Haloalkaes Flashcards

1
Q

What are halo alkanes

A

Compounds containing carbon, hydrogen and at least one halogen atom

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
2
Q

Primary halolkanes

A

One carbon attatched to the carbon adjoining the halogen

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
3
Q

Secondary halo alkane

A

2 carbons attatched to carbon atom adjoining the halogen

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
4
Q

Tertiary halolkanes

A

3 carbons attatched to the carbon atom ajoining the halogen

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
5
Q

Carbon - halogen polar bond in halolkanes

A
Halogens are (generally) more electronegative than carbon - so POLAR
The polar positive carbon is electron dificient - can be attatcked by a nucleophile
How well did you know this?
1
Not at all
2
3
4
5
Perfectly
6
Q

Neucelophiles

A

Elecron pair donators
OH- , CN- and NH3 are all
React with halolkanes

Water - nucleophile but reacts SLOWLY

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
7
Q

Hydrolysis

A

Involves water or an aqueous solution of a hydroxide
Reagent = OH-( e.g. NaOH)
Heat under reflux

Halo alkane — alcohol

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
8
Q

What happens in hydrolysis of halo alkanes - nucleophilic substitution

A

Nucleophile approaches carbon (attatched to halogen)on OPPOSITE side
Direction of OH- ion minimises repulsion between nuc and slightly negative halogen
A lone pair of electrons on OH- ion donated to slightly positive carbon
Bond between oxygen of OH- and Carbon atom
The carbon- halogen bond breaks by HETEROLYTIC fission
Halide ion and alcohol produced

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
9
Q

Water as nucleophile for hydrolysis ?

A

Slower reaction

Produces H+ ion too

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
10
Q

Strength of carbon- halogen bond in halolkanes

A

Weaker bond = faster reaction
As the bonding electrons get further from nucleus - more shielding- bond enthalpies LOWER
Iodoalkanes react faster than bro alkanes

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
11
Q

Testing strength of carbon halogen bond with silver nitrate ions

A

Ag+ + X- —- AgX

The silver ions react with halide ions ONCE THEY form , giving a silver halide precipitate

Faster precipitate = faster substitution reaction = more reactive halo alone
AgI precipitate

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
12
Q

Chlorofluorocarbons

A

Halo alkanes
Chlorine, fluorine and carbon
Stable, volatile, non flammable , non toxic

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
13
Q

What is the ozone layer

A

Outer edge of atmosphere- 10-40km from earths surface
O3
Absorbs UV Ray’s from sun
Formed naturally, when an oxygen is broken down into 2 free radicals by UV

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
14
Q

Ozone formation

A

O2 +UV—– O+O

O2+O— O3

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
15
Q

Ozone depletion equation

A

O3+ UV– O2+ O

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
16
Q

Destruction of the ozone layer

A

Holes forming
CFC’s in atmosphere absorb UV and split to form chlorine free radicals
Free radicals catalyse destruction of ozone- destroy ozone molecule adn then regenerated to destroy more ozone

17
Q

Step 1 of destruction of ozone layer with CFCS

A

Chlorine free radicals produced
Photo dissociation
Homolytic fission
UV provides sufficient energy to break bonds

18
Q

How do you work out in CFC’s which forms free radicals

A

Whichever bond has the lowest enthalpy - so it breaks

19
Q

Step 2 of ozone layer destruction ( with chlorine radicals)

A

These radicals are catalysts - react with ozone to form an intermediate( e.g. Cl0dot) and an O2 molecule
PROPAGATION

CL DOT + o3— o2 + Clo dot
Cl0dot + O (breakdown of oxygen from UV) — o2 + cl2

20
Q

Overall reaction f destruction of ozone by CFC

A

O3+O— 2O2

21
Q

Nitrogen oxide - destroying ozone

A

NO’ free radicals from nitrogen oxides can destroy ozone too, Nitrogen oxides are produce by car + air craft engines and thunderstorms

R+ O3– RO + o2
RO+ o– R+ o2

22
Q

Alternatives to CFC’S

A

HCFC’s — breaks down ozone
HFC’s— no chlorine

ALTERNATIVES,green house gases