POW-310-4-Key - Last Name: UTEID: First Name: SCORE: KEY...

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Unformatted text preview: Last Name: UTEID: First Name: SCORE: KEY Deadline for POW 310-4: Feb. 16, 2009 3:00 PM When 2-methyl-2-butene (1) is treated with aqueous acid, two isomeric alcohols are formed: 2-hydroxy-2-methylbutane (2) and 2-hydroxy-3-methybutane (3). The NMRs of both alcohols is provided below. Assign each product to its NMR and interpret each NMR-i.e. label the NMR with abc system, # of protons and splitting. CH3 H3C 1 CH3 CH3 H3C CH3 OH 2 3 CH3 H2SO4 H2O + H3C OH CH3 Draw the structure and label the protons: CH3 1.24 H3C 1.24 6 s, 6H, two CH3 CH3 0.90 OH 3.65 1.44 s, 1H, OH 1 4 3 2 PPM q, 2H, CH2 2 1 3 t, 3H, CH3 0 Draw the structure and label the protons: CH3 H3C 1.92 3.38 0.91 6 d, 6H, 2 CH3 CH3 1.18 d, 3H, CH3 3 0.91 OH s, 1H, OH 1 4 3.58 1 m, 1H, CH 1 3 2 PPM 1 0 pentet, 1H, to OH (d of t, but only 5 peaks observed) ...
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This note was uploaded on 03/16/2010 for the course CH 53705 taught by Professor Colapret during the Fall '09 term at University of Texas at Austin.

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POW-310-4-Key - Last Name: UTEID: First Name: SCORE: KEY...

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