POD04 - 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

Info iconThis preview shows pages 1–2. Sign up to view the full content.

View Full Document Right Arrow Icon
CH s310N/s318N Summer 2008 Last Name: First Name: Dr. Bocknack UTEID: Score: Problem of the Day #04 Deadline : 3:00 p.m., Friday, 7/18/08 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)2BH, followed by H 2 O 2 , NaOH, H 2 O. The IR spectrum of B , and the IR and 1 H NMR spectra of X , are also given on the next page.
Background image of page 1

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon
Background image of page 2
This is the end of the preview. Sign up to access the rest of the document.

Unformatted text preview: 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) 1 H NMR of A 1H dd dd = doublet of doublets 9H singlet IR of A IR of B IR of X 1 H NMR of X 1H singlet 1H dd 1H dd 4000 3000 2000 1500 1000 500 4000 3000 2000 1500 1000 500 4000 3000 2000 1500 1000 500 9H singlet...
View Full Document

This note was uploaded on 09/14/2009 for the course CH 310n taught by Professor Iverson during the Spring '08 term at University of Texas at Austin.

Page1 / 2

POD04 - 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

This preview shows document pages 1 - 2. Sign up to view the full document.

View Full Document Right Arrow Icon
Ask a homework question - tutors are online