Recommended CER Experiments to accompany Brown/Foote/Iverson’s, Organic Chemistry, Fourth 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	Recommended Experiment(s) from CER
3. Stereochemistry and Chirality.	ANAL 751: Enantiomeric Purity of Commercial Ibuprofen TECH 752: Resolving a Racemic Mixture: Using (-)-Proline to Separate (±)-Phenylsuccinic Acid
6. Reactions of Alkenes.	SYNT 719: Brominating Alkenes ANAL 735: Catalytic Hydrogenation of Unknowns REAC 742: Acid-Catalyzed Hydration of 1-Hexene to Make 2-Hexanol REAC 747: Hydroboration and Oxidation of 1Hexene to Make 1Hexanol
8. Haloalkanes, Halogenation, and Radical Reactions.	REAC 741: Free Radical Chlorination
9. Nucleophilic Substitution and ß-Elimination.	REAC 712: Dehydrating Cyclohexanol REAC 714: Studying SN1 and SN2 Reactions: Nucleophilic Substitution KINE 733: The Kinetics of Solvolysis of 2-Chloro-2-Methylpropane
10. Alcohols and Thiols.	REAC 712: Dehydrating Cyclohexanol SYNT 725: Oxidizing Methoxybenzyl Alcohol to Methoxybenzaldehyde Using Phase Transfer Catalysis ANAL 729: Identifying an Unknown Alcohol KINE 733: The Kinetics of Solvolysis of 2-Chloro-2-Methylpropane REAC 736: The Pinacol Rearrangement SYNT 738: Copper-Catalyzed Oxidation of Benzoin to Benzil SYNT 740: Preparing Ethanol by Fermentation ANAL 756: Determining the Alcohol Content of  Beer and Wine
11. Ethers, Sulfides, and Epoxides.	SYNT 726: Two Methods for the Synthesis of Phenacetin
15. Organometallic Compounds.	SYNT 718: Nucleophilic Addition to Carbonyl: Grignard Reaction with an Aldehyde
16. Aldehydes and Ketones.	REAC 715: Reducing Benzil Using Sodium Borohydride REAC 721: Synthesis of Trans-9-(2-Phenylethenyl)Anthracene: A Wittig Reaction ANAL 728: Identifying an Unknown Aldehyde or Ketone SYNT 743: Converting Benzaldehyde to Benzilic Acid: A Multistep Synthesis
17. Carboxylic Acids.	SYNT 713: Preparing Isopentylacetate by the Fischer Esterification
18. Functional Derivatives of Carboxylic Acids.	SYNT 713: Preparing Isopentylacetate by the Fischer Esterification SYNT 726: Two Methods for the Synthesis of Phenacetin SYNT 745: Synthesizing Aspirin: The Acetylation of Salicylic Acid SYNT 746: Acetaminophen: The Acetylation of p-Aminophenol
19. Enolate Anions and Enamines.	SYNT 720: The Aldol Condensation: Synthesis of Dibenzalacetone SYNT 754: A Multistep Synthesis Sequence: An Aldol Condensation, a Michael Addition, and Ethylene Ketal Formation
22. Reactions of Benzene and its Derivatives.	REAC 716: Nitrating Acetanilide or Methyl Benzoate: Electrophilic Aromatic Substitution 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
23. Amines.	SYNT 730: Dyes and Dyeing
24. Carbon-Carbon Bond Formation and Synthesis.	SYNT 717: The Diels-Alder Reaction of Anthracene with Maleic Anhydride SYNT 748: Formation of Benzyne and Its Diels-Alder Reaction: A Multistep Reaction Sequence
29. Organic Polymer Chemistry.	SYNT 739: The Synthesis of a Superabsorbent Polymer
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