Weekly Bulletin
WEEKLY BULLETIN
 
Chem 351 Organic Chemistry I, F10
 last modified : 


THIS PAGE IS UPDATED ON FRIDAY EACH WEEK DURING THE SEMESTER WITH ITEMS THAT RELATE TO WHAT'S HAPPENING IN EACH OF THE COURSE COMPONENTS :

Lectures
Questions
Laboratory
CAL

The best preparation for Chem 351 is a solid grasp of General Chemistry I and II, (Chem 201/211 and 203/213), they are the prerequisites and you will need to know those materials.


CHEM 351 MT THURSDAY NOVEMBER 4th 7-9pm

Grades are now avialable via Blackboard course documents folder

Wk 13
(Dec 3-10)

(Ch3Conformational analysis continued:
Cycloalkanes....Cycloalkanes aren't planar, they are "puckered" (3.4)
Cyclohexane : chair, boat and other conformers, axial, equatorial positions and substituent preferences. (3.7-3.12)

Return to elimination reactions to cover the more advanced aspects.... i.e. E2 selectivity in cyclic systems.

Types of isomers.
As time allows, examples of application of reactions in problems e.g. synthesis, reactions of etc.

Lecture templates: See course documents folder in Blackboard. Problem set

Wk 12
(Nov 29-Dec 3)

1,2-Elimination reactions : Alkene stability. E1 and E2 mechanisms. Regioselectivity (Zaitsev's rule) and stereoselectivity.
Dehydrohalogenations of alkyl halides. Dehydration of alcohols.

(Ch3Conformational analysis of alkanes and cycloalkanes : terminology, ethane, butane etc. (3.1-3.3)
Cycloalkanes....Cycloalkanes aren't planar, they are "puckered" (3.4)
Cyclohexane : chair, boat and other conformers, axial, equatorial positions and substituent preferences. (3.7-3.12)

Lecture templates: See course documents folder in Blackboard. Problem set

Wk 11
(Nov 22-26)

Nucleophiles and nucleophilicity, comparing nucleophilicity to basicity, leaving groups.
Reaction mechanisms: SN2 and SN1 reactions, carbocation intermediates
Substitution reactions of alkyl halides including Williamson ether synthesis and use of acetylides and enolates.
Substitution reactions of alcohols including using tosylates and thionyl chloride.
Solvent effects in SN reactions

Lecture templates: See course documents folder in Blackboard. Problem set

Wk 10
(Nov 15-19)

Solving spectroscopy problesm. Other issues in H NMR : "accidental equivalence", complex coupling patterns

Overview of Nucleophilic Substitution reactions (Ch 4 and Ch 8)
Nucleophiles and nucleophilicity, comparing nucleophilicity to basicity, leaving groups.
Reaction mechanisms: SN2 and SN1 reactions, carbocation intermediates

Lecture templates: See course documents folder in Blackboard. Problem set

Wk 9
(Nov 8-10)

Ch 13 : Continue spectroscopy :

Nuclear magnetic resonance (NMR), 
Characteristic chemical shifts, "levels" of information in H-NMR, integration, coupling patterns, coupling constants and the n+1 rule,

C-NMR : comparison with H-nmr, typical 13C chemical shifts, interpretting 13C spectra

Th F are the F10 reading days : there are no classes on those days.

Lecture templates: See course documents folder in Blackboard. Problem set

Wk 8
(Nov1-5)

Ch 13 : Continue spectroscopy :
Infra-red spectroscopy : principlesimportant absorptions, interpretting IR spectra
Nuclear magnetic resonance (NMR),  basic principleschemical shift, shielding, magnetic anisotropy

Lecture templates: See course documents folder in Blackboard.

Wk 7
(Oct 25-31)

Radical halogenation of alkanes (4.15-4.19)
Review oxidation and reduction of organic molecules. (2.19)

Ch 13 : Spectroscopy : Background.  
Overview of the spectroscopic methods (MS, IR, H-NMR, 13C-NMR) : What do each of them tell you ?
How to solve spectroscopy problems.

Mass spectrometry : basis and terminology isotope patterns.

Lecture templates: See course documents folder in Blackboard. Problem set

Wk 6
(Oct 18-22)

Complete acidity and basicity (1.12-1.17) ..... rationalising acidity and basicity by looking at factors that affect these properties at the molecular level. Application of principles.

Review Hydrocarbons (2.11-2.18): Types of hydrocarbon (2.1) saturation and unsaturation, alkanes and cycloalkanes isomers, physical properties related to structure (intermolecular forces), thermodynamic stability

Lecture templates: See course documents folder in Blackboard. Problem set

Wk 5
(Oct 11-15)

No classes on Monday (Thanksgiving)

Acidity and basicity (1.12-1.17) review definitions, Ka and pKa, rationalising acidity and basicity by looking at factors that affect these properties at the molecular level. 

Lecture templates: See course documents folder in Blackboard.

Wk 4
(Oct 4-8)

Complete resonance by seeing it "in action"

Curly arrows : (1.11) make them talk to you !    Drawing mechanisms = "mechanistic story questions". Formal charges (1.7)
Acidity and basicity (1.12-1.17) review definitions, Ka and pKa, rationalising acidity and basicity by looking at factors that affect these properties at the molecular level. 

Lecture templates: See course documents folder in Blackboard. Problem set

Wk 3
(Sep 27-Oct 1)

Bonding in organic systems : (2.1, 2.5-2.7hybridisation for hydrocarbons (2.20-21) then other heteroatom systems (2.22) (Flash animation for hybridisation).
Orbitals in bonding of alkenes and alkynes. (2.20-21) Comparing bonding and bond properties in alkanes, alkenes and alkynes.
Resonance (1.8, very, very IMPORTANT !) - implications of structure, recognising and ranking resonance contributors, examples of "resonance in action"

Lecture templates: See course documents folder in Blackboard.

Wk 2
(Sep 20-24)

From Ch 1 : Review of ionic and covalent bonding with examples from organic chemistryLewis structures
Structure and function : polar covalent bonds : acidity, pKa, bond properties : molecular geometries.
In Ch 2 : Bonding (2.2-2.4) : What happens at the molecular level when atoms interact ?  Electron density animation of 2 interacting H atoms -> H2  Combining waves - in and out of phaseHow do covalent bonds form and molecular orbitalsBonding and anti-bonding orbitals. Why no He2

Lecture templates: See course documents folder in Blackboard.

Wk 1
(Sep 13-17)

Introduction to Organic Chemistry. What to expect, what to do, what not to do etc.  How to work for success. Our expectations. Overview of course components, using CPS, podcasts etc.
Chemistry 351 concept map. The language of organic chemistry, definitions of key terms.  Electronegativity.

Lecture templates: See course documents folder in Blackboard.

QUESTIONS

A list of a few recommended questions from the 8th, 7th, 6th and 5th editions of the text is available here. This may be updated / revised as we progress through the semester.

LABORATORY

CAL TUTORIALS



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