10. For the following, use ONLY reactions we have studied in class. a) Write out 6 completely different reactions of acetophenone (reagent, product). b) Write out 3 preparations of 2-methyl-2-butanola different starting material for each one. You may use preps where you just change the functional group, and/or preps where you have to construct the carbon chain. c) Write out 3 preparations of pentanoic acid, a different starting material for each one. You may use preps where you just change the functiona group, and/or preps where you have to construct the carbon chain.

10. For the following, use ONLY reactions we have studied in class. a) Write out 6 completely different reactions of acetophenone (reagent, product). b) Write out 3 preparations of 2-methyl-2-butanola different starting material for each one. You may use preps where you just change the functional group, and/or preps where you have to construct the carbon chain. c) Write out 3 preparations of pentanoic acid, a different starting material for each one. You may use preps where you just change the functiona group, and/or preps where you have to construct the carbon chain.

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter22: Synthesis Workshop 2

Section: Chapter Questions

Problem 7CTQ

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Several reagents and several organic structures are shown below. Construct a multistep synthetic route from the reactant 2-methyl-1-butene to the product 3-bromo-2-methyl-2-butanol by dragging the appropriate pieces into the bins. Note that each bin will hold only one item, and not every given reagent or structure will be used.
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Construct a three-step synthesis of trans-2-pentene from acetylene by dragging the appropriate formulas into the bins. Note that each bin will hold only one item, and not all of the given reagents or structures will be used. (Me methyl, CHs; Et ethyl, CH3CH2.) Reactant Product Reagent 1 Reagent 2 Step 1 Product Step 2 Product Reagent 3 (acetylene) (trans-2-pentene) Li HBr На Pt 1) NaNH2 2) Me н CH3CH2NH2 H H 1) NaNH2 2) EtBr
Draw the structure(s) of the major product(s) of the following reaction after workup to neutralize acid. You do not have to consider stereochemistry. Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Include the counterion when the product is a quaternary ammonium salt. Draw the counterion in its own sketcher. Separate multiple products using the + sign from the drop-down menu. If no reaction occurs, draw all starting materials.
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