COURSE OUTLINE

MIDLANDS TECHNICAL COLLEGE

ORGANIC CHEMISTRY 11

CHM 212

 

Course:††††††††††† ORGANIC CHEMISTRY II††††††††††††††††††††† Course Number:†††††††††† CHM 212†††††††††††††††††††††††††††††††††††††††††††

Credit: 4 hrs

 

Course Description:

 

This course is a continuation of basic organic chemistry.Topics include nomenclature, structure and properties, synthesis and reaction mechanisms of basic organic chemistry, biochemistry and spectroscopy. Three hours of lecture, three hours of laboratory, and one hour of recitation per week.†††

 

Test 1: Ch 11,12; Test 2: Ch 17 (some 14), 18; Test 3: Ch 19, 20; Test 4: Ch 22, 24;

Test 5: Steroids, Ch 25, 27.

 

Prerequisite:†† CHM 211 (or equivalent).

 

Class meetings:

Holidays:

Lecture:

Final Exam:

Final Exam:Tuesday, July 31; 10:30‑12:30

Textbook:††††††††††††††††††† Organic Chemistry, Carey, 4th Edition (McGraw-Hill, 2000).

 

Laboratory Text:†††††††††† Experimental Organic Chemistry, Gilbert & Martin, 2nd Edition; Saunders College Publishing (1998)

 

Supplements:††††††††††††† 1. Study guide and solutions manual for Carey

†† ††††††††††††††††††††††††††††††† 2.Laboratory notebook

3.Molecular models (optional)

4.Safety glasses

 

Attendance:†††††††††††††††† The maximum allowable absences are twice the number of meetings per week (lecture or lab).

Students adding courses after classes begin are responsible for work covered from the first day of class.All classes missed are counted as absences.

 

Grades:†††††††††††††††††††††† There will be five lecture tests to determine student competency. The final exam will be a retest of an unsatisfactory test outcome (at the option of the student).These five test scores (the higher score is used if retested) comprise 75% of the course grade.

 

Laboratory performance and notebook comprise 25% of the grade.

 

A: 90-100, B: 80-89, C: 70-79, D: 60-69: F below 60

 

Course Objectives:††††††

 

Students will be provided with study guides for each test, which will give the objectives and proficiencies to be tested.

 

Department Chair Statement:

 

The science department chair, coordinators, and faculty are here to help you.If you are having any problems in your classes, please contact the people who can help you.If we don=t know you are having problems, we canít help you.(Dr. Perry Carter 822-3443, dept. chair; Dr. Gerry Lopez, Airport Coordinator 822-3788, Dr. Bert Knesel, Beltline Coordinator 738-7660.)

 

Disabilities Statement:

 

Students with disabilities requiring in-class accommodations should call the Counseling/Disabilities Resource Center at 738-7636.

 

LABORATORY NOTEBOOK FORMAT

 

Refer to section 1.2 (pages 4-14) of your laboratory textbook.Start each experiment on a new page.Write in ink (cross out mistakes, do not erase) and write only on the front side of a page.Do not tear out pages. Simply X out any page to be ignored. Write the date of the experiment and cite the section of the textbook used.Tape gas chromatographs and IR and NMR spectra in your notebook.

 

Investigative Format

  1. Title
  2. Introduction (as described in your text)
  3. Table of chemicals used(Headings:name, molecular formula/MW, density, melting point and/or boiling point, solubility in water).
  1. Experimental procedure (synopsis in step form).
  2. Observations (the heart of your notebook, be prolific) (includes data and

sensory observations, e.g. color change, foaming, knocked over flask)

  1. Calculations
  2. Discussion of results

 

Preparative Format

 

  1. Title, introduction
  2. Balanced chemical equation (not mechanism).Equations for important side reactions.
  3. Chemical equation(s) for important side reaction(s)
  4. Table of chemicals (reactants, products, catalysts, solvents) (same headings as above)
  5. Experimental procedure (synopsis in step form)
  6. Observations(Record the actual amount, both weight and moles, of reagents used)
  7. Calculation of theoretical and percent yields

8.Discussion of results

 

Physical properties for chemicals can be found on the Internet at http://chemfinder.com. or in the CRC Handbook of Chemistry and Physics or Merck Index which are found in the library or the laboratory.


3rd edition†††††††† CHM 212 Laboratory Schedule

 

Week††††††††††††††††††††††††† Experiment

 

First††††††††††††††††††††††††††† Introduction, Bench Assignments, Safety Notebooks

††††††††††††††††††††††††††††††††† Review of NMR spectra interpretation

 

Second†††††††††††††††††††††† NMR and IR spectra interpretation

††††††††††

Feirdel-Crafts Alkylation (15.2) Miniscale p. 456 (Use 35 mL of p-xylene and two times as much of other reagents as book says to use, and a 3 neck 100 mL rb flasks). Perform GC analysis on dried reaction mass.

 

Fourth†††††††††††††††††††††††† Contíd. Distill product. GC analysis on both distillate cuts. Calc % yield, using wt of cut 2 as actual yield.

 

Fifth††††††††††††††††††††††††††† Mass Spectrometry and UV Spectroscopy: An Overview

 

Sixth-††††††††††††††††††††††††† Aldol Condensation (18.3, p 572). Preparation of p-anisalacetophenone

 

Seventh†††††††††††††††††††††† (Miniscale: Use twice as much reagents as book says and warm reaction mass to about 40oC. Obtain mp & calc % yield of p-anisalacetophenone.

Cannizzaro Reaction (16.3, handout). Obtain mp of benzoic acid. Obtain IR spectrum of benzyl alcohol, no gc analysis. Calc % yields of benzoic acid and benzyl alcohol.

 

Eighth-Ninth†††††††††††††††† (19.2 Miniscale p 595) Grignard Reagent: Preparation of 1-butylmagnesium bromide; (Use four times as much reagents and solvent as book says to use.)

(19.4 Part C; p 609-10) Preparation of 2-methyl-3-heptanol. Analyze distillate by GC and IR. Calculate % yield based on 1-methylpropanal.

 

Tenth††††††††††††††††††††††††† (20.2) Esterification: methyl benzoate. Benzoic acid derivatives from benzoyl chloride. (Handout)

 

Eleventh††††††††††††††††††††† Contíd.Calc % yield and obtain IR spectrum of methyl benzoate. Obtain mpís of acetamide and acetanilide.

 

Twelfth††††††††††††††††††††††† Preparation of bupropion. Handout. Obtain IR spectrum and calc % yield of product.

 

Thirteenth††††††††††††††††††† Determine the identity of an unknown liquid compound by obtaining its IR spectrum and boiling pint (Sec 2, 8, p. 39) (NMR spectrum will be provided). Sec 24.5, p 751-7.

 

Fourteenth†††††††††††††††††† Finish uncompleted work, clean up equipment. Turn in notebook.

††††††††††