Chapter 11 Haloalkanes, Alkenes, and Alkynes Functional Groups Haloalkanes
Timberlake LecturePLUS 1999
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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
Timberlake LecturePLUS 1999
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Some Types of Functional Groups Haloalkane
-F, -Cl, -Br CH3Cl
Alcohol
-OH
CH3OH
Ether
-O-
CH3-O-CH3 O
O
Aldehyde
C H O
CH 3CH
Ketone
C
CH3CCH3
O
Timberlake LecturePLUS 1999
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More Functional Groups Carboxylic acid -COOH
CH3COOH
Ester
-COO-
CH3COOCH3
Amine
-NH2
CH3NH2
Amide
-CONH2
CH3CONH2
Timberlake LecturePLUS 1999
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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 Timberlake LecturePLUS 1999
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Learning Check HA1 Name the following:
Br
Cl
Cl
Timberlake LecturePLUS 1999
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Solution HA1 Name the following: Br
bromocyclopentane
Cl
1,3-dichlorocyclohexane Cl Timberlake LecturePLUS 1999
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Substituents List other attached atoms or group in alphabetical order Br = bromo, Cl = chloro Cl Br CH3CHCH2CHCH2CH2CH3 4-bromo-2-chloroheptane Timberlake LecturePLUS 1999
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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 Timberlake LecturePLUS 1999
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Solution HA2 The name of this compound is: Cl
CH3
CH3CH2CHCH2CHCH3 3) 4-chloro-2-methylhexane Timberlake LecturePLUS 1999
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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. Timberlake LecturePLUS 1999
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Ozone Layer Ozone layer Stratosphere (10-30 miles Above Earth)
Timberlake LecturePLUS 1999
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Chlorofuorocarbons (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. Timberlake LecturePLUS 1999
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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 Timberlake LecturePLUS 1999
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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 atomosphere is an indicator of the disappearance of ozone. Timberlake LecturePLUS 1999
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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. Timberlake LecturePLUS 1999
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