CHM 201 Intro. to Organic Chemistry I

Schedule, Fall 2009
rev 11/18/2009 07:56 AM

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Notes regarding this Schedule:
This schedule will be revised and updated on a regular basis - typically several times each week.
 

WK DATE LECTURE1 "HOMEWORK"QUESTIONS & EXERCISES1 LAB2 QUIZ/EXAM
1 Sep. 22 introduction & syllabus

1.1-1.3

 chapter 1:
Electronic structure of atoms (1.2): 1, 17, 19, 22
Lewis structures (1.3): 2, 6, 7, 26, 27ace..., 31
Polarity of covalent bonds (1.3): 3, 4, 5, 34, 37, 39
Resonance (1.6): 10, 11, 46, 47, 48, 65
Bond angles, shapes (1.4): 8, 41, 63abc
Polar & nonpolar molecules (1.5): 9, 43, 61acd
Hybridization (1.7): 12, 49, 50, 63d
Functional groups (1.8): 13, 14, 15, 16, 51, 53, 55, 58		 Molecular Models & Lewis Structures
DUE by 12noon
on Thu., Oct. 1		 (no quiz this week)
Sep. 24 1.3-1.6
1.7-1.8 (in lab)
2 Sep. 29 1.8 (1°, 2° & 3° Alc. & Am.)

2.1-2.4, 2.7

 chapter 2:
Arrhenius acids & bases (2.2, 2.4, 2.5): 6abc, 7acd
Bronsted-Lowry acids & bases (2.3-2.5): 1, 8bfgh, 9
Acid strength (2.4): 2, 13, 15
Acid-base reaction equilibrium (2.5): 3, 18, 19, 23
Structure and acidity (2.6): 11a, 26, 27
Lewis acids & bases (2.7): 4, 5, 21, 22, 28		 locker check-in & safety orientation

Relative Organic Acid Strength
 DUE by 12:00 noon
on Thu., Oct. 8		 QUIZ 1 KEY
(ch. 1)
Oct. 1 2.5-2.6

QUIZ
3 Oct. 6 (ch. 2 probs)

3.11, 3.1-3.4

 chapter 3:
alkane structure(3.1-3.2): 12, 13
constitutional isomerism (3.3): 1, 15abc, 17, 21, 22
alkane nomenclature (3.4-3.6, 3.8): 3, 4, 5, 23, 24a-f, 26, 57*
alkane conformations (3.7): 6, 7, 29, 31, 33, 55*
cis-trans isomers (3.8): 10, 24gh, 34, 35, 37, 39
alkane physical properties (3.9): 11, 15d, 44, 45, 47, 49
alkane reactions (3.10): 50, 51		 Organic Compound Reference Exercise
(ref. Zubrick ch. 3)
DUE by 12:00 noon
on Thu., Oct. 15		 QUIZ 2
(ch. 2)
Oct. 8 3.4-3.6

QUIZ
4 Oct. 13 3.4-3.7 QUIZ in lab (10/15)

Distillation: Purification of Liquid Organic Compounds; Part 1, Part 2 (~2 weeks)
(ref. Zubrick ch. 1, 4, 17-20, 30)
DUE by 12noon
on Thu., Nov. 5
(The replacement Abbe' refractometer  has not arrived as of Oct. 21, so this portion of the experiment will not be possible on Oct. 22.  Ref. steps 12, 13 & 21 in this experiment.)

 QUIZ 3
in lab
(3.1 - 3.6)
Oct. 15 3.7-3.10
5 Oct. 20 4.1-4.3 chapter 4:
alkene/yne structure (4.1-4.2): 8, 9, 12, 41*, 42*, 43*
simple alkene/yne nomenclature (4.3): 1, 4, 13bcdeh, 14adef, 15, 17
cis-/trans- alkene nomenclature (4.3): 2, 13af, 19, 21, 44
E/Z alkene nomenclature (4.3): 3, 13g, 14b, 24, 25, 29, 45
physical properties (4.4): 30
terpenes (4.5): 33 or 36 or 37, 38ab (correct structure for Zoapatanol), 40		 QUIZ 4
 (3.7-4.3,
excl. 4.3C)
Oct. 22 8:30

