CHM249H1
U of T
Course Overview
Lessons & Practice
I. Welcome
1. The Basics (Lewis Structures, Bonding, VSEPR)
1.6hr2. Intro to Orgo (Functional Groups, Drawing, Naming)
50min3. Stereochemistry & Isomers
1.5hr4. Structure Elucidation (IR Spectroscopy, NMR, Mass Spectrometry)
1.9hr5. Kinetics
2hr5.3.1. Rate Laws5.3.2. Example: Determining Reaction Order5.3.3. Determining the Rate Law From Experimental Data 5.3.4. Shortcut to Find Units of k Quicker 5.3.5. Practice: Experimental Rate Law 5.3.6. Practice: Determining Rate Law Exponents5.3.7. Practice: Rate Law5.3.8. Practice: Units of the Rate Constant, K
6. Spontaneity and Gibbs Free Energy
20min7. Acid/Base Chemistry & Intro to Organic Reactions
56min7.2.1. Factors Influencing Acid/Base Strength7.2.2. Electronegativity7.2.3. Atom Size7.2.4. Resonance7.2.5. Hybridization7.2.6. Induction7.2.7. Aromaticity7.2.8. Example: Acid/Base Strength 7.2.9. Example: Acid/Base Strength 7.2.10. Practice: Acid/Base Equilibria 7.2.11. Practice: Acid/Base Equilibria
8. Electrophilic Addition Reactions to Alkenes/Alkynes
2.3hr9. Aromaticity (Arenes)
48min10. Nucleophilic Substitutions and Elimination Reactions
1.4hr11. Radical Reactions
30min12. Organic Chemistry of Other Biological Molecules (*coming soon)
13. Chemistry of Amines
18min14. Reduction and Oxidation Reactions
42min15. Aldehydes and Ketones (Addition to Carbonyls/Reactivity of Enolates)
1.9hr15.4.1. General Reactions with Oxygen Nucleophiles15.4.2. Hydrate Formation15.4.3. Acetal Formation15.4.4. Ketal Formation15.4.5. Hydrolysis of Acetals and Ketals15.4.6. General Mechanism with Oxygen Nucleophiles15.4.7. Stability of Hemiketals and Hemiacetals15.4.8. Practice: Ketals and Acetals as Protecting Groups15.4.9. Practice: Ketals and Acetals as Protecting Groups15.4.10. Example: Synthesis and Hydrolysis of Ketals and Acetals15.4.11. Practice: Mechanism in Acetal and Ketal Formation15.4.12. Practice: Identifying Acetals/Aldehydes
16. Carbohydrates
56min16.3.1. Carbohydrate Reactions: Formation of Glycosidic Bonds16.3.2. Carbohydrate Reactions: Hydrolysis of Glycosidic Bonds16.3.3. Carbohydrate Reactions: Reducing Sugars16.3.4. Practice: Carbohydrates in Solution16.3.5. Example: Tollen's Reagent and Reducing Sugars16.3.6. Example: Identifying Reducing Sugars16.3.7. Example: Ketoses with the Tollen's Test
17. Carboxylic Acid Derivatives (Nucleophilic Acyl Substitutions)
1.1hrI Welcome
Free Activity
0:00 / 2:06
AI Tutor answered
S
Scarlet K
Are there any tips for identifying equivalent hydrogens in a H NMR?
Wize AI Tutor
AIThe main idea is that hydrogens are equivalent if they are in the exact same chemical environment, so they give one signal. A few ways to check:
- Look for symmetry first. Find any mirror plane or rotation that swaps parts of the molecule. Hydrogens that get swapped are equivalent. For example, diethyl ether (CH₃CH₂OCH₂CH₃) has only 2 signals since both ethyl groups are identical.
- Use the replacement test. Mentally replace one H with a different atom (say Cl), then do the same for the other H. If you get the same compound (or a pair of enantiomers), the H's are equivalent. If you get diastereomers, they are not.
- CH₃ hydrogens are always equivalent to each other because of free rotation around the single bond.
- CH₂ hydrogens are usually equivalent, except when the molecule has a chiral centre nearby, or in rings and alkenes where the two H's point toward different groups.
- Alkenes: on a =CH₂, the two H's are only equivalent if the other carbon has two identical groups. Otherwise one H is cis to one group and the other H is cis to a different group.
- Benzene rings: check the substitution pattern. A para-disubstituted ring with two different groups gives 2 aromatic signals, while a monosubstituted ring usually has 3 sets (ortho, meta, para).
A good habit is to label each unique type of H with a letter (a, b, c…) as you go, so you don't double count.
Answered
Anonymous
is there anything on skeletal structures
R
Rex H
InstructorGreat question!
There is a bunch of content on skeletal answers, check our our gradebooster reviews as well as our subscription content for more info!
Hope this helps!
Answered
David K
how many hours must one devote/wk,? assigned homework? random quizes/mini-tests?
E
Emma D
InstructorHi David - this is a good question. I have some general advice here. First, save yourself time in the long run and invest 10 minutes after each class to make flashcards on things like functional groups, reagents, reactions, pKas, etc. Second, you should plan to do 2 hours of practice for each 1 hour of class (so if you have three 1 hour classes a week, that would mean that you do 6 hours of homework a week). Finally, as test time comes closer, you want to increase this and add an additional 10 or so hours for midterm preparation and 25 hours for final exam preparation.
Be careful for organic chemistry -- it's a course you cannot cram for. If you invest short periods of time frequently over the semester you will get more from class and studying and thus save yourself time in the long run. Topics build on themselves so try and stay on top of things and you will be successful!
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