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Type of compound:

Unknown #2. Type of compound:. Aldehyde Alcohol Amine Ketone. Procedure. 1. Physical Properties. Melting point or boiling point. 2. Functional Group. Infrared spectrum NMR Spectrum Solubility Classification Tests. 3. Solid Derivative. Measure boiling point of liquids.

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Type of compound:

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  1. Unknown #2 Type of compound: Aldehyde Alcohol Amine Ketone

  2. Procedure 1. Physical Properties Melting point or boiling point 2. Functional Group Infrared spectrum NMR Spectrum Solubility Classification Tests 3. Solid Derivative

  3. Measure boiling point of liquids

  4. Functional Group Carbonyl Group (1650 - 1725 cm-1)? No Yes Alcohol Amine Aldehyde Ketone Broad OH in IR CrO3 - + Yes No Alcohol Ketone Amine (Basic?) Aldehyde 3700 - 4000 cm-1 Yes No Primary or Secondary Tertiary

  5. Chromic Acid Test CrO3/H2SO4 in acetone Cr3+ H2CrO4 green red

  6. Iodoform Test Reagent: NaOH and I2 (NaOI)

  7. Amines 1. Odor 2. If not soluble in water they may dissolve in dilute aqueous acid (HCl). 3. Water solutions of amines are basic to litmus.

  8. Hinsberg Test for Amines Benzenesulfonyl Chloride

  9. Hinsberg Test for Amines Primary: Soluble. PPT if add HCl Secondary: Insoluble Tertiary: Tends not to react

  10. Derivatives Aldehydes and Ketones 1. 2,4-dinitrophenylhydrazone 2. Semicarbazone

  11. Alcohol Derivative 3,5-dinitrobenzoate 3,5-dinitrobenzoyl chloride

  12. Amine Derivatives Primary and Secondary Amines Benzamide Benzoyl Chloride Benzenesulfonyl Chloride Benzenesulfamide

  13. Sample Unknown B.p. =198-200o DNP = 231-235o

  14. Sample Unknown B.p. = 80 - 85o 3,5-dinitrobenzoate = 119 - 121o

  15. B.p = 106o 3,5-dinitrobenzoate 85o

  16. B.p. = 160o 3,5-dinitrobenzoate: 108-110o

  17. cyclohexanol

  18. B.p. = 155-157o 2,4-DNP = 158 - 160o

  19. cyclohexanone

  20. B.p. = 180 -183o Benzenesulfonamide 110 - 112o Benzamide 160 - 163o

  21. aniline

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