Chapter 13(approved) Flashcards
What type of alkenes have the general formula CnH2n?
Aliphatic alkenes that contain one double bond
What happens to the carbon outer shell electrons in a double bond?
For each carbon atom in the double bond, three of the four electrons are used in three sigma bonds, one to each of the three atoms it is bonded to, and one is used in pie bonds
Which electrons form a pie bond?
The one electron from each of the double bonded carbon atoms which isn’t bonded to other atoms
What forms a pie bond?
The sideways overlap of two adjacent p-orbitals, above and below the bonding Carbon atoms
Where is the electron density in a pie bond
In a pie bind the electron density is concentrated above and below the bonding region of the double bond
How does the pie bond affect the rotation of the molecule?
The pie bond locks the two carbons in position and prevents them from rotating around the double bond
What is the shape and bond angle around each carbon atom in the double bond and why?
Trigonal planar, 120 degree bond angle, 3 bonding pairs 0 lone pairs, bonding pairs repel each other equally
Stereoisomers
A molecule with the same structural formula but different arrangement of atoms in space
Why does stereoisomerism arise around double bonds
Because rotation around double bonds is restricted due to the pie bond’s electron density above and below the plane of the sigma bond, so the groups attached to each carbon atom are fixed relative to each other
What are the conditions of E/Z isomerism?
A C=C double bond
Different groups attached to each carbon atom of the double bond
What is cis-trans isomerism?
A special case of E/Z isomerism, with the same conditions: a C=C double bond and different groups attached to each carbon atom, but in cis-trans, one of the attached groups of each carbon atom must be hydrogen
How are cis-trans isomers classified
The atoms attached to each carbon atom are given a priority based on their atomic number
Z/Cis isomer conditions
High priority group on the same side of the double bond
E/trans isomer conditions
If the high priority group is on opposite sides of the double bond
Why are alkenes much more reactive than alkanes?
Because of the presence of the pie bond, which is on the outside of the double bond, so it is more exposed than sigma bonds and therefore more easily broken, allowing alkenes to take part in addition reactions quite easily
Alkenes to alkanes reactants and conditions
Alkenes react with hydrogen in the presence of a metal catalyst like Nickel to form alkanes