CHM 201, Winter 2008

OVERALL SCHEDULE (will be revised and updated on a regular basis)
revised 03/23/2008 09:02 PM

week date lecture1 suggested study problems1 lab2 quiz/exam
1 1/7 1.1-1.3 Electronic structure of atoms: 17, 19, 22
Lewis structures: 26, 27ace..., 31

Molecular Models
& Lewis Structures KEY

 (no quiz this week)
1/9 1.3-1.5

1.7

 Polarity of covalent bonds: 34, 37, 39
Bond angles, shapes: 41, 63
Polar & nonpolar molecules: 43, 61
Hybridization: 49, 50, 63
2 1/14 1.6
1.8		 Resonance: 46, 47, 65
Functional groups: 51, 53, 55, 58  		introduction, locker check-in, safety orientation, pictures

Relative Organic Acid Strength ANSWER KEY

 Quiz 1 KEY
Wed. 1/16
(ch 1)
1/16 2.1-2.4
2.5
2.6

QUIZ 1

 Arrhenius acids & bases: 6bc, 7ad
Bronsted-Lowry acids & bases: 8bfgh, 9
Acid strength: 13, 15
Acid-base reaction equilibrium: 18, 19, 23
Structure and acidity: 11, 26, 27
3 1/21 Martin Luther King, Jr. Holiday (no class) complete Organic Acid Strength Experiment (if needed)

Reference Sources Exercise
(ref. Zubrick ch. 3)

 (no quiz this week)
1/23

2.7

3.1-3.2, 3.11
3.3

Lewis acids & bases: 21, 22, 28

alkane structure: 13
constitutional isomerism: 15, 17, 21, 22
4 1/28 3.4-3.6 alkane nomenclature: 23, 24, 26, 57* COMPLETE Ref Sources Exercise

Identification of a Drug
(ref. Zubrick ch. 1, 3, 12 & 13)

 Quiz 2 KEY
Wed. 1/30
(2.7, 3.1-3.6)
1/30 3.7

QUIZ 2

 alkane conformations: 29, 31, 33, 55*
5 2/4 3.8
3.9
3.10

4.1-4.2
4.3

 cis-trans isomers: 34, 35, 37, 39
alkane physical properties: 44, 45, 47, 49
alkane reactions: 50, 51

alkene/yne structure: 8, 9, 12, 41*, 42*, 43*
simple alkene/yne nomenclature: 13bcdeh, 15, 17 		COMPLETE Identification of a Drug

Recrystallization: Purification of Crystalline Organic Compounds
(ref. Zubric ch. 1, 2, 4, 12, 13, 18, & 23)

 Quiz 3 KEY
Wed. 2/6
(3.7-4.3)
2/6 4.3
4.4
4.5

QUIZ 3

 cis-/trans- alkene nomenclature: 13af, 14c
E,Z alkene nomenclature: 13g, 14b
cis-trans isomers of alkenes: 19, 21, 24, 25, 29, 44, 45
physical properties: 30
terpenes: 33, 35
6 2/11 EXAM 1   Wed Lab:

TURN IN Identification of a Drug

COMPLETE  Recrystallization

START fermentation for  Distillation exp.

 Thu Lab:

NO LAB This week; instructor ill.  Sorry.		 EXAM 1
Mon. 2/11
(ch 1-4)
2/13 ch 1-4

~5.3-5.5

 exam #1 review

introduction to alkene reactions
7 2/18 Washington's Birthday Holiday (no class) Wed Lab:

TURN IN Recrystallization

answers to Recrystallization Lab

start
 Distillation: Separation & Purification of Organic Liquids
(ref. Zubrick ch. 1, 4, 17-20, 30)

 Thu Lab:

TURN IN Identification of a Drug

COMPLETE  Recrystallization

START fermentation for  Distillation exp.

