Alkenes Flashcards
Describe how single bonds are formed
Sigma bonds are formed from end on overlap of atomic orbitals.
Thye are free to rotate.
Memorise diagram as well
Describe how double bonds are formed
Pi bonds- the 2nd bond forms is from side to side overlap of p-orbitals.
They are not free to rotate as it would break the overlap.
Memorise diagram
Where do the bonding electrons exist in the pi bond
Above and below the atom in 2 halves.
In a carbon bond is a sigma or pi bond stronger
Sigma bond
Define stereoisomers
They have the same structural formula but a different arrangement of atoms in space. They exist because C=C double bond cannot rotate.`
How can E/Z isomerism arise
- When there is restricted rotation- around a double bond- pi bond
- When each atom of the double bond has two different groups attached- non-symmetrical
- Non-rotation of the double bond leads to groups on either side of the carbon being fixed in poisition
Why do methyl-propene and but-1-ene not show E/Z isomerism
Because they have the same groups coming off them - symmetriacl so swapping then over gives the same molecule.
How do you decide whether a stereoisomer is E or Z
- For each carbon of C=C assign groups as high or low priority- CIP rules
- Higher atomic number=high priority
- Look at bonded atoms first
- If the same look at next atom in prority order
- If high priority is on the same side it is a Z isomer
- If on opposite sides it is an E isomer
Draw E/Z isomers of CH3CBr=CF(OH)
pack page 14 has answers
1-Fluoro-2bromoporp-1-en-1-ol is E
What is cis/trans isomerism
A special case of E/Z isomerism in which 1 of the two groups attained to each carbon of the double bond is the same.
If the same group on the same side of double bond-cis
otherwise-trans
Reaction of ethene with H2
Forms ethane
150 degrees and Ni catalyst
Reaction of ethene with Cl2 or any other halogen
Forms 1,2-dichloroethane
RT and pressure
Reaction of ethene with HBr or any other halogen
Forms 1-bromoethane
RT and pressure
Reaction of ethene with H2O
Forms ethanol
Steam and acid catalyst (H3PO4)
Describe what happens when you add bromine water and shake it with an equal volume of cyclohexane
On initial addition, the clear, colourless cyclohexane would form a separate layer on top of the orange bromine water.
On shaking, the two layers would remain, but the majority of the colour would be transferred into the upper (organic/cyclohexane) layer because bromine is more soluble in organic solvents than water.
Describe what happens when you add bromine water and shake it with an equal volume of cyclohexene
On initial addition, the clear, colourless cyclohexene would form a separate layer on top of the orange bromine water.
On shaking, the two layers would remain, but the orange colour would RAPIDLY disappear (decolourisation), leaving two clear, colourless layers.