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Alkanes, alkenes, alcohols, aldehydes and ketones

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1 Alkanes, alkenes, alcohols, aldehydes and ketones
Organic Chemistry Alkanes, alkenes, alcohols, aldehydes and ketones

2 Part 1: Types of Hydrocarbons
Hydrocarbons contain C and H There are 4 families, alkanes only have C-C single bonds, alkenes have at least one C=C and alkynes have a least one CΞC bond, aromatics are like cyclohexane with 3 C=C double bonds

3 Nomenclature for Alkenes
Alkenes have one or more C=C Step 1: Name the longest chain with the C=C in it Step 2: Number the longest chain so that the carbons in the C=C have the lowest numbers Step 3: Locate the lowest numbered C in the C=C Step 4: Locate and name attached groups Step 5: Combine the names

4 Naming Alkenes 2 carbons prefix eth- 1 C=C suffix –ene Name = ethene
3 carbons prefix prop- 1 C=C suffix –ene Name = propene 4 carbons prefix but- 1 C=C suffix –ene Name = butene But where is the C=C? 1 butene (or but-1-ene) 2 butene (or but-2-ene)

5 Naming Cycloalkenes 6 carbons prefix hex- 1 C=C suffix –ene
Name = hexene 6 carbons in a ring cyclohexene 5 carbons prefix hex- 1 C=C suffix –ene Name = pentene 6 carbons in a ring cyclopentene

6 Naming Alkynes 2 carbons prefix eth- 1 CΞC suffix –yne Name = ethyne
3 carbons prefix prop- 1 CΞC suffix –yne Name = propyne 4 carbons prefix but- 1 CΞC suffix –yne Name = butyne But where is the CΞC? 1 butyne (or but-1-yne) 2 butyne (or but-2-yne)

7 Aromatics Aromatics contain This is called benzene
This is called toluene (methyl benzene)

8 Identifying the type of hydrocarbon
Alkanes, alkenes, alkynes and aromatics have different chemical properties and we can identify what we have by performing 3 tests Reaction with O2 (combustion) Reaction with Br2 (Bromine test) Reaction with KMnO4 (Potassium Permanganate test)

9 Reaction with O2 (combustion)
All hydrocarbons react with O2 to make CO2 (with some CO and C) and H2O CH4 + 2O2  CO2 + 2H2O (one CO2 for every C and one H2O for every 2H) If all hydrocarbons react how can this tell us if we have an alkane, alkene, alkyne or aromatic? Heavier hydrocarbons (more C) don’t evaporate as easily so less easy to combust Alkynes, Aromatics and cycloalkanes and cycloalkenes burn with sooty flames Ethyne (acetylene) aromatic methane cyclohexene

10 Reaction with Br2 (Bromine test)
Add alkane or alkene Alkane Alkene Alkenes and alkynes quickly react with Br2 to make haloalkanes (colorless) Alkanes don’t react (except slowly in bright light) Benzene doesn’t react toluene will Br2 water

11 Reaction with KMnO4 (Baeyer test)
In this test KMnO4 (purple) reacts with alkenes but not alkanes or aromatics Alkane or aromatic (negative test) Alkene (positive test) alkene diol

12 The Experiment (Done individually)
You will each receive an unknown hydrocarbon which you will identify by noting how it behaves in a series of tests and compare it to how certain known compounds behave in those same tests. In each case write out the balanced chemical reactions for the knowns and the unknowns Br2 Test: In the fume hood a 3-4 drops Br2/CH2Cl2 solution to 5 drops of hexane, 1-hexene, toluene and your unknowns, record observations. You can leave it out to see if it changes in light for 10 mins. Write out equations Combustion Test: In fume hood combust 5-10 drops of hexane, 1-hexene, toluene and your unknown, in an evaporating dish record observations, write out equations Baeyer Test: To 5 drops of hexane, 1-hexene, toluene and your unknown add 15 drops of 1% KMnO4 record your observations From your results identify your unknown as an alkane, or an alkene

13 Boiling Point Determination
when you see this Turn off heat and wait for the liquid to return into the capilliary Note the Temperature T

14 Functional Groups Many organic compounds also contain unique groupings with elements other than C and H These groupings of atoms we call functional groups Functional groups impart special chemical properties to the molecule


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