Organic Chemistry 201 Section 4275
Fall 2007
Instructor: Dr. Nadene Houser-Archield, Professor of Physical Sciences
Office: Chesapeake Hall 310J
Phone: 301 386 7593
E-Mail: nhouser_archield@pgcc.edu (note: the space between nhouser and archield is an
underscore _) Include the code: CCGP07 in the subject (The code stops email messages from
being evaluated as SPAM and does not allow emails that contain viruses or illegal attachments
into our network.)
Web page: http://academic.pgcc.edu/~nhousera/
Office hours (subject to change): M 11:00-11:50am, W 8:00-8:50am, T 4:00pm - 5:40pm
Class Meeting Times:
Lec Online
Lab T
6:00pm - 09:30pm CH 320
Final Exam: Tuesday, December 11, 2007 6:00 - 9:30pm CH 320
DELAYED COLLEGE OPENINGS: When the College announces a delayed opening, all
classes with at least 45 minutes of class time remaining at the time of the opening will be held.
For example, in the event of a 10 a.m. opening, a 9:30-10:45 a.m. class will be held.
Course Materials:
Textbook:
Organic Chemistry, 2nd Edition by Janice Gorzynski Smith
Lab manual: Experiments and Activities will be provided on Blackboard
Molecular Model kit: Not mandatory but strongly suggested. The University of Maryland,
College Park bookstore sells several varieties.
Safety Goggles (these are provided free of charge, in the lab)
Blackboard notes, exercises and handouts:
To log in to your Blackboard course, please follow these steps:
Go to http://pgcconline.blackboard.com. NOTE: There is no "www" in the Blackboard
address.
If you do not have a myPGCC account:
Go to http://my.pgcc.edu to receive a username and password
Go to http://my.pgcc.edu to reset your myPGCC password
Once you have a myPGCC account:
Go to http://pgcconline.blackboard.com.
type in your username and password
You will see the Blackboard "Welcome" screen. In the box labeled "My Courses", click on
the course name to enter your Blackboard course.
Immediately change your Blackboard email address:
1. From YOUR Blackboard Welcome page click on Personal Information in the Tools
Box on the left side.
2. Click on Edit Personal Information.
3. Change your email address to your preferred email address.
4. Click the Submit button in the lower right corner.
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Welcome to Chemistry 201!
This course is designed to immerse you in the basic tenets of organic chemistry.
Laboratories, lectures, workshops and demonstrations will be the modes of information dispersal
and skill acquisition. In order to be successful, read the chapters (prior to lecture is best), attend
each lab, lecture and workshop, do the suggested homework problems and join/form a regularly
meeting study group. You will need between 10 and 20 hours of study (outside of
class time) per week!!!
I am available during office hours. Also, the College Tutoring Center provides free
tutoring services by appointment: 301 322 0748, Bladen Hall, room 107,
Mon-Thurs.: 8:30 am – 8:30 pm, Fri.: 8:30 am – 4:30 pm, Sat.: 9 am – 3:30 pm
www.pgcc.edu/students/tutoring_writing_grammar
I strongly suggest forming study groups; those students who are strong in chemistry enhance their
knowledge by teaching others; those who are weak in chemistry enhance their knowledge by
being exposed to the way others view the course concepts.
Bring your calculator with you to lab.
Visit the Physical Sciences and Engineering website at http://academic.pgcc.edu/psc
Quizzes, exams, workshops, labs and the final exam will not be made up.
Cheating on an assessment will result in a grade of zero for that assessment; the cheating will be
reported to the office of records.
CODE OF ACADEMIC INTEGRITY
The college is an institution of higher learning that holds academic integrity as its highest principle. In the pursuit of
knowledge, the college community expects that all students, faculty, and staff will share responsibility for adhering
to the values of honesty and unquestionable integrity. To support a community committed to academic achievement
and scholarship, the Code of Academic Integrity advances the principle of honest representation in the work that is
produced by students seeking to engage fully in the learning process. The complete text of the Code of Academic
Integrity is in the 2006-2007 Student Handbook (pages 44-47) and posted on the college's website.
