Consider the reaction:
a. Write the equilibrium expression.
b. What is the numerical value of
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- Nonearrow_forward9.26 Explain in detail how you would distinguish between the following sets of compounds using the indicated method of spectroscopy. 1H NMR 13 C and 1H NMR 13C NMRarrow_forward9.21 How many 13C NMR signals would you predict for each of the compounds shown in Problem 9.20? OH Br OHarrow_forward
- Which of the following would be the expected major product and why? HCI CI II CI Product I because of resonance stabilization of the carbocation intermediate Product II because of resonance stabilization of the carbocation intermediate Product I because of inductive stabilization of the carbocation intermediate Product II because of inductive stabilization of the carbocation intermediatearrow_forwardNonearrow_forward9.20 How many ¹H NMR signals (not peaks) would you predict for each of the following compounds? (Consider all protons that would be chemical shift nonequivalent.) OH Br OHarrow_forward
- 9.22 Propose a structure for an alcohol with molecular formula C5H12O that has the 1H NMR spectrum given in Figurearrow_forwardFor each set of carbonyl additions, circle the carbonyl addition that occurs at the faster rate (assuming everything is the same except that the reagent/substrate differs - i.e., same temperature, and ratios/concentrations of reagent and substrate). Electrostatic attraction has a greater impact on the relative rates than steric hindrance. (a) CH3OH HO OCH3 H H CH3 i CH₂OH HO OCH 3 H F3C CH3 (b) F3C NaOCH3 HO OCH3 H3C CH3 H3C CH3 CH3OH HO OCH3 H3C CH3 H3C CH3 (c) NaSCH3 OSCH 3 H3C CH3 H3C CH3 NaOCH3 O OCH 3 H3C CH3 H3C CH3arrow_forward9.34. Assign the chemical shifts and splitting patterns to specific aspects of the structure you propose. C5H12O 1H 2H 2 6H ille H(ppm) 1 3H и 0arrow_forward
- HO (c) (1 pt) Both of the following are hydride donors. Circle the harder nucleophile of -P-Cu-H Н H-AI-H HINIH Н (d) (4 pts) The following reaction involves two steps. Draw the anionic intermediate that forms after sodium hydride reacts and the final organic product. Hints: what type of nucleophile is NaH and where does that mean it will react? Also, the second step is not a proton transfer. What's the most likely reaction for that intermediate to undergo? NaH anionic intermediate final productarrow_forwardPredict the product(s) for the reaction shown. O excess HBr heatarrow_forwardPlease help graph these plotts belowarrow_forward
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