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Question 2 Compound A, CSH10, is reacted with Br2 in H2O. The product is then reacted with acetylide anion, C2H, followed by Lindlar's catalyst. The resulting alkene is reacted with BH3 followed by NaOH and hydrogen peroxide and finally Jones reagent to give final Compound B, CH1403. Using the provided spectral data, draw the structure of B and label all provided spectral data. You may show the intermediate products for partial credit.

Question 2 Compound A, CSH10, is reacted with Br2 in H2O. The product is then reacted with acetylide anion, C2H, followed by Lindlar's catalyst. The resulting alkene is reacted with BH3 followed by NaOH and hydrogen peroxide and finally Jones reagent to give final Compound B, CH1403. Using the provided spectral data, draw the structure of B and label all provided spectral data. You may show the intermediate products for partial credit.

Chemistry
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Question 2 Compound A, CSH10, is reacted with Br2 in H20. The product is then reacted with acetylide anion, C2H, followed by Lindlar's catalyst. The resulting alkene is reacted with BH3 followed by NaOH and hydrogen peroxide and finally Jones reagent to give final Compound B, C,H14O3. Using the provided spectral data, draw the structure of B and label all provided spectral data. You may show the intermediate products for partial credit. NOTE: Ignore the side reaction that occurs in step 2. You don't know the reaction that would prevent it so I didn't include it. 1. Br2/H20 2. C7H14O3 3. Lindlar's cat. 4. BH3 5.H2O2, NaOH 6. Jones reagent CSH10 Compound A Compound B IR (cm-1): 2745 & 1679 13CNMR (ppm, splitting): 132, s; 119, d; 26, q; 17, q; 13, q 1HNMR (ppm): 5.19, 1H, q; 1.64, 6H, s; 1.56, 3H, d IR (cm 1): 3200 (broad), 1712 (strong) 13CNMR (ppm, DEPT): 179/none; 77/none; 42/same; 35/invert; 27/same; 8/same HNMR (ppm): 11.8, 1H, s (exchanges w/ D2O); 4.5, 1H, s (exchanges with D20); 2.1, 2H, d; 1.7, 1H, sextet; 1.2, 6H, s; 0.9, 3H, d
Transcribed Image Text:Question 2 Compound A, CSH10, is reacted with Br2 in H20. The product is then reacted with acetylide anion, C2H, followed by Lindlar's catalyst. The resulting alkene is reacted with BH3 followed by NaOH and hydrogen peroxide and finally Jones reagent to give final Compound B, C,H14O3. Using the provided spectral data, draw the structure of B and label all provided spectral data. You may show the intermediate products for partial credit. NOTE: Ignore the side reaction that occurs in step 2. You don't know the reaction that would prevent it so I didn't include it. 1. Br2/H20 2. C7H14O3 3. Lindlar's cat. 4. BH3 5.H2O2, NaOH 6. Jones reagent CSH10 Compound A Compound B IR (cm-1): 2745 & 1679 13CNMR (ppm, splitting): 132, s; 119, d; 26, q; 17, q; 13, q 1HNMR (ppm): 5.19, 1H, q; 1.64, 6H, s; 1.56, 3H, d IR (cm 1): 3200 (broad), 1712 (strong) 13CNMR (ppm, DEPT): 179/none; 77/none; 42/same; 35/invert; 27/same; 8/same HNMR (ppm): 11.8, 1H, s (exchanges w/ D2O); 4.5, 1H, s (exchanges with D20); 2.1, 2H, d; 1.7, 1H, sextet; 1.2, 6H, s; 0.9, 3H, d
IR (cm-1): 3200 (broad)- OHstretch 1712 (strong)-CEogtretch 13CNMR (ppm, DEPT): 179/none e 77/nonea 42/same 35/invertC 27/same a to 8/sameca 1HNMR (ppm): 11.8, 1H, s (exchanges w/ D20) 4.5, 1H, s (exchanges with D20) q p" 2.1, 2H, de 1.7, 1H, sextgt b 1.2, 6H, sC 0.9, 3H, dC 0:
Transcribed Image Text:IR (cm-1): 3200 (broad)- OHstretch 1712 (strong)-CEogtretch 13CNMR (ppm, DEPT): 179/none e 77/nonea 42/same 35/invertC 27/same a to 8/sameca 1HNMR (ppm): 11.8, 1H, s (exchanges w/ D20) 4.5, 1H, s (exchanges with D20) q p" 2.1, 2H, de 1.7, 1H, sextgt b 1.2, 6H, sC 0.9, 3H, dC 0:
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