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| Ian R Gould > igould@asu.edu | CHM 234 : General Organic Chemistry II > Spring 2012 |
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You need to understand many important concepts from first semester organic chemistry to succeed in CHM 234 |
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| Summarized below are a LIST OF FUNDAMENTAL CONCEPTS from first semester organic. If you are unsure of something, click the "Let's See" link (or equivalent) to test yourself and be reminded of the concept. If you do not understand ANY of these concepts you will need to come and see me about them as soon as possible! |
| If you did not take first semester organic chemistry with me last semester, I may assume an understanding of how chemical reactions work that is deeper or more conceptual than you learned in your equivalent course. I may also have covered some reactions that you did have not yet learned, specifically radical bromination of alkanes and alkenes, and elimination reactions of alcohols. I also assume that you understand resonance in detail and how to draw reaction energy/coordinate diagrams. I think that these topics are sufficiently important that I have provided 4 review lectures (Lecture 1 is in two parts), together with associated lecture notes. If you did not take my class last semester I suggest that you watch the first lecture (Parts A and B) and the second lecture at least, and take notes using the provided "gapped notes", which is how we will do note taking this semester, and any of the others that you thunk might be useful. | ||
| Click Here for Basic Principles Lecture Part A (Electron Energies) Click Here for Basic Principles Lecture Part B (Acid/Base Reactions) |
Click for Gapped Notes A Click for Gapped Notes B |
Practice Problems |
| Click Here for Bromination and Elimination Reactions Lecture | Click for Gapped Notes | Practice Problems |
| Click Here for Resonance Lecture | Click for Gapped Notes | Practice Problems |
| Click Here for Reaction Energy/Coordinate Diagrams Lecture | Click for Gapped Notes | Practice Problems |
| Click Here for Worked Spectrum Problem 1 Click Here for Worked Spectrum Problem 2 |
Click for the Spectra for Problem 1 Click for the Spectra for Problem 2 |
Practice Problems |
| LIST OF FUNDAMENTAL CONCEPTS FROM FIRST SEMESTER ORGANIC CHEMISTRY YOU WILL NEED TO KNOW | ||
| Can you determine the degrees of unsaturation for, for example, C6H11BrO? | Let's see | Practice This |
| Can you draw all of the isomers of, for example, C4H8? | Let's see | Practice This |
| Can you interconvert line-angle, condensed and Lewis structures? | Let's see | Practice This |
| Do you know the standard functional groups? | Let's see | Practice This |
| Do you know why atoms react to make molecules? | Let's see | Read About This |
| Do you know how to assign hybridization in organic structures? | Let's see | Practice This |
| Do you know how to assign hybridization in carbon-centered anions, cations and radicals? | Let's see | Read About This |
| Do you know how to construct both the bonding and the anti-bonding sigma-molecular orbitals for the C-Br bond in bromomethane? | Let's see | Practice This |
| Do you know how to construct both the bonding and the anti-bonding pi-molecular orbitals for a C=O bond? | Let's see | Practice This |
| Do you know how to assign relative energies of electron in organic molecules? | Let's see | Practice This |
| Do you know how to draw all of the reasonable resonance contributors for organic cations? | Let's see | Practice This |
| Do you know how to draw all of the reasonable resonance contributors for organic anions? | Let's see | Practice This |
| Do you know how minor resonance contributors help to explain organic reactivity? | Let's see | Practice This |
| Do you know how to name an alkane according to the IUPAC rules? | Let's see | Practice This |
| Do you know how to draw Newman projections of the highest and lowest energy conformations for rotation round a single C-C bond? | Let's see | Practice This |
| Do you know how to draw the two chair conformations of a substituted cyclohexane? | Let's see | Practice This |
| Do you know how to determine relative Bronsted acidity? | Let's see | Practice This |
| Do you know why an acid reacts with a base? | Let's see | Read About This |
| Do you know how to determine relative Lewis base strength? | Let's see | Read About This |
| Do you know the difference between Bronsted acids/bases and a Lewis acids/bases? | Let's see | Read About This |
| Do you know how to predict the products of Lewis acid/base reactions? | Let's see | Practice This |
| Do you know how to do proper curved-arrow pushing? | Let's see | Practice This |
| Do you know the difference between homolytic and heterolytic bond cleavage? | Let's see | Practice This |
| Do you know how to predict relative bond energies? | Let's see | Practice This |
| Do you know how to predict whether a chemical reaction will occur? | Let's see | Read About This |
| Do you know the relative reactivities of cationic, radical and anionic intermediates? | Let's see | Read About This |
| Do you know how to draw a reaction energy diagram for the addition of HBr to an alkene? | Let's see | Read About This |
| Do you understand Markovnikov and Anti-Markovnikov addition reactions to alkenes?? | Let's see | Read About This |
| Do you know how to draw a mechanism and reaction energy diagram for a cationic addition reaction to an alkene that involves a cation rearrangement? | Let's see | Practice This |
| Do you know how to name an alkane acceding to the IUPAC rules? | Let's see | Practice This |
| Do you know the factors that control the relative stabilities of isomeric alkenes? | Let's see | Practice This |
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Do you know the alkene addition reactions? Test your knowledge of the PRODUCTS Test your knowledge of the REAGENTS Test your knowledge of the REACTANTS | See List See List See List | Practice These Practice These |
| Do you know the difference between structural and stereoisomers? | Let's see | Practice This |
| Do you know the difference between diastereomers and enantiomers? | Let's see | Practice This |
| Do you know how to specify the configuration of an asymmetric center using R/S notation? | Let's see | Practice This |
| Can you draw ALL of the structural and stereoisomers of, for example, C5H10? | Let's see | |
| Do you know what a meso compound is? | Let's see | Read About This |
| Do you know how to name a structure that contains asymmetric centers using the IUPAC rules? | Let's see | Read About This |
| Do you know how to determine whether the solution of the product of a reaction is optically active or not? | Let's see | Read About This |
| Can you give the products of alkene addition reactions correctly specifying both the relative and absolute stereochemistry as appropriate? | Let's see | Practice This |
| Do you need a quick review of SN1/SN2/E1/E2 reactions? | Let's see | Practice This |
| Do you know the reactivity order for SN2 reactions for differently substituted alkyl halides (methyl, primary, secondary etc.)? | Let's see | Read About This |
| Can you explain why an SN2 reaction is faster for a primary halide compared to a secondary halide in terms of the transition states? | Let's see | Read About This |
| Do you know what makes a leaving group a good leaving group? | Let's see | Read About This |
| Can you draw a mechanism and energy diagram for a solvolysis reaction that involves a cation rearrangement? | Let's see | Read About This |
| Do you some reagents that are poor nucleophiles but good bases, and what the are used for? | Let's see | Read About This |
| Do you know how predict the product of an E2 elimination when there are different possible structural isomeric products? | Let's see | Practice This |
| Do you know the reaction conditions to form an anti-Sayetzeff alkene in an E2 elimination? | Let's see | Practice This |
| Do you know how to synthesize an epoxide? | Let's see | Read About This |
| Do you know the mechanism of the dehydration reaction of an alcohol in concentrated sulfuric acid? | Let's see | Read About This |
| Do you know what the allylic and benzylic positions are? | Let's see | |
| Do you know what the tosylate anion is and what it is used for? | Let's see | |
| Do you know how to do bromination of an alkane, or allylic bromination using NBS and light or Br2 and light? | Let's see | Read About This |
