CHEM353 Weekly Bulletin
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CHEM353 WEEKLY BULLETIN
CHEM353W26 Organic Chemistry II
 last modified : 

The best preparation for CHEM353 is a solid grasp of all that went before, especially the core concepts from Chem 351: you will need to know those materials.


Here is the link to the CHEM353W26 semester calendar


CHEM353W26 wk 7 Mar 2-6 2026 :

As a reminder, CHEM353W26 MT runs in week 8 on WED MAR 11 2026, 19:00-21:00 (locations TBA in D2L).
ANY
student who has a class conflict with this out of class activity, as per the course outline and UofC guidelines, needed to have reported the conflict 14 days prior to the scheduled MT date (Wed Feb 25th 2026).

If you have not done so, :( , you should do so now, and make sure to send a copy of your schedule to Dr Hunt (irhunt@ucalgary.ca) so that an alternate time slot on Mar 11th can be arranged (i.e. not a deferred MT, which is something different). The final deadline for requests is Mon Mar 2rd, 16:30.

Watch for a D2L News post about 353W26 MT coverage (it is expected to be all 353 content up to and including the chemistry of conjugated systems (week 7) which is consistent with the last few years of CHEM353 MT examinations).

LABORATORY

CAL TUTORIALS

L01 LECTURE topics week by week (the etext links are the potentially valuable details here). The yellow box represents the current week and the table will grow each week to provide a record of where we have been.

Wk 7
(Mar 2-6)

etext Ch 10
Types of dienes : conjugated, isolated and cumulated.
Conjugated dienes, kinetic and thermodynamic control, 1,2- vs 1,4- (or direct vs conjugate) additions
e.g. additions of hydrogen halides (HX)
Conjugated dienes : direct (1,2)- and conjugate (1,4)-additions of halogens (X2).
The Diels-Alder reaction : terminology, selectivity etc.

How to analyse and design an organic synthesis

Corresponds to content modules 11B-D, 12 (D2L content folder will be updated as we progress)

Wk 6
(Feb 23-27)

Ozonolysis of alkenes and alkynes considering both oxidative and reductive work-ups.
Synthesis of 1,2-diols via oxidation of alkenes with KMnO4 or OsO4
Cyclopropanation reactions of alkenes

Study tool : make a table about the reactions (note no audio, just a table to complete from notes "review")
etext Ch 10 Conjugated systems. Terminology - conjugation, resonance, allylic systems : reactivity

Corresponds to L01 content modules 08C, D 09-11A (D2L content folder)

(Feb 16-20) SEMESTER BREAK (no classes)
Wk 5
(Feb 9-13)

Hydration of alkynes to ketones (via enol tautomerism) contd.
Hydroboration / oxidation of alkynes.
Halogenations of alkenes
Halogenations of alkenes and alkynes.
Halohydration of alkenes (reactions with X2 / H2O and HOX).
An introduction to epoxides. Preparations : epoxidation of alkenes using peracids and synthesis from halohydrins via intramolecular Williamson type ether synthesis.
An introduction to the reactions of epoxides with various nucleophiles (strong vs weak), regio- and stereochemistry.

Corresponds to L01 content modules 06D, 07, 08A-C (D2L content folder)

Wk 4
(Feb 2-6)

Hydrohalogenation : addition of HX to alkynes to give vinyl halides and alkyl dihalides.
Radical addition of HBr to alkynes.
Hydration of alkenes : addition using H3O+ (i.e. aqueous acid) to give alcohols
Hydroboration / oxidation of alkenes
Oxymercuration / demercuration reactions of alkenes
Hydration of alkynes to ketones (via enol tautomerism)

Corresponds to L01 content modules 05B, 06A-D, 07 (D2L content folder will be updated as we progress)

Wk 3
(Jan 26-30)

Introduction to addition reactions. Transformations, regiochemistry, and stereochemistry.
Catalytic hydrogenations of alkenes and alkynes.
Hydrohalogenation : addition of HX (HCl, HBr, HI) to alkenes to give alkyl halides (inc. radical addition of HBr)
Markovnikov's Rule - origins of the empirical observation (i.e. intermediate stability).
Hydrohalogenation : addition of HX to alkynes to give vinyl halides and alkyl dihalides.

These topics are covered in content modules 04, 05A & B (D2L content folder)

Wk 2
(Jan 19-23)

etext Ch 7stereochmistry review, optical activitypolarimetry, specific rotation. Fischer projections.

etext Ch 6 Addition reactions of alkenes and etext Ch 9 addition reactions of alkynes
Start with a quick review of alkenes and alkynes: alkene nomenclature, alkyne nomenclature, structure, phys. properties, preparations of alkenes and alkynes.
Alkene and alkyne reactivities: what is their role in reactions ? Introduction to addition reactions. Transformations, regiochemistry, and stereochemistry.

Corresponds to video content modules 02A, B & C (Optical Activity 1-3) + 03A & B (D2L content folder)

Wk 1
(Jan 12-16)

Introduction to Organic Chemistry II. What to expect, what to do, what not to do etc.
A little review of a few issues : key concepts from 351 Organic chemistry concept map, the families of reaction mechanisms, learning reactions.

etext Ch 7Isomer types (review), Optical activitypolarimetry, specific rotation. Fischer projections.

Corresponds to video content modules 00A & B ("Intro & Prep" ), 01 (Learning Reactions), 02A (Optical Activity 1) (D2L content folder)


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