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organicqualanalysis - PhysicalProperties, References...

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Organic Qualitative Analysis Physical Properties, Chemical tests and Infrared  Spectroscopy to Identify Unknown Hydrocarbon,  Alkyl Hydrocarbon or Alcohol References: Slayden, S., Stalick, W.; 2005, Catalyst - Organic  Chemistry Laboratory Manual, Pearson Custom  Publishing, Boston, Mass., p. 51- 55. Pavia, et. al., 2005, Introduction ot Organic Laboratory  Techniques, 2 nd  ed, Brooks/Cole, Belmont, CA, p. 468 -  516  11/13/11 1
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Organic Qualitative Analysis Purpose: Become familiar with a combination of physical  and chemical tests for identifying select Classes of  organic compounds. To use these tests plus Refractive  Index and IR to identify an unknown. Classes: Compounds without  a Carbonyl group or  nitrogen group Alkanes C-C Alkenes C=C Alkynes C C Aromatics C=C Alkyl (1 o , 2 o , 3 o ) & Aryl Halides R-X Alcohols (1 o , 2 o , 3 o R-OH Note: Tests for carbonyl based compounds (Aldehydes &  11/13/11 2
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Organic Qualitative Analysis The Tests – Compound Classes Test Compound Class Solubility Relative to H 2 O & H 2 SO 4 All Density Relative to H 2 O All Beilstein (Flame) Alkyl & Aryl Halides Silver Nitrate/Ethanol Alkyl & Aryl Halides Sodium Iodide/Acetone Alkyl & Aryl Halides Bromine/Methylene Chloride Unsaturated C=C  C C KMnO 4  (Baeyer Test) Unsaturated C=C  C C Ignition Aromaticity  C=C Acetyl Chloride Alcohols Lucas Test Alcohols 11/13/11 3
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Organic Qualitative Analysis The Tests – Test References Test Page No. (Pavia 2 nd   Ed) Solubility Relative to H 2 O & H 2 SO 4 p. 474-479; 669-679 Density Relative H 2 O Beilstein (Flame) p. 480-481 Silver Nitrate/Ethanol p. 168; 481-482 Sodium Iodide/Acetone p. 168; 482 Bromine/Methylene Chloride p. 487-488 KMnO 4  (Baeyer Test) p. 488-489 Ignition p. 490 Acetyl Chloride p. 508-509 Lucas Test p. 509-510 Chromic Acid p. 510-511 11/13/11 4
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Organic Qualitative Analysis Elements of the Experiment Week One Boiling Point & Purification (Simple Distillation) Physical Characteristics of Unknown Solubility Relative to Water & Conc H 2 SO 4    (All Knowns and your Unknown) – Page 474 Density relative to Water    (Your Unknown only) Refractive Index Temperature Correction for Refractive Index IR Spectrum. Beilstein Test (Halides) – Page 480  - 481 11/13/11 5
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Organic Qualitative Analysis Elements of the Experiment Week Two Silver Nitrate/Ethanol Alkyl & Aryl Halides p.  168 Sodium Iodide/Acetone Alkyl & Aryl Halides p.  168 Bromine/Methylene Chloride Unsaturated C=C C C p.  487 KMnO 4  (Baeyer Test) Unsaturated C=C C C p.  488 Acetyl Chloride Alcohols p.  508 Lucas Test Alcohols p.  509 Chromic Acid Alcohols p.  510 11/13/11 6
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