Chapter 13 - Alkenes Flashcards
What type of compound is limonene?
An alkene
What type of alkene is limonene?
Cyclic
What does limonene smell like?
Citrus fruits
What determines the colour of a flamingo?
The diet
What are alkanes?
Unsaturated hydrocarbons containing at least one C=C bond
General formula for alkenes
Cn H2n
What two bonds are found in a double bond?
Sigma and pi bonds
What is a sigma bond?
When two s orbitals overlap and create a region of high electron density between the two nuclei, forming a single covalent bond
How are sigma bonds formed?
When two s orbitals overlap
Why are sigma bonds so strong?
The high electron density between the two nuclei means that there is strong electrostatic attraction between the positively charged nuclei and the electron cloud
What is a pi bond?
A bond formed by the sideways overlap of two p orbitals. It has two parts to it - one above and one below the molecular axis
How is a pi bond formed?
Two p orbitals overlap sideways
Why are pi bonds much weaker than sigma bonds?
The electron density is spread out above and below the nuclei, so the electrostatic attraction is less
What do pi bonds do to a molecule?
They are rigid and hold the molecule in place around the two carbon atoms, meaning it can’t bend (unlike sigma bonds)
Why is the shape of the two atoms in a double bond trigonal planar 2
There are three regions of electrons
The three regions of electrons repel each other as much as possible, so the angle is 120
Where is maleic acid found?
Unriped fruit
Where is fumaric acid found?
Wild flowers
What are stereoisomers?
They have the same structural formulae but with a different arrangement of atoms
Where do E/Z isomers exist?
Molecules with C=C bonds
What two conditions are needed for there to be E/Z isomers?
A double carbon bond
Different groups attached to each carbon atom of the double bond
What is a Z isomer?
Both of the functional groups either below or above the double bond
What is an E isomer?
The same groups are positioned across the double bond
What conditions are needed for there to be cis-trans isomers?
A C=C bond
Each carbon in the double bond must be attached to 2 different group
One of the attached groups on carbon must be hydrogen
What is a cis isomer?
The groups are on the same side of the double bond
What is a trans isomer?
The groups are on opposite sides of the double bond
What does the Cahn-Ingold-Prelog rule state?
If the groups of high priority are on the same side of the C=C bond, it is a Z isomer
If the groups of high priority are on different sides of the C=C bond, it is an E isomer
How do we tell the priority of a group attached to a carbon?
Look at the Mr - the higher the Mr, the higher the priority
If two atoms attached to the carbon atoms have the same priority, what do you do then?
You find the group with the higher atomic number at the first point of difference
Why are alkanes much more reactive than alkanes?
The pi bond