Organic Chemistry Flashcards
How is polymerisation represented?
Double bond brokenSquare brackets aroundNH CH3 | |C = C | |H COOCH3
How are alkenes obtained ?
Cracking and catalytic reforming of crude oil
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?
PiIn two regions on either side of the axis of the bondDoes 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 groupsSo geometric isomerism as rotation is not possible around pi bond125
How do alkenes compare equivalent alkanes ?
Physically similar propertiesMelting 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 bondH H | |C = C | |H3C CH3
What is the shape of a molecule governed by?
Valence shell electron pair repulsion theoryBonding pairs and lone pairs are vitally importantDouble 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 pointDensitiesOccasionally reactions
What limitations does the cis-trans system have?
Doesn’t work with all geometric isomersSo E-Z isomerisation
What makes a Z-isomer?
2 higher priority on the same sideZ-but-2-ene
What makes an E-isomer?
Higher priority on opposite sideE-but-2-ene
What are the two main effects of double bonds?
Geometric isomerism as no rotation around C=CAddition 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=C129
Why is C=C attacked when a sigma positive atom approaches?
High electron densitySpecies 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 happenPredict 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 bondCarbocation formed from attackPositive ion attacked by nucleophiles