- coolants
- insulating fluids for transformers
- plasticers in paint
- cement
7
Q
what is a particular problem with PCBs
A
PCBs are fat soluble therefore can be stored in the body