CODE OF CONDUCT
The Prince George's Community College Code of Conduct defines the rights and responsibilities of students and
establishes a system of procedures for dealing with students charged with violations of the code and other rules and
regulations of the college. A student enrolling in the college assumes an obligation to conduct himself/herself in a
manner compatible with the college's function as an educational institution. Refer to the 2006-2007 Student
Handbook, beginning on page 43, for a complete explanation of the Code of Conduct, including the Code of
Academic Integrity and the procedure for dealing with disruptive student behavior.
Put your cell phone on vibrate or silent during class time. When an assessment of any sort
is taking place turn off your cell phone. During an assessment (exam, quiz, lab practical) if
you leave the classroom you may not return until the assessment is over.
DISABILITY SUPPORT SERVICES (use text provided below)
Students requesting academic accommodations are required to contact the Disability Support Services Office (M1042) or call (301) 322-0838 (voice) or (301) 322-0122 (TTY) to establish eligibility for services and
accommodations. Students with documented disabilities should discuss the matter privately with their instructors at
the beginning of the semester and provide a copy of their Student/Faculty Accommodation Form.
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Objectives for Chemistry 201
Upon completion of this course a student will be able to:
1) Categorize bonds according to polarity [ionic or covalent (polar covalent or nonpolar covalent, also
coordinate covalent)], composition (sigma or pi), orbital character ( percentage s,p,d character), strength
(% ionic character; % s,p,d character; single, double or triple; amount of overlap).
2) Apply principles of Valence Shell Electron Pair Repulsion theory to chemical formulas to determine
Lewis dot structures, structural formulas, geometries and bond angles around central atoms, hybrid states
of atoms, polarities of molecules and formal charges of atoms in molecules.
3) Employ structural formulas, classes, molar masses, polarities and/or types of interparticle forces and
percentage hydrocarbon in compounds to predict states of matter, relative boiling and melting points,
solubility properties, density, and flammability of compounds.
4) Employ resonance and/or inductive effects to determine electron richness or poorness of atoms.
5) Rank conformations according to stability/energy (steric hindrance, angle strain, bond strain, ring strain,
eclipsing strain) using chair invertomers or Newman, sawhorse and Haworth projections.
6) Distinguish among structural isomers, stereoisomers [diastereomers (geometric and non-geometric),
enantiomers (uses Fischer projections) and applies cis/trans, E/Z, R/S labels.
7) Name compounds and/or draws structural formulas for acyclic and cyclic hydrocarbons [alkanes,
alkenes, and alkynes; substituted benzenes (benzoic acid, styrene, phenol, toluene, aniline, and 1,2disubstituted benzenes], organic halides, nitro compounds, amines, alcohols, thiols, disulfides, ethers,
aldehydes, ketones, carboxylic acids, anhydrides, esters, amides.
8) Employ qualitative analysis (litmus, Fehlings, Tollens, bisulfite, bicarbonate, KMnO4, K2Cr2O7, flame,
solubility, FeCl3, Br2, and TLC), instrumental analysis/spectroscopy (IR, mass spectroscopy, UV, 13CNMR, 1H-NMR), elemental analysis, index of hydrogen deficiency to determine structures of molecules.
9) Rank organic acids, organic bases (and conjugate bases) according to strength
10) Analyze/evaluate/assess reactants, reaction conditions (solvent, temperature) to predict products for the
following types of reactions: combustion, free radical substitution (optional), oxidation (of alkenes,
alkynes, alcohols, aldehydes and thiols), reduction [of alkenes, alkynes (poisoned catalyst too), disulfides]
and acid-base reactions (of carboxylic acids, carboxylate salts, amines and ammonium salts).
