Organic Chemistry I and II

KEEPING A LABORATORY NOTEBOOK
Sample Notebook Entry 
WRITING CHEMISTRY FORMAL LAB REPORTS
Format
Title
Abstract or Summary 
Introduction
Materials and Methods 
Results: Data and Calculations
Discussion/Conclusion 
Literature Cited 
General Comments
GENERAL LABORATORY INFORMATION
Safety
Safety Rules
Glassware 
Washing Glassware
Using Ground Glass Joints
EXPERIMENT 1 MELTING POINT DETERMINATION 
Experimental Procedure
EXPERIMENT 2 INFRARED SPECTROSCOPY AND THE IDENTIFICATION OF UNKNOWN COMPOUNDS 
Experimental Procedure 
EXPERIMENT 3 STEREOCHEMISTRY: WORKING WITH MOLECULAR MODELS
Experimental Procedure
EXPERIMENT 4 POLARIMETRY: IDENTIFICATION OF ENANTIOMERS USING A SIMPLE POLARIMETER
Experimental Procedure
EXPERIMENT 5 THIN LAYER CHROMATOGRAPHY (TLC): A SIMPLE METHOD FOR THE ANALYSIS OF OVER-THE-COUNTER PAIN RELIEVERS
Experimental Procedure 
EXPERIMENT 6 USING EXTRACTION TO SEPARATE THE COMPONENTS OF A BINARY MIXTURE 
Experimental Procedure
EXPERIMENT 7 SIMPLE VERSUS FRACTIONAL DISTILLATION
Boiling Point
Simple Distillation
Fractional Distillation
Part 1: Simple Distillation of a 1:1 Cyclohexane: Toluene Mixture
Part 2: Fractional Distillation of a 1:1 Cyclohexane: Toluene Mixture 
For Both Parts 1 and 2
EXPERIMENT 8 GAS CHROMATOGRAPHY
Experimental Procedure 
EXPERIMENT 9 ACID-CATALYZED DEHYDRATION OF 2-METHYL-2-BUTANOL AND ALKENE ANALYSIS 
Experimental Procedure 
EXPERIMENT 10 WORKING WITH PUZZLES! NUCLEAR MAGNETIC RESONANCE (NMR) SPECTROMETRY AND IDENTIFICATION OF UNKNOWN ORGANIC MOLECULES 
1 H-NMR
Problem-Solving Strategy 
Step 1: Calculate the Unsaturation Number
Step 2: Analyze the IR Spectrum
Step 3: Identify the Carbon Atoms
Step 4: Identify the Hydrogen Atoms and the Nearest Neighbors 
EXPERIMENT 11 STUDYING ORGANIC REACTION MECHANISMS: A PHYSICAL ORGANIC EXPERIMENT 
Experimental Procedure 
Part 1
Part 2
EXPERIMENT 12 ISOLATION OF ORGANIC COMPOUNDS FROM NATURAL PRODUCTS USING SOLID-PHASE EXTRACTION 
Experimental Procedure 
EXPERIMENT 13 ADDING BROMINE ACROSS AN ALKENE: IS THE MECHANISM SYN-ADDITION OR ANTI-ADDITION?
Experimental Procedure
EXPERIMENT 14 HYDRIDE REDUCTION OF A KETONE
Experimental Procedure
EXPERIMENT 15 STUDYING THE EFFECTS OF SUBSTITUENTS ON ELECTROPHILIC AROMATIC SUBSTITUTION REACTIONS: COMPETITIVE NITRATION
Experimental Procedure
EXPERIMENT 16 SYNTHETIC SNAPDRAGON SCENT: FISHER ESTERIFICATION OF BENZOIC ACID
Experimental Procedure 
EXPERIMENT 17 USING THE GRIGNARD REACTION TO PREPARE TRIPHENYLMETHANOL
Experimental Procedure
EXPERIMENT 18 THE WITTIG REACTION: FORMING CARBON-CARBON DOUBLE BONDS  
Experimental Procedure 
EXPERIMENT 19 ALKYLATION OF THE AMINO GROUP USING THE ESCHWEILER-CLARK METHYLATION PROCEDURE 
Experimental Procedure
EXPERIMENT 20 PREPARATION OF 9,10-DIHYDROANTHRACENE-9,10-a,b-SUCCINIC ACID ANHYDRIDE BY THE DIELS-ALDER REACTION
Experimental Procedure 
EXPERIMENT 21 FORMATION OF CARBON-CARBON BONDS USING THE CLAISEN-SCHMIDT REACTION 
Experimental Procedure 
APPENDIX A: USING THE GC
APPENDIX B: USING THE IR SPECTROMETER 
APPENDIX C: USING THE HEAT BLOCK AND WATER BATH
APPENDIX D: USING THE MELT STATION
APPENDIX E: USING THE POLARIMETER