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Haloalkanes, Alkenes, and Alkynes
Functional Groups
Haloalkanes

1
Functional Groups
 Part of an organic molecule where




chemical reactions take place
Composed of an atom or group of atoms
Replace a H in the corresponding alkane
Provide a way to classify organic
compounds

2
Some Types of Functional Groups
Haloalkane

-F, -Cl, -Br CH3Cl

Alcohol

-OH

CH3OH

Ether

-OO

CH3-O-CH3

C H

CH3CH

Aldehyde
Ketone

O

O

O

C

CH3CCH3
3
More Functional Groups
Carboxylic acid -COOH

CH3COOH

Ester

-COO-

CH3COOCH3

Amine

-NH2

CH3NH2

Amide

-CONH2

CH3CONH2

4
Haloalkanes
An alkane in which one or more H atoms is
replaced with a halogen (F, Cl, Br, or I)
CH3Br

1-bromomethane
Br

(methyl bromide)

CH3CH2CHCH3

2-bromobutane

Cl
chlorocyclobutane
5
Learning Check HA1
Name the following:

Br

Cl

Cl

6
Solution HA1
Name the following:
Br

bromocyclopentane

Cl

1,3-dichlorocyclohexane
Cl
7
Substituents
List other attached atoms or group in
alphabetical order
Br = bromo, Cl = chloro
Cl
Br
CH3CHCH2CHCH2CH2CH3
4-bromo-2-chloroheptane
8
Learning Check HA2
The name of this compound is:
Cl

CH3

CH3CH2CHCH2CHCH3
1)

2,4-dimethylhexane

2)

3-chloro-5-methylhexane

3)

4-chloro-2-methylhexane

9
Solution HA2
The name of this compound is:
Cl

CH3

CH3CH2CHCH2CHCH3
3) 4-chloro-2-methylhexane
10
Haloalkanes as Anesthetics
Halothane (Fluothane)
F Cl
F

C

C

Br

F
H
Fluothane is a haloalkane that is widely used
as an anesthetic, which is a compound that
decreases the ability of the nerve cells to
conduct pain.
11
Ozone Layer
Ozone layer
Stratosphere
(10-30 miles
Above Earth)

12
Chlorofluorocarbons (CFCs
and the Ozone Layer
ozone O3 layer absorbs most of the
sun’s harmful radiation.
CFCs - chlorofluorocarbons - are
depleting that ozone layer.
CFCs are used as Freons in
refrigeration,
air conditioning, and foam insulation.
Their use in spray cans is no longer
allowed.
13
Chlorofuorocarbons and the
Ozone Layer
In the stratosphere, the CFCs react with
the high-energy UV radiation from the sun

CF2Cl2
Freon-12

UV light
CF2Cl• + Cl•
free radical
14
Chlorofuorocarbons and the
Ozone Layer
To become stable, the Cl• acquires an electron
from ozone O3 and produces ClO.
Cl•

+

O3

ClO + O2

The presence of ClO in the atmosphere is an
indicator of the disappearance of ozone.
15
Impact of Loss of Ozone Layer
According to the National Academy of
Sciences, each 1% loss of ozone increases
by 2% the amount of UV radiation reaching
the earth. More UV radiation means more
skin cancer and cataracts in humans, more
intense photochemical smog, and lower crop
yields.
16
Explore chemistry! Explore
life!!

17

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Haloalkanes, Alkenes and Alkynes: Functional Groups and Their Properties

  • 1. Haloalkanes, Alkenes, and Alkynes Functional Groups Haloalkanes 1
  • 2. Functional Groups  Part of an organic molecule where    chemical reactions take place Composed of an atom or group of atoms Replace a H in the corresponding alkane Provide a way to classify organic compounds 2
  • 3. Some Types of Functional Groups Haloalkane -F, -Cl, -Br CH3Cl Alcohol -OH CH3OH Ether -OO CH3-O-CH3 C H CH3CH Aldehyde Ketone O O O C CH3CCH3 3
  • 4. More Functional Groups Carboxylic acid -COOH CH3COOH Ester -COO- CH3COOCH3 Amine -NH2 CH3NH2 Amide -CONH2 CH3CONH2 4
  • 5. Haloalkanes An alkane in which one or more H atoms is replaced with a halogen (F, Cl, Br, or I) CH3Br 1-bromomethane Br (methyl bromide) CH3CH2CHCH3 2-bromobutane Cl chlorocyclobutane 5
  • 6. Learning Check HA1 Name the following: Br Cl Cl 6
  • 7. Solution HA1 Name the following: Br bromocyclopentane Cl 1,3-dichlorocyclohexane Cl 7
  • 8. Substituents List other attached atoms or group in alphabetical order Br = bromo, Cl = chloro Cl Br CH3CHCH2CHCH2CH2CH3 4-bromo-2-chloroheptane 8
  • 9. Learning Check HA2 The name of this compound is: Cl CH3 CH3CH2CHCH2CHCH3 1) 2,4-dimethylhexane 2) 3-chloro-5-methylhexane 3) 4-chloro-2-methylhexane 9
  • 10. Solution HA2 The name of this compound is: Cl CH3 CH3CH2CHCH2CHCH3 3) 4-chloro-2-methylhexane 10
  • 11. Haloalkanes as Anesthetics Halothane (Fluothane) F Cl F C C Br F H Fluothane is a haloalkane that is widely used as an anesthetic, which is a compound that decreases the ability of the nerve cells to conduct pain. 11
  • 13. Chlorofluorocarbons (CFCs and the Ozone Layer ozone O3 layer absorbs most of the sun’s harmful radiation. CFCs - chlorofluorocarbons - are depleting that ozone layer. CFCs are used as Freons in refrigeration, air conditioning, and foam insulation. Their use in spray cans is no longer allowed. 13
  • 14. Chlorofuorocarbons and the Ozone Layer In the stratosphere, the CFCs react with the high-energy UV radiation from the sun CF2Cl2 Freon-12 UV light CF2Cl• + Cl• free radical 14
  • 15. Chlorofuorocarbons and the Ozone Layer To become stable, the Cl• acquires an electron from ozone O3 and produces ClO. Cl• + O3 ClO + O2 The presence of ClO in the atmosphere is an indicator of the disappearance of ozone. 15
  • 16. Impact of Loss of Ozone Layer According to the National Academy of Sciences, each 1% loss of ozone increases by 2% the amount of UV radiation reaching the earth. More UV radiation means more skin cancer and cataracts in humans, more intense photochemical smog, and lower crop yields. 16