11) Analyze/evaluate/assess SN1, SN2, E1 and E2 reaction conditions (nucleophile/base, leaving group,
solvent, steric hindrance, carbocation stability, base size) to predict products, reaction mechanisms,
rearrangement, stereochemistry, regiochemistry, energetics (thermodynamic versus kinetic pathways and
products), rate equations, molecularity and rate determining steps.
12) Analyze/evaluate/assess reaction conditions (carbocation stability, polarity of the addend, presence or
absence of peroxides, temperature) to predict the products and regiochemistry of addition to alkenes and
alkynes.
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Grading Scale:
Note 1:
Note 2:
Note 3:
A = 90-100%
B = 80-89%
C = 70-79%
D = 60-69%
F = 59% and below or insufficient labs or final exam not taken
All labs are required! If you perform fewer than 90% of the labs you will
receive a grade of F in the course.
If you do not take the final exam, you will receive a grade of F in the course.
Assignments are due during the first minute of class. Late assignments, if
accepted, will be heavily penalized.
Assessment
Percentage of grade
Exams
40%
Labs
25%
Activities
10%
Quizzes
05%
Final Exam
20%
Exams, quizzes, and labs will not be made up without official documentation such as emergency
doctors’ notes, tow truck receipts timed and dated during the assessment period or funeral
programs. If you are more than two minutes late for a quiz, you will not be allowed to take it or
to make it up.
Tentative Course Schedule
Week 1
8/27
Lab:
1) Molecular Structure Activity (no report due)
2) CHIME Internet Simulation Activity
[Free Download (due at the beginning of the Week 5 lab)]
Lecture: Review activities: Orbitals and Electron Configurations, The Periodic
Table, Periodic Trends in Electronegativity. (Both the notes and the text reading are
required)
Objectives, Notes, Lab procedure(s) and Homework are on BlackBoard.
Text Reading, Chapters: 1.1, 1.2, 1.3
Week 2
9/3
Lab:
1) Begin Properties of Organic compounds and Melting points lab
2) ChemSketch Molecular Modeling Activity 2D and 3D
[Free download (due at the beginning of the Week 4 lab)]
Lecture: Review Activities: formula mass and molar mass calculations, the octet
rule, balancing equations, intermolecular forces, and other review topics. (Both the
notes and the text reading are required)
Objectives, Notes, Lab procedure(s) and Homework are on BlackBoard.
Text Reading, Chapters: 3.3-3.7
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Week 3
9/10
Lab:
1) Complete Properties Lab
(due at the beginning of the Week 4 lab)
2) Begin 13 Unknowns Lab (Part 1, qualitative analysis)
Lecture: Oxidation and Reduction, Quantitating Bond Polarity, Stoichiometry
Review. Review reactions from 13 Unknowns lab. (Both the notes and the text
reading are required)
Objectives, Notes, Lab procedure(s) and Homework are on BlackBoard.
Text Reading, Chapters: 1.10, 1.11, 3.1, 3.2, 6.1, 13.4-13.7
Week 4
9/17
1) Properties of Organic Compounds lab and
2) ChemSketch Molecular Drawing 2D and 3D Activity
are due at the beginning of today’s lab.
Lab:
1) Exam 1 (1 hour; see course objectives on BlackBoard for topics)
2) More 13 Unknowns (Parts 1 and 2, qualitative analysis and infrared
spectroscopy)
Lecture: Valence Shell Electron Pair Repulsion (VSEPR) Theory. Review reactions
from the 13 Unknowns lab. (Both the notes and the text reading are required)
Objectives, Notes, Lab procedure(s) and Homework are on BlackBoard.
Text Reading, Chapters: 1.6, 1.12, 1.13, 6.1, 13.4-13.7
Week 5
9/24
CHIME Internet Simulation Activity is due at the beginning of today’s lab.
Lab: Complete 13 Unknowns (Parts 1 and 2, qualitative analysis and infrared
spectroscopy):
(due at the beginning of the Week 9 lab; it counts as 4 labs)
Lecture: Hybridization and Organic Nomenclature. Review reactions from the 13
Unknowns lab. (Use the notes or the text reading)
Objectives, Notes, Lab procedure(s) and Homework are on BlackBoard.