 (no quiz this week)
2/20 5.1-5.2
5.3
5.4-5.5		 energy diagrams: 8, 9, 11
regiochemistry & stereochemistry of: 
electrophilic addition: 13, 15, 17, 19, 21, 23, 25*, 27*
oxidation-reduction of alkenes: 29, 31, 33, 35
synthesis: 37
extra-awesome problems: 40, 42
8 2/25 5.5

6.1-6.3
6.4

 (relative stability of alkenes)

chirality: (8), 9, 14, 15
enantiomers: 16, 19, 20, 21, 23
R, S convention: 25, 26, 27

 Wed Lab:

continue
 Distillation
(ref. Zubrick ch. 1, 4, 17-20, 30)		 Thu Lab:

TURN IN Recrystallization

answers to Recrystallization Lab

start
 Distillation: Separation & Purification of Organic Liquids
(ref. Zubrick ch. 1, 4, 17-20, 30)

 

 Quiz 4 KEY
(5.1-6.4)
Wed. 2/27
2/27 6.5-6.7
6.8-6.10

QUIZ 4
≥2 stereocenters: 8, 29, 30, 31, 34, 35, 37, 39, 41
properties of stereisomers: 31, 41, 46
biological chirality: 27

looking ahead: 42, 44
9 3/3 7.1-7.7 nomenclature: 7, 8ab, 9, 10e, 11
synthesis: 13
nucleophilic substitution: 17, 31
SN2: 18, 19, 20, 21, 29, 43, 45*
SN1:  23, 24, 25, 26		 continue
 Distillation
(ref. Zubrick ch. 1, 4, 17-20, 30)		 Quiz 5 KEY
(6.5-7.7)
Wed. 3/5
3/5 7.8-7.10

QUIZ 5

 β-elimination: 15, 34, 35, 37
looking ahead: 41*, 43*, 46*, 47*

Haloalkane (Alkyl Halide) Reaction Summary
 
10 3/10 We will not have a lecture today;
there is an opportunity for extra-credit work:
Monday @ 8:45am, 11:20am, 12:35pm, 2:50pm in room
D-103
Tuesday @ 9:00am, 10:20am, 11:40am in D-103
allow 30 minutes for each presentation		 turn in Distillation

Extraction: Separation & Isolation of Organic Compounds
(ref. Zubric ch. 10, 12, 15, 20)

 EXAM 2
Wed. 3/12
(ch 5-7)
3/12 EXAM 2  
11 3/17 8.1-8.2
8.4-8.6		 structure & nomenclature
● alcohols (8.2): 13a-e
● ethers (8.4): 15
● epoxides (8.5):  (don't worry about naming expoxides)
● thiols (8.6): 13f 

physical properties
● alcohols (8.2): 17, 18, 22ae, 23
● ethers (8.4): 18, 23a, 24c 
● thiols (8.6): 21, 22d

 complete Extraction

REVISED 3/17/08 @ 8pm
You may attend any or all of the following lab times to complete your Extraction experiment:
W 3:00-5:50pm
Th 9:05-11:55am
Th 1:05-3:55pm
Th 6:00-8:50pm

locker check-out, clean up

 Quiz 6
Wed. 3/19
3/19 8.3-8.5, 8.7 chemical properties
● alcohols (8.3):  27b, 28, 33, 34
● ethers (8.4): ~inert
● epoxides (8.5): 9, 10
● thiols (8.7): 27c, 28
Finals Wed.
3/26
12-1:50pm		 ch 1-7
ch 8		   turn in Extraction EXAM 3 (ch 8) & FINAL EXAM
(ch 1-7)
Study Guide / Checklist for
ch 1-7

Notes:
*practice problems marked with an asterisk are "extra difficult"; students who are hoping to earn an "A" would do well to master these problems
1 Introduction to Organic Chemistry, Third Edition, Brown & Poon, (c) 2005, Wiley.
2 The Organic Chem Lab Survival Manual, Zubrick, (c) 2008, Wiley. 

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