mechanism of haloalkanes Flashcards

1
Q

what is the general idea on how haloalkanes are formed?

A

when you mix haloalkanes and halogens in the present of uv light

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2
Q

why do halogens do not react with alkanes in the dark

A

It requires UV light to form halogens into free radicals which are free to act as nucleophiles in a reaction.

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3
Q

What are the steps in a chain reaction

A

initiation, propagation. and termination.

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4
Q

Initiation

A

• The first step is initiation, this reaction is breaking the Cl-Cl bond to form two chlorine atoms.

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5
Q

hetolytic fission

A

when one compoment takes both electrons of the covalently bonded molecule forms ions

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6
Q

homolytic fission

A

both elements take an electron. radicals

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7
Q

why does the c–h bond does not break in present of UV light

A

bond in the alkanes needs more energy to break than is

available in ultraviolet radiation, so this bond does not break.

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8
Q

how many steps does propagation has

A

2

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9
Q

first step of propagation

A

The chlorine free radical takes a hydrogen atom from methane

ch3 radical
hcl molecule

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10
Q

second step of prorogation

A

The methyl free radical is also very reactive and reacts with a chlorine molecule.
ch3cl and cl radical

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11
Q

termination of haloalkane synthesis

A

either
two chlorine radicals
two methyl radicals
methyl and chlorine radical

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12
Q

other products of progation

A

Dichloromethane may be made at the propagation stage, if a chlorine radical reacts with some chloromethane that has already formed.

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13
Q

why can haloalkane isomers may be formed with longer chain isomers

A

because the Cl• can replace any of the hydrogen atoms.

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14
Q

why are chain reactions not ideal

A

it creates a mixture of products

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15
Q

why are CFCS important

A

chloronurorocarbons (CFCs) in the stratosphere are

destroying the ozone layer.

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16
Q

what is the ozone layer

A

a layer that has 03

17
Q

How do CFCS destroy the atmosphere

A

in present of uv light in atmosphere it forms cl radicals these radicals react with oxygen to form 03 and catalyes the breakdown of the ozone layer

18
Q

why is the destruction of the ozone layer an issue

A

if uv is not absorbed by ozone layer it will absorb the earth and life on earth. this could lead to;
damage dna - cancer
kill plantlon etc which destroys food chain

19
Q

CFCS purposes

A

coolants in fridges
polymers
propellants

20
Q

general haloalkane formula

A

2n+1 and halogen

21
Q

example of haloalkane

A

1,1,1,2-tetrachloroethane

22
Q

bond polarity of haloalkanes

A

This bond is polar.
because halogens are more electronegative than carbon. This means that it attracts the shared electrons more so it becomes more electron dense and delta negative than the carbon

23
Q

why are haloalkanes INSOLUBLE in water

A
  • they can’t form hydrogen bonds,

and the energy required to break hydrogen bonds in water is higher than the energy released when new bonds between the haloalkane and water are formed

24
Q

boiling point of haloalkanes

A

increases down the periodic table

increases as chain gets longer

25
Q

increases down periodic table

A

electron number increases. This means that the van der waal forces are stronger so more energy is required to break the bonds

26
Q

chain length

A

more electrons

more surface for van der waals forces to act on.

27
Q

why is c-f bonds strongest and least reactive

A

f is the smallest atom.
less shielding.
closer to nucleus
requires more energy to break bond

28
Q

what is nucleophile

A

a reagant with two lone pair electrons that donates the lone pair of electron and forms a bond with a partially postively charge carbon.

29
Q

nucleophiles that I learnt about

A

the hydroxide ion. -:oH
• ammonia, :NH3
• the cyanide ion, -:CN.

30
Q

name of mechanism

A

nucleophilic substitutions

they replace the halogen on haloalkane

31
Q

what does curly arrow mean

A

electrons are being donated

32
Q

what are electrons attracted to

A

partially postive carbon

33
Q

what is a radical

A

highly reactive species with one single unpaired electron.

34
Q

photochemical reaction

A

a reaction that is initiation by absorbing light energy

35
Q

chain reaction

A

when products yield initiated more reacts to form more products