Alkenes Flashcards
General formula of alkenes
CnH2n
General formula of cycloalkenes
CnH2n-2
What bonds are present in alkanes?
Only sigma bonds
What bond angle do alkanes have?
109.5 degrees
What shape do alkanes have?
Tetrahedral
What bonds are in alkenes?
Sigma bonds: overlap of orbitals directly between the bonding atoms.
Pi bonds: bond over two carbons. These form from sideways overlap of adjacent p-orbitals above and below the bonding C atoms which restricts rotation.
Draw a diagram to show how pi-bonds form
*Refer to alkenes notes
What bond angle and shape doe alkenes have?
120 degrees
Trigonal planar
Explain the shape caused by a double bond (3 points).
- There are three regions of electron density around each of the carbon atoms.
- The three regions repel each other as far apart as possible, so the bond angle around each carbon atom is 120 degrees.
- All of the atoms are in the same place.
Definition of stereoisomerism
Compounds with the same structural formula, but with a different arrangement of atoms in space.
To have E/Z isomerism, a molecule must have:
- C=C double bond which restricts rotation.
- Each C of the C=C double bond must be attached to two different groups.
Describe Cahn-Ingold-Prelog priority rules (8 points).
- Consider the two atomsattached to one carbon in the C=C group.
- If the atomic number of A is larger than the atomic number of B, then A is the higher pritority group of the two.
- Then consider the atoms attached to other side of the C=C.
- If D has a largerr atomic number than E, then D has the priority.
- Then compare the two highest priority atoms from the left and right side of the double bond.
- If the highest priority groups are both above or both below the C=C, then they are known as together (Z-isomer = same side).
- If they’re opposite, they are known as apart: E-isomer (opposite sides).
- If two atoms attached to the same side of the C=C have the same atoic number, then the atomic number of the atoms bonded to these atoms is compared.
Explain the relationship between cis-trans and E/Z isomers
Cis-trans isomers are always E/Z isomers but some E/Z isomers are not cis-trans isomers.
Explain how stereoisomerism arises around double bonds ( 2 points)
- Rotation about the double bond is restricted and the groups attached to each carbon atom are therefore fixed relative to each other.
- The reason for rigidity is the position of the pi-bond’s electron density above and below the plane of the sigma bond.
Explain the effect a hydrogen atom attached to each carbon in the C=C bond has on cis-trans isomerism
The cis isomer is the Z-isomer.
The trans isomer is the E-isomer.
Why are alkenes more reactive than alkanes?
The pi-bond has a relatively low bond enthalpy, making alkenes more reactive.
What is the name of the reaction that forms alkanes from alkenes?
Hydrogenation (adding H2- reduction).
What are the reagents, conditions and industrial importance for the hydrogenation of alkenes?
H2 and alkene
Ni catalyst
Manufacture of margarine from unsaturated veg oils.