Alkanes Flashcards

1
Q

Why does the boiling point of alkanes increase as the carbon chain length increases

A

As chain length increases , the surface area of the molecule increases so there is a greater surface contact possible between the molecules so there will be greater /stronger London forces and so more energy is needed to overcome them . Additionally number of electrons increases which increases London forces

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2
Q

Why do branched chain alkanes have a lower boiling point than straight chain alkanes

A

Branched alkanes have fewer surface points of contact between molecules meaning there will be fewer London forces . Also because of the shape of the branched molecule the molecules cannot get as close together or pack closely together whereas straight chain alkanes can . This further decreases the intermolecular forces . The result is less energy will be needed to overcome the forces

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3
Q

What are sigma bonds

A

Sigma bonds form when electron orbitals from adjacent atoms directly overlap and they contain a pair of electrons

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4
Q

What is the reactivity of the alkanes and why

A

Alkanes are generally un reactive because of the strong covalent bonds within alkane molecules . Additionally organic reactions occur with the attraction to part of an organic molecule which carries some positive or negative charge . Alkanes don’t have a separation of charge therefore they have a fairly restricted set of reactions

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5
Q

Why do alkanes not have a seperation of charge

A

Because carbon and hydrogen atoms have a very similar electronegativity so they are non polar molecules

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6
Q

Are the bonds polar in alkanes

A

The carbon-hydrogen bonds are only very slightly polar so there is no significant amount of positive or negative charge which other things might be attracted to

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7
Q

What are alkanes

A

Alkanes are saturated hydrocarbons , containing only carbon and hydrogen atoms joined together by a single covalent bond

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8
Q

What is the type of covalent bond alkanes have

A

A sigma bond , which is the result of the overlap of two orbitals one from each bonding atom and both overlapping orbital contains one electron so the o bond has two electrons that are shared between the bonding atoms .

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9
Q

Where is an o bond positioned

A

An o bond is positioned on a line directly between bonding atoms

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10
Q

How many sigma bonds are there

A

Each carbon atom in an alkane has 4 sigma bonds (either c-c or c-h)

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11
Q

What is the shape of alkanes and why

A

Each carbon atom is surrounded by 4 electron pairs in 4 o bonds , repulsion between these electron pairs results in a 3D tetrahedral arrangement around each carbon atom . Each bond angle is 109.5 and the o bonds act as axes around which the atoms can rotate freely , so these shapes are not rigid

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12
Q

How is crude oil separated and how

A

Separated into fractions by fractional distillation. This is possible because the boiling points of the alkanes are different , increasing as their carbon chain increases

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13
Q

What do the London forces do

A

The London forces hold the molecules together in solids or liquids but once broken the molecules move apart and the alkane becomes a gas

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14
Q

What is 2 features of sigma bonds

A

They are fully rotational and strong

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15
Q

Why are alkanes insoluble in water

A

Because they have no permanent dipole and can’t form hydrogen bonds

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16
Q

What reactions can the alkanes do

A
  • combustion
    -react with halogens
    -thermal decomposition reactions (cracking )
17
Q

What happens when hydrocarbons are burnt in a limited supply of oxygen

A

Incomplete combustion occurs and CO and H20 are produced

18
Q

What happens if there is even less oxygen available

A

Then solid carbon may form . Which is a sooty flame and creates particulates so C and H20 form

19
Q

Why is carbon monoxide a toxic gas

A

Because it binds irreversibly with haemoglobin

20
Q

What is bad about carbon particulates

A

Exacerbate asthma and are carcinogens

21
Q

What is halogenation of alkanes

A

When a halogen reacts with an alkane to produce a haloalkane

22
Q

How are haloalkanes formed

A

Haloalkanes can be formed by exposing a mixture of an alkane and a halogen to uv light causes a reaction mechanism to occur resulting in a haloalkane forming

23
Q

Why would we not use fluorine or iodine

A

Fluorine is too reactive and would be likely to explode and iodine is too unreactive

24
Q

What is halogenation an example of

A

A substitution reaction

25
Q

What are the 3 stages in a free radical reaction mechanism

A

Initiation , propagation and termination

26
Q

What is the definition for initiation

A

The first step in a radical substitution in which the free radicals are generated by homolytic fission of a covalent bond , by uv light

27
Q

What is the definition for propagation

A

Will always have a radical among the reactants and produce another radical in the products causing a chain reaction

28
Q

What is the definition for termination

A

Is the step at the end of a radical substitution when two radicals combine to form a molecule . No more radicals are made

29
Q

What is the definition for radical substitution

A

Is a type of substitution In which a radical replaces a different atom or group of atoms

30
Q

What are the reagents for the chlorination of methane

A

Chlorine and methane

31
Q

What are the conditions

A

Uv radiation

32
Q

What is the equation for the chlorination of methane

A

CH4+Cl2—> CH3Cl + HCL

33
Q

How does this occur

A

Methane is attacked by cl free radicals resulting in a hydrogen atom being substituted by a chlorine atom . The products are hydrogen chloride and chloromethane

34
Q

What is this mechanism known as

A

Free radical substitution

35
Q

What are the steps for the chlorination of methane

A

1) initiation
Cl2 —> 2Clº
2) propagation
Clº + CH4 —> ºCH3 + HCL
ºCH3 + Cl2 —-> CH3Cl + ºCl
3) termination
Clº + ºCH3–> CH3Cl
Clº + Clº —> Cl2
ºCH3 + ºCH3 —> C2H6

36
Q

What are the limitations of free radical substitution

A

If an alkane is more than 2 carbons in length then substitution may occur on different carbon atoms , as any of the hydrogen atoms may be substituted, leading to a mixture of different isomers
Additionally the mixture of products is hard to separate and this is one reason why chain reactions are not a good method of preparing haloalkanes

Another one is further substitutions can occur until all hydrogens are subsituted , these further subsituted chloroalkanes are impurities that must be removed

37
Q

How can we reduce the impurities

A

Decrease the risk by reducing the amount of chlorine or halogen in mixture or increase amount of organic molecule

38
Q

How can you separate the different different products

A

Fractional distillation