Chapter 12 Flashcards

1
Q

What type of covalent bond are between the atoms in alkanes?

A
  • Sigma bonds (σ-bonds)
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2
Q

What are σ-bonds?

A
  • The result of a head-on overlap of 2 orbitals (either s or p), directly between the bonding atoms
    (- Each orbital contains 1 electron, so the σ-bond contains 2 shared electrons)
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3
Q

How do the boiling points of alkanes change?

A
  • Their boiling points increase as the chain length increases
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4
Q

Why do the boiling points of alkanes increase as their chain length increases?

A
  • Larger molecules have a larger surface area, and therefore form more contact points with other molecules
  • As a result, there is more surface contact between longer chain alkanes
  • The London forces between them are therefore stronger (as there are more of them), and more energy is required to overcome them
  • They then have a higher boiling point
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5
Q

How and why does branching affect the boiling point of alkanes?

A
  • It decreases the boiling point
  • This is because there are fewer surface points of contact between branched molecules (they cannot be packed as closely together as straight chain alkanes)
  • There are therefore fewer London forces
  • Less energy is needed to overcome them
  • They have a lower boiling point
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6
Q

Why are alkanes very unreactive?

A
  • C-C and C-H σ-bonds have high bond enthalpy (are strong), and so are difficult to break
  • C-C bonds are non-polar (they don’t have a dipole, so are less likely to react)
  • C and H are similar enough to each other in terms of electronegativity that C-H bonds are also non-polar
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7
Q

What are the 2 types of combustion, and when does each occur?

A
  • Complete combustion: when there is a plentiful supply of oxygen
  • Incomplete combustion: in a limited supply of oxygen
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8
Q

List the reactants and products in the complete combustion of alkanes.

A
  • Alkane and oxygen
  • Carbon dioxide and water
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9
Q

List the reactants and products in the incomplete combustion of alkanes, and explain why they are formed.

A
  • Alkane and oxygen
  • Water is always produced as the hydrogen atoms are always oxidised
  • The combustion of the carbon is incomplete, so either carbon monoxide or carbon (as soot) are produced
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10
Q

Why is CO dangerous?

A
  • Carbon monoxide is colourless, odourless and highly toxic
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11
Q

When do alkanes react with halogens, and why?

A
  • In the presence of UV radiation, as it provides the initial energy to start the reaction
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12
Q

What is the reaction of a halogen with an alkane an example of?

A
  • Radical substitution
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13
Q

How many steps are there in radical substitution, and what are their names?

A
  • 3
  • Initiation
  • Propagation
  • Termination
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14
Q

In the example of methane reacting with bromine, what happens in the initiation stage?

A
  • Br-Br -UV-> ·Br + ·Br
    (- Homolytic fission)
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15
Q

What happens in the propagation stage of methane’s reaction with bromine?

A
  • ·Br + CH4 -> ·CH3 + HBr
  • ·CH3 + Br2 -> CH3Br + ·Br
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16
Q

What happens in the termination stage?

A
  • 2 radicals collide, which forms a molecule with all electrons paired
    There are multiple possible termination steps:
  • ·Br + ·Br -> Br2
  • ·CH3 + ·CH3 -> C2H6
  • ·CH3 + ·Br -> CH3Br
17
Q

What is a chain reaction, and how does this relate to the reaction between halogens and alkanes?

A
  • A reaction in which the propagation steps release new radicals that continue the reaction
  • This is true for the reaction between halogens and alkanes
18
Q

What are the limitations of radical substitution in organic synthesis?

A
  • Further substitution can take place
  • Substitution can happen at different points in the carbon chain
  • If either of these things happen, a mixture of organic products is formed
19
Q

How can further substitution take place?

A
  • Br2 can collide with CH3Br again, which would then create CH2Br2
  • This can continue until all of the H atoms have been substituted
20
Q

Describe the issue caused by substitution at different points in the carbon chain, and give an example.

A
  • If you are trying to make the same monobromo compound and your carbon chain is longer than 2 carbons, this can be a problem
  • This is because after this you can form monosubstituted isomers
  • For example, you can have 1-bromopentane, 2-bromopentane and 3-bromopentane