CHEM 314 PRINCIPLES of ORGANIC CHEMISTRY

Spring 2017

DESCRIPTION: Chm 314 is a 3.0 credit lecture organic chemistry course. Basic
principles and nomenclature of carbon compounds are studied. Pre-
req: CHM123 or equiv.

OBJECTIVES: Lewis structures, formal charge, resonance, hybridization

Nomenclature of alkanes, alkenes, alkynes, haloalkanes
Stereochemistry and isomeric relationships
Free-radical, substitution, addition and elimination reactions
Kinetics and reaction mechanisms
Synthesis, separation, and characterization of org. cmpds. (lab)

INSTRUCTOR: Dr. Floyd Klavetter; flklavetter@cpp.edu; (909) 869-3677

Office hours: Tu/Th 2:30 4:00 PM and W 11:00 AM noon,
Bldg 8, Rm 314. Or just come on by and Ill help you if Im not
busy.

TEXTBOOK: Organic Chemistry, L. G. Wade, Jr., 8th Ed. [Prentice Hall Pub., NJ,
2010] ISBN: 0-321-76841-8 (text). Solution Manual is also
available. Both text & manual are on reserve in campus library.
7th/9th Ed. also OK.

GRADING: The course grade is based upon 670 points:

Quizzes: 6 * 20 = 120 pts

Exams (2): 2 * 150 = 300 pts
Final Exam: 250 pts
Course Total 670 pts

Homework: HW assignments will not be collected, but text

reading and completing in-text problems for each of the assigned
chapters (see LECTURE SCHEDULE) will prepare you for the
quizzes and exams. Once you have completed a chapter, the end-
of-chapter problems will serve as a sort of practice exam.

Exams: Exams will be based upon assigned text reading, in-class

notes, and (important) assigned homework problems.

Course Grade: A 85 + %
B 75 84.9 %
C 65 74.9 %
D 55 64.9 %

+/- grades will be assigned to the upper/lower third of each range.

LECTURE SCHEDULE (tentative)
As you are reading the assigned sections in the text, also work through the in-text problems. For
example, in Chapter 1, the in-text problems are 1.1 through 1.11. If you dont understand how to
answer the in-text question, do NOT immediately flip open the Solutions Manual. Rather,
remember that the answer to solving the problem lies somewhere within the preceeding section . .
. in the couple of previous pages. Try to solve all of these in-text problems on your own . . . that
is the formula for success!

Once you have completed the reading and in-text problems, THEN work on the end-of-chapter
problems suggested below in bold face.

TEXT: READING, VOCABULARY and HOMEWORK ASSIGNED

Chapt 1. Introduction (Read Chapter 1 all sections except 1.11 thru 1.14 . . . covered later)
VOCABULARY TERMS: Chapter 1 . . . pp. 34-36.
PROBLEMS: 1.2-1.4 (that is, problems 1.2, 1.3, and 1.4), 1.5 (a-e only), 1.61.9, 1.11 , 1.23 (Use
Fig 1-7 on p. 10), 1.26, 1.29, 1.31 (a-d only), 1.34-1.35, 1.36 (Draw out COMPLETE structural
formula if unsure have atoms moved, if so, then the two are not resonance structures of one
another), 1.37 (draw out full structure if unsure), 1.40-41
Chapt 2. Hybridization; Bonding & Polarity; Functional Groups (all sections)
VOCABULARY TERMS: Chapter 2 . . . pp. 81-83.
PROBLEMS: 2.3-2.6, 2.7 (a-c only), 2.12 (see Solved Problem 2-9), 2.15, 2.16, 2.17 (a-d), 2.18-
2.20, 2.22 (a-i), 2.25, 2.28, 2.30, 2.36, 2.38, 2.40-2.43

Exam 1 (Chapters 1 and 2)

Chapt 3. Structure and Stereochemistry of Alkanes (all sections)
VOCABULARY TERMS: Chapter 3 . . . pp. 125-128.
PROBLEMS: 3.1-3.5, 3.6 [Be systematic. For C6H14, list all molecules having 6 carbons in the
main chain (one molecule), then all C6H14 isomers having 5 carbons in the main chain (two), then
all C6H14 isomers having 4 carbons in the longest chain (two)], 3.7-8, 3.10-11, 3.14-17, 3.25, 3.28,
3.29(a-b only), 3.30, 3.33 (if they have different names, they are different; i.e., if unsure, name
them), 3.34, 3.37, 3.40, 3.42, 3.46. ALSO, as review (do these!): 2.8, 2.10, 2.11, 2.34, 2.35
Chapt 5. Stereochemistry (omit sections 5.8-5.9)
VOCABULARY TERMS: Chapter 5 . . . pp. 213-214.
PROBLEMS: 5.3 (a-g), 5.5 (omit h), 5.6 (exclude d-g), 5.12, 5.17 ( exclude b), 5.19, 5.26 (a-c; e-
h), 5.27, 5.29 (a-b), 5.30 (a-e), 5.31 (a-c), 5.33, 5.37

Exam 2 (Chapters 3 and 5)

Chapt 4. The Study of Chemical Reactions
VOCABULARY TERMS: Chapter 4 . . . pp.168-170.
PROBLEMS: 4.9, 4.12-14, 4.22 (good problems), 4.25, 4.29-4.30, 4.32, 4.35-4.38, 4.40 (a-c
only), 4.43, 4.44, 4.46 (a, b, e only)
Chapt 6. Alkyl Halides: Substitution Reactions (sections 6.1 6.16); Elimination Introduced
NOTE: Read Chapter 1 Sections 1.12-1.14 to review Acid-Base Chemistry first
1.15, 1.17, 1.18 (use Table 1-5, and the fact that replacing H with CH3 or any other alkyl
group does not drastically affect acidity), 1.39, 1.42-43, 1.46 (use Table 1-5), 1.47
VOCABULARY TERMS: Chapter 6 . . . pp. 276-279.
PROBLEMS: 6.5, 6.6, 6.9, 6.11, 6.12, 6.16, 6.18, 6.19 (omit d), 6.22-6.24, 6.31, 6.33, 6.37, 6.40,
6.42, 6.44, 6.47 (b only), 6.52, 6.53, 6.56, 6.62

Final Exam (Cumulative, with emphasis on Chapters 4 and 6)