Chapter 13 Flashcards
What is the shape around a double bond
Carbons with double bonds are bonded to three other atoms
There are 3 groups of electron densities
Which repel as far away from each other as possible
Giving the carbons a trigonal planar shape
The bond angle around each carbon is 120
What is a pi bond
The direct overlap of orbitals of 2 adjacent bonded atoms, with the electron densities above and below the plane of the bonding atoms
Difference between sigma bonds and pi bonds densities
Sigma
Valence electrons are locked between the nuclei of c and the atom it bonds with
Pi
1 Valence electron is allowed to move back and forth between the double bonded atoms
Densities occupy greater space above and below the plane between the bonded atoms
Sigma and pi bonds ability to break
Pi bonds electrons are not localised
Outside of the double bond
Easily intercepted
Readily breaks and undergoes addition reactions
Why can’t pi bonds rotate
Pi bond locks the carbons together
Prevent from rotating
Because densities are above and below plane
How to detect Alkenes
Add bromine water drop wise
Change from organe to clear - double bond is present
Stereoisomers
Have the same structural formula but a different arrangement of atoms in space
If each double bond carbon is attached to a hydrogen
Cis - zame zide
Trans - evade
Hydrogenation
Mix alkene with hydrogen
Nickel catalyst
423k
Halogenation
Mix alkene with halogen
Rt
Hydrohalogenation
Bubble gaseous hydrogen halide through alkene
Rt
Hydration
Mix alkene with steam
Phosphoric acid catalyst
Électrophile
Atom/s that are attracted to an electron rich centre and accepts electron pairs
Electrophilic addition mechanism
- the pi bond electrons are attracted to the partially positive hydrogen causing carbon double bond to break
- sigma bond forms between hydrogen in H-Br and the carbon that was in the double bond
- h-br breaks heterolytically - electron pair goes to Br
- producing a br ion and positive carbocation
- br ion reacts with carbocation
Electrophilic addition mechanism with non polar molecules
- Pi bond electrons polarise the br-br bond by repelling its electrons, making an induced dipole
- Pi electrons are attracted to partially positive Br + end, causing carbon double bond to break
- forming a sigma bond between the br and carbon
- br - br bond breaks heterolyticalky with the electron pair going to the Br- end
- producing a carbocation and br ion
- they react to form the addition product of the reaction