1. Chapter Alkanes
Haloalkanes

2. Haloalkanes
In a haloalkane, one or more H atoms in an alkane is replaced by a halogen atom.
Simple haloalkanes are named alkyl halides.
In IUPAC names, a halogen is named as fluoro, chloro, bromo, or iodo.
CH3Br bromomethane (methyl bromide) Cl |
CH3—CH—CH2—CH chlorobutane
(sec-butyl chloride)

3. Substituents Two or more substituents are named in alphabetical order.
Cl Br
| |
CH3—CH—CH2—CH—CH2—CH3
4-bromo-2-chlorohexane

4. Naming of Haloalkanes
Methane compounds with two or more chlorine atoms are sometimes named by common names that do not reflect their structures.

5. Chlorofluorocarbons (CFCs)
The ozone (O3) layer in the atmosphere absorbs most of the sun’s harmful radiation.
Chlorofluorocarbons (CFCs) cause reactions that destroy the ozone layer.
CFCs such as Freon-12 (CF2Cl2) have been used in refrigeration, air conditioning, and foam insulation.
The use of CFCs in spray cans is no longer allowed.

6. Regions of Earth’s atmosphere
Troposphere (the air we breathe and where our weather takes place)
Stratosphere (where the ultraviolet (UV) – protective ozone layer is found)
“Good” ozone is found in the stratosphere, where it forms a protective blanket, absorbing UV radiation
“Bad” ozone is found in the air we breathe
Exposures to concentrations of ozone near 0.12 ppm lower the volume of air a person breathes out
The only effective way to limit ozone is to limit nitrogen oxides emissions

7. Nitrogen Oxides
There are 8 oxides of nitrogen, three of which are in the atmosphere: N2O, NO, NO2.
N2O is produced by bacteria
N2 + O2  2 NO
2 NO + O2  2 NO2
97% of nitrogen oxides are naturally produced
3% result from human activity
Normal concentration is a few parts per billion (ppb)
Nitrogen oxides are formed during lightning storms and are washed out by rain
This is one of the ways nitrogen is made available to plants
Most oxides of nitrogen from sources other than nature are produces from fossil fuel combustion

8. Nitrogen Dioxide (NO2)
Corrosive agent – 3 ppm NO2 for 1 hour causes bronchioconstriction; ppm is fatal
Forms secondary pollutant ozone
Reacts with water to form nitric acid
2 NO2 + H2O  HNO3 + HNO2

9. Chlorofluorocarbons (CFCs)
Unreactive, nontoxic, reside for many years in troposphere, mix with air in the stratosphere, which leads to depletion of protective ozone layer
Trichlorofluoromethane (CFCl3) & dichlorofluoromethane (CF2Cl2)are broken by UV light; this photodissociation produces a chlorine atom that collides with ozone molecule to produce a chlorine oxide (ClO) free radical and an oxygen molecule
CF2Cl2 + energy (UV light)  CF2Cl + Cl
Cl· + O3  ClO + O2
ClO + O  O2 + Cl
The result of this reaction cycle is that a single Cl atom may react up to 100,000 times before it eventually reacts with water to form HCl, which then mixes into the troposphere and washes out in acidic rainfall.

10. Hydrochlorofluorocarbons (HCFCs)
CFCs (most common automotive refrigerants) have been replaced by HCFCs, which are more reactive in the lower atmosphere, thus have less chances of getting into the stratosphere

11. Chlorofluorocarbons and Ozone
In the stratosphere, the CFCs are cleaved by the high-energy UV radiation from the sun.
UV light
CF2Cl CF2Cl Cl
The Cl reacts with ozone (O3). The ClO produced destroys another O3 forming additional Cl. Thus one Cl can destroy many O3 molecules.
Cl O ClO + O2
ClO + O Cl O2

12. Impact of Loss of Ozone
According to the National Academy of Sciences, each 1% loss of ozone (O3) increases the amount of UV radiation reaching the earth by 2%.
More UV radiation means more skin cancer and cataracts in humans, more intense photochemical smog, and lower crop yields.