Organic Chemistry Flashcards
How are alkenes obtained ?
Cracking and catalytic reforming of crude oil
How is polymerisation represented?
Double bond broken Square brackets around N H CH3 | | C = C | | H COOCH3
What is the general formula of an alkene?
CnH2n
What is the single bond represented by?
Sigma o
Do double bonds make a molecule saturated or unsaturated?
Unsaturated
What is the second bond represented by and where is electron density concentrated in this?
Pi
In two regions on either side of the axis of the bond
Does not allow rotation around the axis
Why is a double bond less than twice as strong as a single bond?
Electron density further from nuclei
What does the arrangement of electron density explain?
Reactive because of attraction of positively polarised groups
So geometric isomerism as rotation is not possible around pi bond
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How do alkenes compare equivalent alkanes ?
Physically similar properties
Melting point little lower
What is a geometric isomer?
When components of the molecule are arranged on different sides of the double bond
What is meant by a cis isomer?
Both methyl groups on one side of bond H H | | C = C | | H3C CH3
What is the shape of a molecule governed by?
Valence shell electron pair repulsion theory
Bonding pairs and lone pairs are vitally important
Double bond counts same as single bond
What is meant by a trans isomer?
Two methyl groups are on opposite side of double bond
What different properties do geometric isomers show?
Melting/boiling point
Densities
Occasionally reactions
What limitations does the cis-trans system have?
Doesn’t work with all geometric isomers
So E-Z isomerisation
What makes a Z-isomer?
2 higher priority on the same side
Z-but-2-ene
What makes an E-isomer?
Higher priority on opposite side
E-but-2-ene
What are the two main effects of double bonds?
Geometric isomerism as no rotation around C=
C
Addition reactions where two substances react to form a single product
Why are all keen is more reactive than corresponding alkanes?
Less energy required to break C=C
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Why is C=C attacked when a sigma positive atom approaches?
High electron density
Species is electrophilic
What is an electrophile?
An electron deficient species that can form a new covalent bond, using an electron pair provided by the carbon compound (H+)
What is Markovnikov’s rule?
When HX adds across asymmetric double bond, the major product formed is the molecule in which hydrogen adds to the carbon atom in the double bond with the greater number of hydrogen already attached to it
What are reaction mechanisms?
How organic reactions happen
Predict outcome of similar reactions
What does a half curly arrow represent?
Movement of 1 electron
What does a full curly arrow represent?
Movement of a pair of electrons
What happens when ?
Pair of elections in pi bond form a new bond with positively polarised attacking group (electrophile)
Electrophorus attack on electron rich pi bond
Carbocation formed from attack
Positive ion attacked by nucleophiles