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Haloalkanes, Alkenes, and Alkynes Alkenes and Alkynes Geometric Isomers of Alkenes Addition Reactions
LecturePLUS Timberlake
Alkenes
Carbon-carbon double bonds Names end in -ene
H2C=CH2 H2C=CH-CH3 ethene (ethylene) propene (propylene) cyclohexene
LecturePLUS Timberlake
Alkynes
Carbon-carbon triple bonds Names end in -yne HCCH
HCC-CH3
ethyne(acetylene)
propyne
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B.
CH3C=CHCH3
C.
LecturePLUS Timberlake
Solutions HA3
Write the IUPAC name for each of the following unsaturated compounds: A. CH3CH2CH=CHCH3 2-pentyne
CH3 B. CH3C=CHCH3 2-methyl-2-butene C. 3-methylcyclopentene
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CH3
LecturePLUS Timberlake
CH = CH cis
CH3
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Hydrogenation
Adds a hydrogen atom to each carbon atom of a double bond H H
Ni HC=CH + H2 HCCH H H ethene
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H H
ethane
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Products of Hydrogenation
Adding H2 to vegetable oils produces compounds with higher melting points
Margarines Soft margarines Shortenings (solid)
LecturePLUS Timberlake
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Solution HA4
What is the product of adding H2 (Ni catalyst) to 1-butene?
Ni CH2=CHCH2CH3 + H2 CH3CH2CH2CH3
LecturePLUS Timberlake 12
Adding Halogens
Halogens also add to the double bond of an alkene. H2CCH2
Cl Cl
+
Cl2
H2C CH2
Br Br CH3C CCH2CH3 Br Br
CH3C CCH2CH3
+ Br2
LecturePLUS Timberlake
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Solution HA5
Write the product of the following addition reactions: CH3CH=CHCH3 + H2
+ Br2
CH3CH2CH2CH3
Br Br
LecturePLUS Timberlake
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Trans Fats
In vegetable oils, the unsaturated fats usually contain cis double bonds. During hydrogenation, some cis double bonds are converted to trans double bonds (more stable) causing a change in the fatty acid structure If a label states partially or fully hydrogenated, the fats contain trans fatty acids.
LecturePLUS Timberlake 17
Trans Fats
In the US, it is estimated that 2-4% of our total Calories is in the form of trans fatty acid. trans fatty acids behave like saturated fatty acids in the body. Several studies reported that trans fatty acids raise LDL-cholesterol. Some studies also report that trans fatty acid lower HDLcholesterol The trans fatty acids controversy will continue to be debated.
LecturePLUS Timberlake 18
Atherosclerosis
Plaques of cholesterol adhere to the walls of the blood vessels Blood pressure rises as blood squeezes through smaller blood vessels Blood clots may form Omega-3 fatty acids decrease the sticking of blood platelets (fewer blood clots) Omega-3 fatty acids can increase bleeding time
LecturePLUS Timberlake 21
Solution HA6
(1) True or (2) False
A. _T__ There are more unsaturated fats in vegetable oils. B. _F__ Vegetable oils have more omega-3 oils than found in fish. C. _T__ Hydrogenation of oils converts some cis-double bonds to trans- double bonds. D. _T__ Animal fats have more saturated fats.
LecturePLUS Timberlake 23