3.3.3 Halogenoalkanes Flashcards

1
Q

what are halogenoalkanes?

A

an alkane with a halogen atom attached to it

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2
Q

why are most carbon-halogen bonds polar

A

halogens are more elctronegative than carbon

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3
Q

what are some of the uses of a halogenoalaknes?

A

-refrigerants
-solevents used in pharmacetuicals

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4
Q

why has the use of halogenoalkanes been restricted

A

due to the effect of chlorofluorocarbons on thee atmosphere

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5
Q

what is a nucleophile

A

an electron-pair donor

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6
Q

why is the carbon atom delta positive

A

it doesnt have enough electrons

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7
Q

what does the nucleophile do

A

donates an electron pair to somewhere which doesnt have enough electrons
e.g. carbons

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8
Q

what does the nucleophile attack

A

the delta positive carbon

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9
Q

what are the 3 nucleophiles that undergo subsitiution reactions

A
  • CN-
  • NH3
  • OH-
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10
Q

name the 3 nucleophiles that undergo substitution reaactions

A

-cyanide ion
-ammonia
-hydroxide ion

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11
Q

what is meant by nucleophilic substitution

A

the nucleophile attacks the cabon which is less dense compared to the halogen.
it replaces the halogen group
the halogen group becomes the product of the reaction

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12
Q

what are the conditions for the nucleophilic substituition of the hydroxide ions

A

-warm aqueous sodium hydroxide
-under reflux

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13
Q

what reagent is used for the nucelophilic substitution of the hydroxide ions

A

WARM aqueous sodium hydroxide

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14
Q

cheekyy

where does the 2nd arrow go from during the nucleophilic substituition

A

from the bond to the halogen

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15
Q

what conditions are needed for the nucleopilic substituitoin of cyanide ions

A
  • WARM ethanolic potassium cyanide
    -under REFLUX
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16
Q

what reagent is used in the nucleophilic substituition of cyanide ions

A

-ethanolic potaassium cyanide

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17
Q

what does the reaction with cyaninde ions produce

A

nitriles

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18
Q

whaat does the reaction with hydroxides produce

A

alcohols

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19
Q

what are conditions for the nucleophilic substituition of ammonia

A

Heated with ethanolic ammonia
in EXCESS

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20
Q

why is there excess ethanolic ammonia

A

so it cant as a base
for additional reactiosn

21
Q

why does the excess ammonia act as a base

A

cause in the intermediate the nitrogen has 4 bonds and this needs to be removes
-so that it will have 3 bonds

22
Q

what does the reaction with ammonia produce

A

amines

23
Q

what direction does the arrow go when the intermediate is attacked by the base

A

from the bond to the nitogrn

24
Q

explain the trend in bond enthalpies for the C-halogen bond

A

as the bond enthalpy decreases it bcomes more reactive

25
Q

out of all the C-halogen bonds what is the most reactive element

A

C-I

26
Q

why is C-I the most reactive

A

it has the lowest bond enthalpy

27
Q

what are the products of the elimination reaction

A

an alkene

28
Q

what are the conditions in the elimination reaction

A

warm ethanolic sodium hydroxide

under reflux

29
Q

where does the arrow go to from the hydroxides in the elimination reactions

A

to the adjacent hydrogen off the carbon with the halogen

30
Q

how doe we know wether the hydroxide is going to undergo a elimination or substitution reacttion

A

the solevent

31
Q

explain the difference the hydroxides in the elimaination and substiution reactions

A

elimination- ethanolic sodium hydroxides
substitution- dilute sodium hydroxide

32
Q

what are chloroflurocarbons used for

A

solvents
refridgenats- fridges
propellants- deodarants

33
Q

what do chloroflurocarbons do

A

they break down ozone (O3) in the atmosphere

34
Q

State the benefit to life on Earth of ozone in the upper atmosphere.

A

absorbs harmful ultraviolet rays

35
Q

that eq u did

State the benefit to life on Earth of ozone in the upper atmosphere.

A

-absorbs infrared radiation
- due to molecules having polar bonds

36
Q

explain what enables CFs to break the ozone

A

because of the UV rays in the atmosphere
which breaks the C-Cl bonds
and forms free radicals

37
Q

what do the free radicals do when they are broken by UV radiations

A

they catalyse the break down of ozone
.Cl

38
Q

explain why the C-Cl bonds break the easiets compared to the C-F bonds

A
  • bonds are easier to break because it has the lowest bond enthalpy compared to the C-F bonds
39
Q
A
40
Q

outline the direction of the arrows in the elimination reaction

A

the hydroxides attack the adjacent hydrogen that has the halogen bonded to it
the bond breaks from that hydrogen towards the 2 carbons
bond breaks between C and X

41
Q

what do the chlorine free radicals do

A

catalyses the decomposition ozone

42
Q

what are the products of the elimination reaction

A

water
and the halogen

43
Q

what type of bond fission is present in halogenoalkanes

A

hetrolytic

44
Q

what must you not forrget on the ammonia

A

the lone pair

45
Q

what is thee geeneeral formula for ammonia

A

NH3

46
Q

what is meant by condition

A

either ethanolic or aqueous

47
Q

explain why the reactants are heated in a sealed container? (2 marks)

A

heated to increase ROR
sealed tube to prevent loss of ammonia

48
Q

what is thee role of hydroxide ions in the elimination reaction

A

they act as a base

49
Q

Suggest why the reactions of halogenoalkanes with potassium cyanide is useful in industrial synthesis

A

it increases thee length of the carbon chain