benzene Flashcards
describe the bonding in a benzene molecule?
-its a cyclic planar molecule
- carbon has 4 valent electrons
each carbon is bonded to 2 other carbons and 1 hydrogen molecule
- final lone electron is in the P-orbital and sticks out above and below the ring
-due to the delocalised electron structure, C-C bonds in the molecule are all the same bond length (139pm)
- all lone pair of electrons in D-orbital combine to form a delocalised electron ring
why is benzene molecule more stable than the kekule model (cyclohexa-1,3,5-triene)
- we measure the stability by comapring enthalpy of hydrogenation
what is the enthalpy change of cyclohexene containing one double bond in comparison to containing 3 double bonds? predcited value
-1 double bond is 1120KJmol-1
-3 double bond is 3x -120= -360
what is the enthalpy change of cyclohexene (experimental data)? (3double bonds)
–208KJmol-1
why does benzene have a higher enthalpy change than cyclohexa-1,3,5-triene)?
more energy needed to break bonds in benzene than cyclohexa….
why is benzene more stable than cyclohexa-1,3,5-triene?
delocalised elctrons structure
What happens during FRIEDEL-CRAFTS ACYLATION?
Reacts with acrylic chloride with a halogen carrier
Why is a acyl group added to the benzene?
-after adding acyl group benzene is weaker and easier to modify to make useful products
Why is a halogen carrier used?
-halogen pair is used to act as a catalyst in which it provides the electrophile with a stronger positive charge