POD05Key - 2 O. The IR spectrum of B , and the IR and 1 H...

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Problem of the Day #05 – Answer Key Deadline : IN CLASS on M 7/19/2010 LATE WORK WILL NOT BE ACCEPTED OR GRADED!!! This problem is worth a total of 20 raw points. Compound A , a hydrocarbon having molecular formula C 6 H 12 , has the IR and 1 H NMR spectra shown on the next page. When A is treated first with BH 3 , followed by H 2 O 2 , NaOH, H 2 O, Compound B (C 6 H 14 O) is isolated. When B is treated with anhydrous PCC, Compound C (C 6 H 12 O) is produced. C is also isolated as the major product when Compound X (C 6 H 10 ) is treated first with (sia) 2 BH, followed by H 2 O 2 , NaOH, H
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Unformatted text preview: 2 O. The IR spectrum of B , and the IR and 1 H NMR spectra of X , are also given on the next page. Propose structures for the unknown compounds A , B , C , and X . Write each answer in the appropriate box below. It is not necessary to provide an explanation for your answers. YOU ONLY NEED TO TURN IN THE FIRST PAGE WHEN YOU SUBMIT YOUR ANSWERS!!!! A (C 6 H 12 ) 1) BH 3 2) H 2 O 2 , NaOH, H 2 O anhydrous PCC B (C 6 H 14 O) X (C 6 H 10 ) 1) (sia) 2 BH 2) H 2 O 2 , NaOH, H 2 O C (C 6 H 12 O) O H O H...
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This note was uploaded on 10/25/2010 for the course CH 310n taught by Professor Iverson during the Summer '08 term at University of Texas.

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