Text Reading, Chapters: 1.8, 1.9, 4.3, 4.4, 4.6, 7.2, 9.3A, 9.3B, 10.3, 11.2, 17.3, 19.2,
21.2, 22.3, 25.3
Week 6
10/1
Lab:
1) Barriers to Rotation Stereochemistry and Isomers Universal Model Kit
activity (Part 1, no report due)
2) Newman projection Internet Simulation Activity
(due at the beginning of the Week 7 lab)
Lecture: 1H NMR and Elemental Analysis. Review reactions from the 13 Unknowns
lab.
Objectives, Notes, Lab procedure(s) and Homework are on BlackBoard.
Text Reading, Chapters: 4.9, 4.10, 10.2, 14.1-14.10,
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Week 7
10/8
Newman projection Internet Simulation Activity due at the beginning of today’s
lab.
Lab: Barriers to Rotation Stereochemistry and Isomers Universal Model Kit
activity (Part 2, no report due)
Lecture: 13C NMR and Mass Spectroscopy.
Objectives, Notes, Lab procedure(s) and Homework are on BlackBoard.
Text Reading, Chapters: 13.1-13.3, 14.11-14.12
Week 8
10/15
Mid
term
Lab: Exam 2
Lecture: Ultraviolet spectroscopy and a Model Spectroscopy exercise.
Objectives, Notes, Lab procedure(s) and Homework are on BlackBoard.
Text Reading, Chapters: 13.4, 16.15
Week 9
10/22
13 Unknowns lab is due at the beginning of today’s lab; counts as 4 labs.
Lab: Begin Organic Acids and Bases and Extraction
Lecture: Resonance and Inductive Effects. Review Organic acids and bases and
extraction lab and notes.
Objectives, Notes, Lab procedure(s) and Homework are on BlackBoard.
Text Reading, Chapters: Chapter 2, 16.1-16.8
Week 10 No Lab: Professional Development Day
10/29
Lecture: Alkanes, Review Resonance and Acids and bases
Objectives, Notes, Lab procedure(s) and Homework are on BlackBoard.
Text Reading, Chapters: Chapter 2, 4.7, 4.8, 4.11-4.14, 16.1-16.8
Week 11 Lab: 1) Complete Extraction Lab (Take weights, melting points, spectra)
11/5
(due at the beginning of the Week 12 lab)
2) Nucleophilic Substitution (a quick lab)
(due at the beginning of the Week 13 lab)
Lecture: Nucleophilic Substitution and Free Radical Substitution.
Objectives, Notes, Lab procedure(s) and Homework are on BlackBoard.
Text Reading, Chapters: Chapter 7
6
Week 12 Extraction lab: due at the beginning of today’s lab
11/12
Lab: Begin Elimination (Reflux, Distillation, Gas Chromatography)
Lecture: Elimination
Objectives, Notes, Lab procedure(s) and Homework are on BlackBoard.
Text Reading, Chapters: Chapter 8
Week 13 Nucleophilic Substitution lab due at the beginning of today’s lab.
11/19
Lab:
1) Complete Elimination (Spectra and chromatography)
(due at the beginning of the Week 15 lab)
2) Begin 3 Unknowns (TLC, multiple spectroscopies, multiple library media)
Lecture: Addition Reactions
Objectives, Notes, Lab procedure(s) and Homework are on BlackBoard.
Text Reading, Chapters: Chapter 10
Last Day to Drop is Tuesday, November 20, 2007
Week 14 Lab: Complete 3 Unknowns Lab (TLC, multiple spectroscopies, multiple library
11/26
media) (due at the end of today’s lab)
Lecture: Reactions of Alcohols (Much of this will be review)
Objectives, Notes, Lab procedure(s) and Homework are on BlackBoard.