4.3C, 4.4-4.5

QUIZ
6 Oct. 27 5.1-5.3 Identifying an
Unknown Drug:
 Melting Point & Simple Chemical Tests
(ref. Zubrick ch. 1, 3, 12 & 13)
DUE by 12noon
on Thu., Nov. 12 		EXAM  1
(ch. 1-4)
Oct. 29
Oct. 29 EXAM 1
7 Nov. 3 5.3-5.5 chapter 5:
energy diagrams (5.1-5.2): 8, 9, 11
electrophilic addition (5.3): 2, 3, 4, 5, 6, 7, 13, 15, 17, 19, 21, 23, 25, 27
oxidation-reduction of alkenes (5.4-5.5): 29, 31, 33, 35*
synthesis: (none)
extra-awesome problems: 40, 42		 QUIZ 5
 (ch. 5)
Nov. 5

6.1-6.4

QUIZ
8 Nov. 10 6.5-6.7, 6.9 chapter 6:
chirality (6.1-6.3): 1, (8), 9, 14, 15
enantiomers (6.3): 16, 19, 20, 21, 23
R, S convention (6.4): 2, 25, 26, 27
≥2 stereocenters (6.5-6.7): 3, 4, 5, 6, 8, 29, 30, 34, 35, 37, 39
properties of stereoisomers (6.8-6.9): 31, 41, 46
biological chirality (6.10): 27
extra difficult, super fun, bonus problems! (ch. 5-6): 42, 44		 Recrystallization: Purification of Solid Organic Compounds
(ref. Zubric ch. 1, 2, 4, 12, 13, 18, & 23)
DUE by 12noon
on Thu., Dec. 3


Natural Product (Caffeine) Extraction
(will be posted by 12midnight on Wednesday, Nov. 18)
(ref. Zubric ch. 1, 12, 15;
text section 14.5)
work on this week;
complete on Dec. 3
DUE by Thursday, Dec. 10 @ 8:00AM

 QUIZ 6
 (ch. 6)
Nov. 12

6.8

7.1-7.7

QUIZ
9 Nov. 17 7.5-7.10 chapter 7:
nomenclature (7.1-7.2): 1, 7, 8, 9, 10 (skip 10c), 11
Nomenclature Precedence
synthesis (5.3): 13
intro to nucleophilic substitution (7.3-7.4): 2
SN2 (7.5-7.7): 18, 19, 20, 21, 29, 43, 45
SN1 (7.5-7.7):  23, 24, 25, 26
general nucleophilic substitution (7.3-7.6): 3, 17, 31
intro to β-elimination (7.3, 7.8): 4
β-elimination (7.3, 7.8-7.9): 15, 34, 35, 37
Most Extreme Elimination Challenge!
 SN1 vs. SN2 vs. Elimination Rules
SN1 vs. SN2 vs. E1 vs. E2 (7.10): 6,
other cool problems (ch. 1-7): 41*, 43*, 46*, 47*		 QUIZ 7
 (ch. 7: predicting major organic products of nucleophilic substitution or elimination only)
Nov. 19

QUIZ
(@ 9am)
10 Nov. 24 EXAM 2

(no lab this week
due to holiday)

 EXAM 2
(ch. 5-7)
Nov. 26 Thanksgiving Holiday  
11 Dec. 1 ch. 8

chapter 8:
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
chemical properties
● alcohols (8.3):  27b, 28, 33, 34
● ethers (8.4): ~inert
● epoxides (8.5): 9, 10
● thiols (8.7): 27c, 28

 locker check-out
 		 (no quiz this week)
Dec. 3 ch. 8
Finals Week
2009		 Thursday
Dec. 10
8-9:50am

ALTERNATE Final Exam schedule:
You may take the final exam on Thursday, Dec. 3, between 8:00am-1:50pm in the TLC.   You must start the exam AFTER 8:00am and turn it in NO LATER THAN 1:50pm on this day;  you will have 1 hr 50 mins to complete the exam regardless of when you start.

 FINAL EXAM
2 (multiple-choice) questions from each chapter; 16  total

Notes:
1 Introduction to Organic Chemistry, 3rd edition, Brown & Poonl, (c) 2005 John Wiley & Sons, Inc.
2 The Organic Chem Lab Survival Manual, 6th or 7th edition, Zubrick, (c) John Wiley & Sons, Inc.
*indicates "extra difficult" problems; students hoping to earn an "A" should be able to solve/answer these problems

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