Syllabus
Chem V12A: Organic Chemistry
CRN 76076

Fall 2007

Instructor:

David Oliver, Sci 340 (My office room will be renumbered to Sci 330)

Office Hours:

Office Hours: MW 9:00-10:00 AM, TTh 10:30-11:30, and MW 2:00-2:30

Office Telephone:

(805) 986-5855 Ext. 1252

Email:

Home: d.oliver10@gte.net

Texts:

McMurry, "Organic Chemistry", 7th Edition   

Other Materials:

My Ventura College Chemistry Web Site at 

http://fp.academic.venturacollege.edu/doliver

Bound Laboratory Manual with carbon or carbonless copy pages
Molecular Model Set

Course Description:

This course will cover the organic chemistry of alkanes, alkenes, alkyl halides, spectroscopy, and benzene compounds emphasizing their structures, properties, and reactions. The prerequisite for this course is successful completion of Chem 1A and 1B or consent of the instructor.

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QUIZZES:

Short (~5 minute) quizzes will be given on the days denoted by the symbol Pencil on paper picture. These quizzes will cover the assigned reading material listed for that class period. Quizzes will be given at the beginning of the period. No makeup or late quizzes will be given. Show up on time. The top 25 scores will be used in determining your quiz grade.

HOMEWORK:

You are expected to have completed the reading assignment given for a particular date before coming to lecture on that date. The homework problems are intended to be completed before the lecture on the date listed. Working the assigned homework problems is essential to success in organic chemistry. These homework assignments may be randomly collected and graded by the instructor. In working the homework assignments, it is best to have read the textbook and studied the lecture material first. Try to work each problem as if it were a question on an examination. If you cannot answer the problem correctly, go back and reread the text and your lecture notes pertaining to the topic and see the instructor for help. It is recommended that you do more home work than is assigned.

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COURSE SCHEDULE

Date

Topic

Pre-class Text Reading

Homework Problems (Text)

Other Assignments

8/20

Structure and Bonding


Lecture Notes

 

PowerPoint presentations

Chapter 1:

Sections 1.1-1.7

 

Problems 1.1-1.9

Excellent Compound Structure & Representation Tutorial

Ionic, Covalent & Polar Bonding

Lewis Dot Structures

Excellent orbital tutorial

Atomic & Molecular Orbitals

8/22

Pencil on paper picture

Structure and Bonding

 

Chapter 1:

Sections 1.8-1.12

 

Problems 1.10-1.20,

Molecular Modeling  

All Due 8/27

Valence & Hybridization

8/27

Pencil on paper picture

Polar Covalent Bonds; Acids and Bases


Lecture Notes

 

PowerPoint presentations

Chapter 2:

Sections 2.1-2.8

 

 

Problems 2.1-2.13

Bonding In Organic Molecules

8/29

Pencil on paper picture

Polar Covalent Bonds; Acids and Bases

Chapter 2:

Sections 2.9-2.13

Problems 2.14-2.26

 

 

 

Molecular Modeling 

All Due 9/5

Conversions to Line Drawings

Conversions From Line Drawings

Unshared Pairs & Formal Charges

9/5

Pencil on paper picture

Organic Compounds: Alkanes & Their Stereochemicsty

Lecture Notes

 

PowerPoint presentations

Chapter 3: 

Sections 3.1-3.7

Problems 3.1-3.23

Molecular Modeling 

All Due 9/10

Physical Properties of Organic Compounds

 

Physical Properties of Alkanes


Cycloalkane Nomenclature

 

Isomerism in Carbon Compounds

9/10

Pencil on paper picture

Organic Compounds:

Cycloalkanes &

Their Stereochemistry

PowerPoint presentations


Lecture Notes

Chapter 4:

Sections 4.1-4.5

 

  Problems 4.1-4.10

Ethane, butane


Alkane conformations

 

Conformations of Alkanes & Cycloalkanes

 

Cis-trans Isomers on Cyclohexane Rings Tutorial

Cycloalkanes

9/12

Pencil on paper picture

Organic Compounds:

Cycloalkanes &

Their Stereochemistry


Chapter 4:

Sections 4.6-4.9

Problems 4.11-4.23

and

Molecular Modeling 

Due 9/17

Conformational Stability

 

Identifying Isomers

  

Torsional Strain Tutorial


 Alkane Nomenclature Problem Sets:I, II

9/17

Pencil on paper picture

An Overview of Organic Reactions


Lecture Notes

 

PowerPoint presentations

Chapter 5:

Sections 5.1-5.5

 

Problems5.1-5.7

Acids & Bases

 

Lewis Acids and Bases

Lewis vs. Bronsted

Nucleophilicity vs. Basicity

9/19

Pencil on paper picture

An Overview of Organic Reactions

Chapter 5:

Sections 5.6-5.11

Problems 5.6-5.22

Molecular Modeling 

All Due 9/24

Synthetic Strategies

 

9/24

Exam 1

Chapters 1-5

 

Exam Study Aids

9/26

Pencil on paper picture

Alkenes: Structure and Reactivity

Lecture Notes

 

PowerPoint presentations

Chapter 6:

Sections 6.1-6.6

Problems 6.1-6.12

 Addition Reactions

 

10/1

Pencil on paper picture

Alkenes: Structure and Reactivity

Chapter 6: 

Sections 6.7-6.11

 Problems 6.12-6.22

 

 

 

Molecular Modeling 

All Due 10/3

Carbocation Rearrangements I  

 

Carbocation Rearrangements II

10/3

Pencil on paper picture

Alkenes: Reactions and Synthesis

Lecture Notes

 

PowerPoint presentations

 Chapter 7:

Sections 7.1-7.5

Problems 7.1-7.11

 

10/8

Pencil on paper picture

Alkenes: Reactions and Synthesis

Chapter 7:

Sections 7.6-7.11

Problems 7.12-7.22

 Molecular Modeling 

All Due 10/10

 

10/10

Pencil on paper picture

Alkynes: An Introduction to Organic Synthesis


Lecture Notes

 

PowerPoint presentations

Chapter 8:

Sections 8.1-8.5

Problems 8.1-8.7

 

 Preparation of Alkynes

 

Summary of Alkyne Reactions

10/15

Pencil on paper picture

Alkynes: An Introduction to Organic Synthesis

Chapter 8:

Sections 8.6-8.9

Synthesis of the Week

Due 10/23

Problems 8.8-8.21, 8.29, 8.32,

Due 10/17

 Synthesis of the Week

10/17

Pencil on paper picture

Stereochemistry

Lecture Notes

 

PowerPoint presentations

Chapter 9:

Sections 9.1-9.7

Problems 9.1-9.17

 

Excellent Stereochemistry Tutorial

Single stereocenters

 

Multiple stereocenters

10/22

Pencil on paper picture

Stereochemistry

 

Chapter 9:

Sections 9.7-9.14

Synthesis of the Week

Due 10/31

 

Problems 9.18-9.33, 9.44, 9.50, 9.55

Due 10/24

 

Synthesis of the Week

Due 10/24

Roadmap for Classification of Isomers

Stereochemistry Online

10/24

Pencil on paper picture

Organohalides

Lecture Notes

 

PowerPoint presentations

Chapter 10:

Sections 10.1-10.5

Problems 10.1-10.7

 

Alkyl Halide Nomenclature

SN1 Animation

SN2 Animation

10/29

Pencil on paper picture

Organohalides

Chapter 10:

Sections 10.6-10.9

Synthesis of the Week

Due 11/5

Problems 10.8-10.18, 10.20-10.23

Molecular Modeling 

Due 10/31

Synthesis of the Week

Due 10/31

 

 

10/31

Exam 2

Chapters 6-10

 

 Exam Study Aids

11/5

Pencil on paper picture

Reactions of Alkyl Halides: Nucleophilic Substitutions and Eliminations


Lecture Notes

 

PowerPoint presentations

Chapter 11:

Sections 11.1-11.6

Synthesis of the Week

Due 11/12

Problems 11.1-11.14

Synthesis of the Week

Due 11/7/05

Energy Diagrams

 

Electron Pushing

11/7

Pencil on paper picture

Reactions of Alkyl Halides: Nucleophilic Substitutions and Eliminations

Chapter 11:

Sections 11.7-11.12

Problems 11.15-11.24

 

 

 

 

Molecular Modeling 

Due 11/12

Elimination  Reactions I  

 

Elimination  Reactions II

 

 SN1 vs. SN2

11/12

Pencil on paper picture

Structure Determination : Mass Spectrometry and Infrared Spectroscopy

Lecture Notes

 

PowerPoint presentations

Chapter 12:

Sections 12.1-12.4

Synthesis of the Week

Due 11/19

Problems 12.1-12.8

Synthesis of the Week

Due 11/14/05

Mass Spectroscopy

 

Mass Spectroscopy Problems

 

Degree of Unsaturation

 

11/14

Pencil on paper picture

Structure Determination : Mass Spectrometry and Infrared Spectroscopy

Chapter 12:

Sections 12.5-12.8

Problems 12.9-12.20, 12.29,  12.39, 12.50

IR Spectroscopy

 

IR Vibration Simulations 1


IR Problems

IR Tutor Worksheet 
Due 11/28

11/19Pencil on paper picture

Structure Determination: Nuclear Magnetic Resonance Spectroscopy


Lecture Notes

 

PowerPoint presentations

Chapter 13:

Sections 13.1-13.7

Synthesis of the Weeks

Due 11/26

Problems 13.1-13.12

IR Tutor Worksheet 
Due 11/28

Synthesis of the Weeks

Due 11/28/05

Proton NMR Interpretation Tutorial (Click on Problems)


WebNMR


NMR

11/21

Pencil on paper picture

Structure Determination: Nuclear Magnetic Resonance Spectroscopy

Chapter 13:

Sections 13.8-13.13

Problems 13.13-13.29, 13.37, 13.49, 13.51, 13.55, 13.58

 

IR Tutor Worksheet 
Due 11/28

Proton NMR Problems

 

Carbon-13 Problems

 

Spectroscopy Self-Assessment Quiz


Organic Structure Elucidation Workbook


Integrated Problems

11/26

Pencil on paper picture

Conjugated Dienes and Ultraviolet Spectroscopy

Lecture Notes 

 

PowerPoint presentations

Chapter 14:

Sections 1-5

Synthesis of the Week

Due 11/28

Problems 14.1-14.10

 Synthesis of the Week

 

The Diels-Alder Reaction

 

NOTE: Finish reading chapter 14 early so you have time to read chapter 15 and to do the problems.

11/28

Pencil on paper picture

Conjugated Compounds and Ultraviolet Spectroscopy

 

Chapter 14:

Sections 6-9

Problems 14.11-14.22, 14.33, 14.45

Molecular Modeling 
Due 12/3

 Start reading 

Chapter 15

IR Tutor Worksheet 
Due 11/28

12/3

Pencil on paper picture

Benzene and Aromaticity

Lecture Notes

 

PowerPoint presentations

Chapter 15:

Sections 1-8

Problems 15.1-15.17

 

12/5

Exam 3

Chapters  11-15

 

 

12/10&12

Final Review

Bring printed Practice Final 

 

 

12/14 3:00-5:00

December 14 3:00-5:00

 

 

 

 

 

 

 

 

 

GRADING SCALE

MIDTERM EXAMS

3@100 pts

300 pts

A: 625-560 pts

B: 559-500 pts

C: 499-400 pts

D: 399-310 pts

F: Below 310 pts

READING QUIZZES

25@5 pts

125 pts

FINAL EXAM

 

100 pts

OTHER ASSIGNMENTS

Announced in class

100 pts

 

TOTAL

625 pts

CLASS POLICIES:

It is your responsibility to be present at the times scheduled for exams. THERE WILL BE NO MAKEUP EXAMS GIVEN IN THIS COURSE. If you must miss an exam due to illness, the course grade will be determined by doubling the score on the final exam. Cheating is a serious offense. If you cheat on any quiz, assignment or exam, the minimum penalty is a grade of zero for that work. Your conduct may also be referred to the Student Conduct Committee for assessment of a more severe penalty.


 Additional information:

Student Learning Outcomes:

 

Chem V12A

1.      Categorize, arrange and assemble structures of alkanes, alkenes, alkynes alkyl halides, alicyclics, alcohols, ethers and aromatics using IUPAC, derived and common systems of nomenclature.

2.      Examine, evaluate and formulate mechanisms for the reactions of alkanes, alkenes, alkynes, alkyl halides, alcohols and aromatics given reactant and target compounds. They will also be required to propose alternate steps in reaction mechanisms for common reactions.

3.      Examine, evaluate and formulate appropriate multi-step synthetic pathways leading to target compounds involving alkanes, alkenes, alkynes, alkyl halides, alcohols and aromatics.

4.      Evaluate spectra (infrared, mass, HNMR, CNMR, UV) to formulate structures for organic compounds involving alkanes, alkenes, alkynes, alkyl halides, alcohols and aromatics.

Chem V12AL

1.      Synthesize simple organic molecules using modern reaction techniques and analyze the success of each synthesis on the basis of gravimetric, spectroscopic, and chromatographic evidence and physical properties.

2.      Analyze unknown substances using qualitative Chemical tests and to confirm the analysis using the interpretation of infrared, nuclear magnetic resonance, and gas chromatography-mass spectroscopy.

Core Competencies

 

Students must be able to:

    Read, retain, and apply published ideas

    Employ vocabulary of the subject studied

    Become proficient in a second language namely the language of chemistry

    Recognize need for information; clarify the question to be answered

    Find and interpret relevant information

    Utilize data to draw conclusions or to create new information

    Use technology to acquire and process information

    Apply lessons from the past or learned knowledge to new situations

    Apply principles of scientific reasoning to solve problems

    Approach problems by choosing from variety of mathematical techniques

    Recognize a problem; devise and implement a plan of action

    Work effective as a leader or participant in group settings

    Exhibit personal, professional, and academic honesty

    Display behavior consistent with ethical standards within a discipline

    Work as an effective member of a team

    Demonstrate etiquette in face-to-face and written communications\

    Use language as appropriate to the situation

    Apply time management skills to complete a task.