alkenes Flashcards

1
Q

general formula

A

CnH2n

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2
Q

what type of hydrocarbons are the alkenes

A

unsaturated because carbon atoms in c=c do not have the maximum number of hydrogen atom

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3
Q

structure and reactivity:

A

the C=C double bond contains one sigma and one pi bond

the pi bond forms due to the overlap of p orbitals- this restricts rotation and gives rise to geometric isomerism

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4
Q

why are the alkenes more reactive than alkanes

A

the C=C bopnd os basically 4 electreons fixed between carbon nuclei, this gives it a high electron density and is attacked by electrophiles

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5
Q

what is an electrophile

A

an electrophile is a species which seeks out negative centres and accepts a pair of electrons to form a new covalent bond

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6
Q

how does electrophilic addition occur

A

the pi bond in C=C is weak and takes only small amounts of energy to be broken

  • this then allows two new sigma bonds to be formed, the energy released compensates for the breaking of the pi bond
  • electrophilic addition is therefore exothermic
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7
Q

examples of electrophilic addition

A

1) reactions with halogens to form dihaloalkanes
2) hydrogenation to form alkanes
3) hydration to form alcohols
4) reactions with hydrogen halides to form haloalkanes

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8
Q

conditions of each specific reaction

A

1) with halogens- room temperature + aq solution
2) hydrogen halides- mix in the gas phase
3) with hydrogen- nickel catalyst, 100 degrees
4) with water- phosphoric acid (H3PO4) + 100 C

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9
Q

explaining the electrophilic addition mechanism

A

1) as a halogen molecule approaches the electron rich C=C bond, it becomes polarised as electrons are repelled away
2) the halogen molecule (electrophile) then becomes polarised as it accepts the electron pair from the weak pi bonds of C=C to form new sigma bonds
3) at the same time, the halogen-halogen bonds also breaks forming a carbocation intermediate
4) lastly the CI reacts with the remaining halide ion to form a new product

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10
Q

markownikoffs rule

A

when a hydrogen halide reacts with an unsymmetrical alkene, the hydrogen of the hydrogen halide attaches itself the carbon of the alkene

-bearing larger number of hydrogens and smaller number of carbons

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11
Q

addition reactions of unsymmetrical alkenes produce

A

more than one product

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12
Q

types of carbocations

A

primary- one carbon chains attached to C+

secondary- two carbon chains attached to C+

tertiary- three carbon chains attached to C+

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