halogenalkanes and mechanisms Flashcards

this has halogenoalkanes and also the mechanisms including the mechanism in the into organic topic as i thought better together (49 cards)

1
Q

what is homolytic fission

A

homolytic fission happens when each one of the atom in the bond gets one electron

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2
Q

what is heterolytic fission

A

heterolytic fission occurs when one atom in the bond gets both electrons

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3
Q

what does a one headed arrow show

A

the movement on one electron

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4
Q

what does a double headed arrow show

A

the movement of two electrons

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5
Q

what is a free radical

A

a free radical is a reactive species which posses an unpaired electron they do not have a charge and are shown by a dot to the right of the atom

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6
Q

what does it mean if you classify a halogenoalkanes as primary

A

a primary halogenoalkane will have two hydrogens bonded to the carbon with the halogen on it

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7
Q

what does it mean if you can classify a halogenoalkane and secondary

A

a secondary halogenoalkane will have one hydrogen bonded to the carbon with the halogen on it

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8
Q

what does it mean if you can classify a halogenoalkane and tertiary

A

a tertiary halogenoalkane will have no hydrogens bonded to the carbon with the halogen on it

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9
Q

what are the two mechanisms that can occur to halogen alkanes

A

nucleophilic substitution or elimination

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10
Q

what is nucleophilic substitution

A

in this type of reaction the halogen atom is replaced with a new group of atoms

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11
Q

what is a nucleophile

A

a nucleophile is a electron pair doner

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12
Q

why does nucleophilic substitution occur to halogenoalkanes

A

because the carbon hydrogen bond is polar

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13
Q

what are the three products of nucleophilic substitution of a halogenoalkane and what are there nucleophiles

A

1- alcohol = OH-
2-Amine = NH3
3- nitrile = C—N

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14
Q

how can nucleophilic substitution occur

A

the carbon in the carbon halogen bon will be slightly positive due to the difference in electronegativity and since the nucleophiles is very negative due loan pair it will attack the carbon atom.
but since carbon cant be bonded to more then four atoms the electrons in the covalent bond will homiletically fission to the halogen creating a negative halogen ion and product depending on the nucleophile

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15
Q

what effects the rate of nucleophilic substitutions reactions

A

the bond enthalpy which is the strength of the halogen carbon bond due to the difference in electronegativity. the weaker the bond the quicker the reaction so fluoride talked the longest and iodide the quickest

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16
Q

what is hydrolysis

A

hydrolysis is defines as the splitting of a molecule ( in this case a halogenoalkane) with water

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17
Q

how can we use hydrolysis to test which halogenoalkane has the fastest substitution reactions

A

through hydrolysis the quicker the precipitate formed the quicker the reaction

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18
Q

what are the conditions for hydrolysis to test rate of reaction of a halogenoalkane

A

warmed to 60 degrees with aqueous silver nitrate using ethanol as a mutual solvent

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19
Q

in nucleophilic substitution hydrolysis to test rate of reactions why do we use water as our nucleophile

A

water is a poor nucleophile but it can react slowly in with haloalkanes in nucleophilic substitution

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20
Q

in nucleophilic substitution hydrolysis to test rate of reaction what colour does it go in the halogen in the haloalkane is chlorine

A

white- fastest

21
Q

in nucleophilic substitution hydrolysis to test rate of reactions what colour does it go in the halogen in the haloalkane is bromine

22
Q

in nucleophilic substitution hydrolysis to test rate of reaction what colour does it go in the halogen in the haloalkane is iodine

A

yellow-slowest

23
Q

what is reagent of hydrolysis to make alcohol

A

sodium/ potassium hydroxide

24
Q

what are the condition needed for hydrolysis to make alcohols

25
what is the reagent for nucleophilic substitution haloalkane to nitrile
KCN dissolved in ethanol/water mixture
26
what are the conditions for nucleophilic substitution of haloalkane to nitrile
heating under reflux
27
what is the reagent for nucleophilic substitution of haloalkane to amine
excess ammonia NH3 dissolved in ethanol
28
what are the conditions for nucleophilic substitution of haloalkane to amine
heating under pressure in a sealed tube
29
why in the nucleophilic substitution reaction of haloalkane to amine do we use excess ammonia
to minimise the amount the haloalkanes and amine react as this reduces our amine yield
30
what condition has to be applied to halogens to make then react with alkanes
UV light
31
what is the reagent of free radical substitution
your halogen
32
what type of fission occurs in free radical substitution
homolytic
33
what are the steps of free radical substitution
1- initiation where UV light form halogen radicals 2-propigation 1where hydrogen bons with the halogen propagation 2 where radical on carbon and one atom in diatomic halogen bond 3-termination which is the removal of the radical
34
what happen sin an emlimination reaction
the removal of small molecule from the organic molecule
35
what is the reagent for an elimination reaction
sodium/potassium hydroxide
36
the condition for elimination reaction
reflux and hot ethanoic acid which encourages elimination nstead fo neucleophilic subcitution
37
what is the type of reagent for elimination reaction
base (H+ proton accepter)
38
why are alkenes more reactive
alkenes are more reactive due to their high electron density in the double cc bond
39
why do alkenes undergo addition reactions
to for a saturate molecule as a small molecule is added across the double cc bond
40
what is the reagent for electrophile addition
halogen ( CL2 or BR20) which acts as our electrophiles
41
what is a asymmetrical alkene
the groups attached to either side of the carbon carbon double bond aren't the same
42
what is the products of electrophilic substitution of asymmetrical alkenes
majors or minor products
43
what defines if a product of electrophile addition of asymmetrical alkenes will be major or minor
the major product is the one that is the most stable carbocation which is always the tertiary one and the least primary
44
what are the uses of haloalkanes
halo alkanes can be used in things such as refrigerators, pesticides and aerosol propellants
45
what have haloalkanes stopped being used in thigs such as refrigerators, pesticides and also aerosol propellants
many of these uses have stopped due to the toxicity of the haloalkanes and also their detrimental effect on the atmosphere
46
what is the ozone layer and what are its benefits
O3 layer in the atmosphere that filters out much of the harmful sun UV radiation
47
what happens if Ozone is in the lower atmosphere
it contributes the formation of smog as a pollutant
48
why are chlorofluorocarbons in the atmosphere bad
they causes holes in the ozone layer as the UV light causes chlorine radicals to form due to the UV light. these chlorine radicals catalyse the decomposition of the ozone
49
what are used instead of chlorofluorocarbons and why are they better
hydrofluorocarbons as the carbon fluoride bond is much stronger then a chloride carbon bond due to fluoride being the most electronegative