Download Whitten, Davis, and Peck, General Chemistry, 6th Edition

Recommended CER Experiments
to accompany
Hornback’s Organic Chemistry, Second Edition
The table below matches sections from the book with recommended CER labs. Click on the experiment title to view a PDF of
each lab. Go to www.CERLabs.com to search the complete CER database and to learn more about customizing your lab
manual through CER. To access password-protected material, like instructor’s resources and printable review copies on this
site, contact Rebecca Heider for a password.
Chapter Title
2. Organic Compounds:
A First Look
Recommended Experiment(s) from CER
ANAL 735: Catalytic Hydrogenation of Unknowns
6. Stereochemistry I
Cis-Trans Isomers and
Conformations
SYNT 719: Brominating Alkenes
7. Stereochemistry
II
Chiral Molecules
SYNT 719: Brominating Alkenes
REAC 734: Molecular Rearrangement Reactions: Azobenzene and Benzilic Acid
REAC 734: Molecular Rearrangement Reactions: Azobenzene and Benzilic Acid
ANAL 751: Enantiomeric Purity of Commercial Ibuprofen
TECH 752: Resolving a Racemic Mixture: Using (-)-Proline to Separate (±)-Phenylsuccinic Acid
REAC 714: Studying SN1 and SN2 Reactions: Nucleophilic Substitution
8. Nucleophilic
Substitution Reactions KINE 733: The Kinetics of Solvolysis of 2-Chloro-2-Methylpropane
Reactions of Alkyl
Halides, Alcohols, and
Related Compounds
2
9. Elimination
Reactions
Reactions of Alkyl
Halides, Alcohols, and
Related Compounds
REAC 712: Dehydrating Cyclohexanol
REAC 736: The Pinacol Rearrangement
SYNT 713: Preparing Isopentylacetate by the Fischer Esterification
SYNT 725: Oxidizing Methoxybenzyl Alcohol to Methoxybenzaldehyde Using Phase Transfer Catalysis
10. Synthetic Uses of
Substitution and
Elimination Reactions
Interconverting Functional
Groups
SYNT 726: Two Methods for the Synthesis of Phenacetin
SYNT 738: Copper-Catalyzed Oxidation of Benzoin to Benzil
REAC 742: Acid-Catalyzed Hydration of 1-Hexene to Make 2-Hexanol
SYNT 745: Synthesizing Aspirin: The Acetylation of Salicylic Acid
SYNT 746: Acetaminophen: The Acetylation of p-Aminophenol
REAC 747: Hydroboration and Oxidation of 1Hexene to Make 1Hexanol
11. Additions of
Carbon-Carbon Double
and Triple Bonds
Reactions of Alkenes and
Alkynes
SYNT 719: Brominating Alkenes
REAC 742: Acid-Catalyzed Hydration of 1-Hexene to Make 2-Hexanol
REAC 747: Hydroboration and Oxidation of 1Hexene to Make 1Hexanol
REAC 716: Nitrating Acetanilide or Methyl Benzoate: Electrophilic Aromatic Substitution
17. Aromatic
Substitution Reactions SYNT 723: Friedel-Crafts Acylation: Synthesis of 4-Methoxyacetophenone
SYNT 724: Friedel-Crafts Alkylation: Kinetic versus Thermodynamic Control
SYNT 748: Formation of Benzyne and Its Diels-Alder Reaction: A Multistep Reaction Sequence
REAC 749: Nucleophilic Aromatic Substitution: The Reaction of 3,4-Dichloronitrobenzene with Sodium Methoxide
18. Additions to the
Carbonyl Group
Reactions of Aldehydes
and Ketones
REAC 715: Reducing Benzil Using Sodium Borohydride
SYNT 718: Nucleophilic Addition to Carbonyl: Grignard Reaction with an Aldehyde
REAC 721: Synthesis of Trans-9-(2-Phenylethenyl)Anthracene: A Wittig Reaction
SYNT 743: Converting Benzaldehyde to Benzilic Acid: A Multistep Synthesis
REAC 750: Cannizzaro Reaction: The Conversion of p-Nitrobenzaldehyde into p-Nitrobenzoic Acid and p-Nitrobenzyl Alcohol
3
19. Substitutions at the
Carbonyl Group
Reactions of Carboxylic
Acids and Derivatives
SYNT 713: Preparing Isopentylacetate by the Fischer Esterification
SYNT 726: Two Methods for the Synthesis of Phenacetin
SYNT 737: Thiamine-Catalyzed Benzoin Condensation
SYNT 743: Converting Benzaldehyde to Benzilic Acid: A Multistep Synthesis
SYNT 745: Synthesizing Aspirin: The Acetylation of Salicylic Acid
SYNT 746: Acetaminophen: The Acetylation of p-Aminophenol
20. Enolate and Other
Carbon Nucleophiles
SYNT 720: The Aldol Condensation: Synthesis of Dibenzalacetone
SYNT 737: Thiamine-Catalyzed Benzoin Condensation
SYNT 754: A Multistep Synthesis Sequence: An Aldol Condensation, a Michael Addition, and Ethylene Ketal Formation
21. The Chemistry of
Radicals
REAC 741: Free Radical Chlorination
SYNT 717: The Diels-Alder Reaction of Anthracene with Maleic Anhydride
22. Carbonyl AlphaSubstitution Reactions SYNT 748: Formation of Benzyne and Its Diels-Alder Reaction: A Multistep Reaction Sequence
23. Carbonyl
Condensation
Reactions
24. Synthetic Polymers
25. Carbohydrates
SYNT 720: The Aldol Condensation: Synthesis of Dibenzalacetone
SYNT 737: Thiamine-Catalyzed Benzoin Condensation
SYNT 754: A Multistep Synthesis Sequence: An Aldol Condensation, a Michael Addition, and Ethylene Ketal Formation
SYNT 739: The Synthesis of a Superabsorbent Polymer
SYNT 713: Preparing Isopentylacetate by the Fischer Esterification
4
Recommended Techniques from CER
TECH 700: Practicing Safety in the Organic Chemistry Laboratory
TECH 701: Measuring the Melting Points of Compounds and Mixtures
TECH 702: Using Microscale Techniques
TECH 703: Purifying Acetanilide by Recrystallization
TECH 704: Separating Cyclohexane and Toluene by Distillation
TECH 705: Separating Acids and Neutral Compounds of Solvent Extraction
TECH 706: Separating Camphor from BetaCarotene by Sublimation
TECH 707: Separating a Mixture by Thin-Layer Chromatography
TECH 708: Separating Ferrocene and Acetylferrocene by Adsorption Column Chromatography
TECH 709: Separating and Identifying Mixtures by Gas Chromatography
TECH 710: Identifying an Unknown Compound by Infrared Spectroscopy
TECH 711: Using NMR Spectroscopy to Identify an Unknown Organic Compound
TECH 722: Isolating Clove Oil from Cloves Using Steam Distillation