alkenes Flashcards

1
Q

describe the bonding in an alkene

A

-C=C double bond made up of a sigma and pie bond
-restricted rotation of pie bond
-sigma bond formed directly between 2 carbon atoms by direct single overlap of orbitals directy between bonding atoms
-pie bond is fomed by the double sideways overlap of adjecent p-orbitals above and below the bonding c atom

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2
Q

why is the shape around each C atoms in each C=C double bond is trigonal planar?

A

-3 bonding regions of electron density around each carbon atom
-3 bonding regions repel each other equally to get as far apart as possible - bond angle 120
-all of the atoms are in the same plane

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3
Q

define structural isomer

A

compounds with the same molecular formula but different structural formulae

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4
Q

what 3 ways can structural isomers occur?

A

chain length
functional group position
different functional group

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5
Q

define stereoisomers

A

compounds with the same structural formula but different arrangements of atoms in 3D space

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6
Q

whats the criteria for a compound to show E/Z?

A

-mus have a C=C double bond because cant rotate
-each carbon of the C=C must have 2 different groups attached

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7
Q

whats the criteria for a compound to show cis-trans ?

A

-must have C=C double bond because cant rotate
-each carbon of C=C must have 2 diff groups
-2 groups must be identical

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8
Q

why are alkenes more reactive than alkanes?

A

due to the alkene functional group, the C=C double bond

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9
Q

describe the chemical test for an alkene functional group

A

-add bromine and shake
-if bromine is decolourised from orange to colourless alkene present

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10
Q

what type of reaction does alkenes undergo?

A

electrophillic addition

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11
Q

describe electrophilic additon with hydrogen

A

hydrogen gas + alkene
nickel catalyst
high temp 150degrees
forms alkane

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12
Q

describe the electrophilic addition with steam H2O(g)

A

steam+alkene
conc H3PO4 catalyst
high temp, high pressure
makes alcohol

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13
Q

define electrophile

A

an electron pair acceptor

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14
Q

why do alkenes attract electrophiles?

A

because the C=C double bond is a region of high electron density

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15
Q

what does a curly arrow show?

A

the movement of an electron pair to either break or make a new covalent bond

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16
Q

how is a covalent bond broken?

A

by heterolytic fission

17
Q

how is the minor product formed?

A

from the less stable primary carbocation intermediate

18
Q

how is the major product formed?

A

from the more stable secondary or tertiaty carbocation intermediate

19
Q

what is an addition polymerisation?

A

when many alkene monomers join together to form one long saturated molecule

20
Q

what are the conditions needed for addition polymerisation?

A

high temp
high pressure
catalyst

21
Q

what are 2 problems with disposal of addition polymers?

A

-non-biodigradable:
carbon chain is non-polar so cant be broken down by hydrolysis
-burning (incineration) produces toxic gases
poly(chloroethene) (PVC) contains chlorine which produces toxic chloro-gases like HCl which dissolves in water and produces acid rain

22
Q

how can waste addition polymers be processed?

A

-combustion for energy
needs removal of toxic waste product such as an alkaline scrubber (NaOH) to neutralise HCl
-use as an organic feedstock for production of plastics and other organic chemicals by cracking

23
Q

how can chemists limit environmental damage?

A

-develop biodegradable polymers = broken down by microorganisms
-develop photodegradable polymers = oil-based, bonds weakened by absorbing light
-alkaline scrubbers to neutralise toxic HCl gas when chloropolymers are burned