Text Reading, Chapters: Chapter 9
Week 15 Elimination lab: due at the beginning of today’s lab.
12/3
Lab: 1) Exam 3
Lecture: Review
Week 16 Tuesday, December 11, 2007, 6:00 -9:30pm CH 320
12/10
Final Exam (Cumulative all topics, 40% synthesis)
Have a Wonderful Holiday!
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Relevant Academic Programs
STEM Collegian Center
http://academic.pgcc.edu/collegiancenters
The College’s STEM Collegian Center provides a “place to belong” for STEM majors. It
brings STEM students together for co-curricular activities and opportunities:
STEM – science, technology, engineering and mathematics
301-341-3086
Honors Academy/Program
301-322-0433
Marlboro Hall, Room 1087
The Honors Academy admits academically outstanding honors students who are interested in
a rigorous program of academic excellence, intellectual development, leadership and
community service. Prince George's Community College Honors Program promotes
students’ intellectual growth and enrichment.
International Education Center
301-322-0177
Lanham Hall, Room 117
http://academic.pgcc.edu/internationalcenter
The International Education Center provides academic support and assistance to students who
need help with courses or with understanding the American higher education system. The
Center brings international and American students together for learning enrichment activities,
including a variety of discussion forums that foster awareness and understanding of cultural
issues.
CAMPUS RESOURCES AND SERVICES:
Student Development Services
Student Development Services offers programs that provide students with advising, individual
counseling, and mentoring. For more information, call 301-322-0886 or check the website:
www.pgcc.edu/pgweb/pgdocs/student_services/index-sds.htm.
Computer and Learning Labs
Office
Location
Phone
Hours of Operation
Learning Lab
Marlboro Hall
Room 2129
301-322-0503
Open Computer Lab
Bladen Hall
Room 104
301-322-0999
Mon.-Thurs.: 8 am – 9 pm
Fri.: 8 am – 4 pm
Sat.: 8:30 am – 3 pm
Sun.: 10 am – 1 pm
Mon.-Thurs.: 8 am – 10 pm
Fri.: 8 am – 5 pm
Sat.: 9 am – 5 pm
Sun.: Closed
Other Resources, Services, and Academic Support
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Office
Location
Phone
Hours of Operation
Bookstore
Largo Student
Ctr. Room 116
301-322-0912
Hours vary at beginning and end of
the semester. Please call or check
website to confirm.
www.pgcc.edu/pgweb/pgdocs/bookstore.html
College Life Services
Largo Student
Ctr. Room 149
301-322-0853
Mon.-Fri.: 8:30 am – 5 pm
Distance Learning
www.pgcconline.com
Accokeek Hall
Room 313
301-322-0463
Mon.-Thurs.: 8:30 am to 8 pm
Fri.: 8:30 am to 6 pm
Phone support available M-F:
8:30 am to 9 pm
Library
www.pgcc.edu/library
Accokeek Hall
301-322-0105
Mon-Thurs.: 8 am – 8 pm
Fri.: 8 am – 5 pm
Sat.: 10 am – 3 pm
Sun.: Closed
Tutoring and Writing
Centers
Bladen Hall
Room 107
301-322-0748
Mon-Thurs.: 8:30 am – 8:30 pm
Fri.: 8:30 am – 4:30 pm
Sat.: 9 am – 3:30 pm
www.pgcc.edu/students/tutoring_writing_grammar
Important Dates
September Saturday1-3
Monday
Labor Day. COLLEGE CLOSED
September
Friday
28
Last day to change from “credit” to “audit” status or vice versa.
October 17 Wednesday Mid-Term
October 30 Tuesday
Professional Development Day- No Classes
November
20
Tuesday
Last day to withdraw
November
21
Wednesday Thanksgiving break begins—College closed
Dec 10
Monday
Last day of regular classes for the Fall semester
Dec 11
Tuesday
Final examination 6:00 - 9:30pm CH 320
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