Experimental Organic Chemistry

COURSE CURRICULUM

1.

Course title

EXPERIMENTAL ORGANIC CHEMISTRY

2.

Code

HM-523

3.

Study curriculum

All chemistry study programs

4.

Organizer of the curriculum (institute, department)

Institute of chemistry, PMF, UKIM

5.

Degree (BSc, MSc, PhD)

BSc

6.

Academic year/semester

III/V

7.

ECTS points

4

8.

Lecturer

Dr. Jane Bogdanov, Professo

9.

Prerequisites

Organic chemistry I

10.

Course objectives (competences):
Experimental organic chemistry is an advanced laboratory course which centers  around preparation, Isolation , purification and characterization of organic (and some organometallic) compounds. It is expected form the students to apply the techniques learnt in the introductory organic chemistry courses and to master more advanced techniques. Also, this course is designed to train the students to present the experimental data in written form as in a scientific paper and also to give a short oral presentation.

11.

Course content:
– Introduction I: review of basic techniques in modern preparative organic chemistry. Experimental design and use of chemical literature. Correct way of keeping a laboratory diary
– Introduction II: Advanced Laboratory Techniques. Separation of multicomponent mixture and monitoring of chemical reactions. Preparation of samples for practical spectroscopic characterization
– Distillation methods: ordinary distillation, fractional distillation, steam distillation, vacuum distillation, microscale distillation, microscale vacuum distillation
– Extractions in organic chemistry: solid-liquid extraction, Soxlet apparatus, isolation of essential oils with Clevenger apparatus, liquid-liquid extraction, basic-acidic extractions.
- Selected reactions from organic chemistry: Aldol reaction, Oxidizing and reducing agents in organic synthesis, Electrophilic aromatic substitution, Diels-Alder reaction, Synthesis of aromatic amines, Organic photochemistry, Hydrolysis, esterification, transesterification
– Qualitative organic analysis: physical properties, solubility, classical methods, proof reactions, preparation of derivatives by functional groups
– Practical structural determination in organic chemistry (elemental analysis, mass spectrometry, determination of degree of unsaturation, UV-visible spectroscopy, infrared spectroscopy, NMR)
Exercises: Synthetic experiment 1; : Cross-Aldol Reaction-Synthesis of Dibenzalacetone; Synthetic experiment 2: Preparation of o-nitroaniline and p-nitroaniline; Synthetic Experiment 3: Organic Photochemistry; Microscale reaction (para red synthesis); Reaction of iodine with alpha-pinene and with β-pinene; Plastic recycling; Multistep synthesis 1, 2, 3; Separation of mixtures and qualitative organic analysis (Liquid-liquid extraction, vacuum distillation, chromatographic methods, characterization of separated unknowns, preparation of derivatives of separated unknowns

12.

Teaching methods: lectures, laboratory classes, problem solving, projects

13.

Total available time

120 hours

14.

Time distribution

2+0+4 hours/week (lectures 45 hours, , laboratory classes 45 hours)

15.

Teaching methods distribution

15.1.

Teaching - lectures

30 hours

15.2.

Practicals (laboratory, problem solving), seminars, team work

60 hours

16.

Other activities

16.1.

Projects

5 hours

16.2.

Independent work

0 hours

16.3.

Homework

25 hours

17.

Grading methods

17.1.

Tests

60 points

17.2.

Seminars/projects (written/oral presentation)

10 points

17.3.

Activity

30 points

18.

Grading scale (points/mark)

< 50 points

5 (five) (F)

51 to 60 points

6 (six) (E)

61 to 70 points

7 (seven) (D)

71 to 80 points

8 (eight) (C)

81 to 90 points

9 (nine) (B)

91 to 100 points

10 (ten) (A)

19.

Criteria for taking the final exam

Finished laboratory practicals and attending lectures

20.

Course language

Macedonian

21.

Teaching quality control

Anonymus surveys for course quality and student suggestions

22.

Literature

22.1.

Compulsory

No.

Author

Title

Publisher

Year

1.

John McMurry

Organic Chemistry 6thed.

Brooks/Cole

2004

2.

Bell C. E.; Taber D. F.; Clark A. K.

Organic chemistry laboratory with qualitative analysis: standard and microscale, 3rd ed.

Thomson

2001

3.

Vogel, A. I.

Furniss, B. S., Vogel's Textbook of Practical Organic Chemistry. 5th ed.

Longman

1989

22.2.

Additional

No.

Author

Title

Publisher

Year

1.

Иванчо Јанев,

Органска синтеза и анализа,

ПМФ, Скопје

1995.

2.

З.Здравковски, К.Стојаноски

ОСНОВИ НА ОРГАНСКАТА НОМЕНКЛАТУРА: СПОРЕД ПРАВИЛАТА НА IUPAC

Природно Математички Факултет, Скопје

2003

3.

Armarego, W. L. F.; Chai, C. L. L.

  Purification of Laboratory Chemicals. 5th ed

London Butterworth Heinemann: Amsterdam, L

2003