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CH232_2004SPRING_EXAM3__[0] - solution and readily absorbed...

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ALL QUESTIONS ARE WORTH 10 POINTS ORGANIC CHEMISTRY CH232 MAY 2004 THIRD EXAMINATION 1. Write structures for the following : (a) benzylmethylamine (b) acetanilide {c)Phthalirnide d) (N-methylaniline (e) Phenyl isocyanate 2. Give a common or IUPAC name for the following : (a) CH 3 ~CH-CH 2 CH, (b) HOCH 2 CH 2 NH 2 (c) CH,CHjNHjf d - (d) QH 5 NHCH 3 (e)C 6 H 5 SO 2 NH 2 CH, 3. If the Pk a of methyl amine is equal to 10.64 , calculate the Kb of methylamine . 4. The active ingredient of the insect repellent "off" is N.N-diethyl-m-toluamide . Outline a synthesis H 3 t starting with m - tofuic acid. 5. Show the product (s) for the following reaction : CH3-N=C=O + DaO = ? 6.An optically active hydrocarbon dissolved in cold . cone, sulfuric acid , decolorized permanganate solution and readily absorbed bromine
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Unformatted text preview: solution and readily absorbed bromine - Oxidation converted it to an acid which contained the same number of carbon atoms as the parent substance and had a neutralization equivalent of 66 Write structures for the original hydrocarbon and its oxidized acid . 7. An optically active acid has a molecular weight of 98 . Write its structure . 8. Outline a synthesis of malonic acid starting with acetic acid . 9. Write a mechanism for the following reaction: H 10 (a) Show a convenient way to convert benzamide into aniline . (b) write the mechanism for the reaction....
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