SORAN UNIVERSITY FACULTY OF EDUCATION BASIC EDUCATION SCHOOL DEPARTMENT OF GENERAL SCIENCES E SUBJECT OUTLIN 2014-2015 Subject title: Practical organic Chemistry(Practical )Credit hours:(2)UnitsUnits: Third stageStage(360)minutes, one sessions per week Class schedule:27 weeksDuration: Kazem Rahim Abdollah(Asiaban)Lecturer:kazem.asiaban@soran.edu.iqE. mail:Mohammad saadatiyan Course coordinatorsaadtian@hortilover.netE. mail 1. Subject Description: Subject: practical organic chemistry Practical organic chemistry will help the students to understand the meaning of the organic laboratories techniques, and who they learn about purification of the liquids compounds by distillation techniques, and for solid compounds by recrystallization techniques furthermore they be able to determine the melting and boiling points for solid and liquids compounds, respectively. Also the most important point the students will be able to identify all the organic families, finally during this laboratory they can able to understands the fundamentals techniques. 2. Require Background or Experience Models of molecules. 3. Subject Objective (Practical organic chemistry) A. Knowledge and understanding: Students will have an understanding through study different experiments in organic laboratory, like recrystallizaion, functional groups tests , solubility tests for different organic families example carboxylic acid , amines , esters, alcohols and other different compounds, and the most important thing is to learn how they make equmolar and different molar quantities to proceed or to preparation different organic compounds. B. Subject-specific and practical skills: Students will be able to discuss topics relating to practical organic chemistry with others in a meaningful way. 4. Text book(s) and Readings: 1-A.I.,Vogel, G. H. Jeffery , J.bassen , J. Mendham." Vogel's textbook of quantitative chemical analysis", 1989.,5th ed. John Wiley and Sons Inc, 605 Third Avenue, New York NY 10158. 2-F. N. James. "Experimental Organic chemistry". 1924. 2nd.ed. Mcgraw-Hill Book Company, INC. 3-D.Pasto, C.Jonson, "Experiment and Techniques in organic chemistry'', 1992 .2nd .ed. Hall.NewJersey. 4- R.L.,Sheriner. ''The Systematic identification of organic compounds", 1989.7th .ed., J.Wilely and Sons.NewYork. 5. Student Materials: 1. Textbook and References 2. Lecture Notes 3. CD and internet resources 6. Collage Facilities 1. Classroom with Whiteboard and projection facilities 2. College library 7. Subject Outline Purification of the organic solid compounds.Week1Purification and determination the actually boiling point for the organic liquids compounds.Week2Determination of the melting points and mixture melting points for the organic solid compounds. Week3Determination of the boiling points for the organic liquid compounds.Week4Solubility. Week5Sodium fusion test for the elements.Week6First ExamFunctional classification tests for some organic compounds Ignition test for some organic salts. Ammonia liberation test. Unsaturation tests: Bromine in water and bromine in carbon tetrachloride. Potassium permanganate test. Week7Aromatic ring tests. Chloroform-aluminum chloride test. Carboxylic acids test. Iodide-iodate test. Amino acids test. Ninhydrine test. Acid anhydrides test. Hydroxamic acid test in acidic medium. Week 8Acid halides test. Hydroxamic acid test in acidic medium. Alcohols test. Xanthate test. Lucas test. Alkyl and aryl halides test. Silver nitrate tests. Sodium Iodide in Acetone test Formaldehyde-sulfuric acid test. Amines tests. Hinsberg test. Primary and secondary aromatic amines test. Liginine test.Week9Primary aliphatic amines test. Rimini test. Primary aromatic amines test. Diazotization test. Secondary aliphatic amines test. Simone test. Tertiary aliphatic and aromatic amines test. Picric acid test. Carbonyl compounds test. 2,4-dinitro phenyl hydrazine. Tollens test. Week10Esters test. Hydroxamic acid test in basic medium. Aromatic nitro compounds test. Ferrous hydroxide test. 5% sodium hydroxide test. Phenols test. Ferric chloride test.Week 11 Preparation of ?-naphthyl acetate. (Hydroxamic acid test in basic medium.) Week12Second ExamPreparation of 2,4-dinitrophenylhydrazones benzaldehyde.: Week13Preparation of oximeacetophenone. Week14Preparation of oxime cyclohexanone. Week15Preparation of oxime benzophenone. Week16preparation of benzal acetophenone. * 2,4-dinitro phenyl hydrazine. * Tollens test. Week17Preparation of p-nitro acetanilide. * Ferrous hydroxide test. * 5% sodium hydroxide test. Week18Third ExamDiels-alder reaction. Preparation of the 9, 10-Dihydroanthracene-9, 10- ?, ?-succinic anhydride. Week19Base Catalyzed Aldol Condensation. Preparation of the Dibenzal Propane. Week20Preparation of sulphanilic acid (p-amino sulfonic acid). Week21Synthesis of iodoform. Week22Preparation of the benzoic acid. * Iodide-iodate test. Week23Preparation of 2-naphthyl benzoate. Week24Nitration of the naphthalene. Week25Preparation of 1,1-bis-2-naphthol. Week26Preparation of 2,4,6-tribromo phenol. Week 27 8. Instructional Methods: a. Lecture / Discussion sessions b. Questions and Answers c. Homework's and Readings d. Quizzes 9. Evaluation of Outcomes Evaluation will be based on the following: 1st Exam 100% 2ndExam 100% 3rd Exam 100% --------------------------------- Total 100% Total marks are 15/40. 10. Final Exam Data: Pointed by the examination committee Sample of Questions and Answers. Some typical question and answers: * Sample of question and answer: A-Determine the solubility division for the following organic compounds? Acetic acid; aniline; nitrobenzene. Answer: Acetic acid (A1) ; aniline (B) ; nitrobenzene (M). B- Choose the true answer for the following? (mp 121?, 300?, 277?) indicated to Benzoic acid ; aniline ; p-dimethyl amino. Answer: Benzoic acid. C) Write the mechanism for the 2,4-dinitro test for the carbonyl compounds? Answer: D) How you can distinguish between nitrobenzene and 2, 4-dinitrobenzene? Answer: Ferrous hydroxide test.(general test) (+ve test ) both compounds. 5% sodium hydroxide test. (Special test) Nitrobenzene (-ve test) no colour. 2, 4-dinitrobenzene (+ ve test) (blue-purple). E) Explain the colours for the following positive tests: 1-hydroxamic acid test in basic medium for esters. 2-iodid-iodate test for carboxylic acids. 3-ninhydrin tests for amino. 4-ferric chloride test for phenol compounds. Answer: 1- Blue colour. 2- Deep blue colour. 3- Blue colour. 4- Violet colour. F) Which compounds contain the following solubility division? S2, SA, SB, S1, A1,A2, B, MN. Answer: S2: Salts of organic acids (RC02Na, RS03Na); amine hydrochlorides (RNH3Cl); amino acids; polyfunctional compounds with hydrophilic functional groups: carbohydrates (sugars), polyhydroxy compounds, polybasic acids, etc. SA: Mono functional carboxylic acids with five carbons or fewer; SB: Mono functional amines with six carbons or fewer. S1: Mono functional alcohols, aldehydes, ketones, esters, nitriles, or fewer A1: Strong organic acids: carboxylic acids with more than six withdrawing groups in the ortho and/ or Para position(s). A2: Weak organic acids: phenols; enols; oxime; amides. B: Aliphatic amines with eight carbons atoms, aniline (only one nitrogen),some ethers. MN: Miscellaneous neutral compounds containing nitrogen or carbon atoms. 1