Draw structural formulas for all alkenes that could be used to prepare the alcohol shown below by oxymercucationCHCH,CHCH,CHCH,CH,CHCH,CH3OH1. Hg(OAc)2, H2O2. NABH,• You do not have to consider stereochemistry.Include only alkenes that will give the alcohol as the single major product.Separate structures with + signs from the drop-down menu

The alkene that could be used to prepare the given alcohol by oxymercuration is given below.

Answered: Draw structural formulas for all…

Macroscale and Microscale Organic Experiments

7th Edition

ISBN:9781305577190

Author:Kenneth L. Williamson, Katherine M. Masters

Publisher:Kenneth L. Williamson, Katherine M. Masters

Chapter39: The Wittig And Wittig-horner Reactions

Section: Chapter Questions

Problem 4Q

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Read these directions carefully. For the reaction of 3-methyl-1-propene with Cl2 and H2O shown below, fill in the details of the mechanism. Draw the appropriate chemical structures and use an arrow to show how pairs of electrons are moved to make and break bonds during the reaction. Be sure to write all lone pairs of electrons and all formal charges. Finally, in the boxes provided by the arrows, write which kind of mechanistic element is being indicated, such as "make a bond", "add a proton", etc.
Draw structure of a tertiary alcohol, give its correct name and the show the REACTION MECHANISM for the formation of an alkyl halide from this alcohol. (7) HINT: - The reaction is SN1, it takes place through 3 STEPS and TWO carbocations forms as intermediates. - The reaction was carried in the presence of an acid and in the presence of halide ions, and not at elevated temperature. - Halide ions are good nucleophiles (they are much stronger nucleophiles than water), and since halide ions are present in high concentration, most of the carbocations react with an electron pair of a halide ion to form a more stable species, the alkyl halide product. - OH group is a poor leaving group, thus the alcohol gets protonated first.
Chlorination of 2-butanone yields two isomeric products, each having the molecular formula C4H7ClO. (a) What are these two compounds? (b) Write structural formulas for the enol intermediates that lead to each of these compounds. (c) Using curved arrows, show the flow of electrons in the reaction of each of the enols with Cl2.
The addition of an alcohol to an acid chloride is an example of alcoholysis (alcohol addition with bond breakage). Consider the alcoholysis reaction below and answer the questions that follow. 1. Show the tetrahedral intermediate that is formed after the nucleophilic addition of the alcohol to the acid chloride. Be sure to include all lone pair electrons and formal charges on your intermediate structure. 2. Show the final product of this alcoholysis reaction that forms after the intermediate you made in Part 1. Do not include inorganic or charged products in your answer. Be sure to include all lone pair electrons and formal charges.
Phineas and Ferbs, two brothers who enjoy vacations, doing fun things every summer. This summer the brothers and their friends carry out an organic synthesis with an unknown compound (L1) that contains 52% Carbon, 6% Hydrogen and 42% bromine, this compound (L1) is treated with magnesium in ether to obtain L2 , which reacts violently with D2O for 1-methyl cyclohexene with a deuterium atom in the methyl group (L3). The L2 reaction is treated with acetone followed by hydrolysis to give L4. Heating L4 with concentrated sulfuric acid gives L5, which decolors the bromine, obtaining L6. L5 undergoes hydrogenation with excess hydrogen and platinum as a catalyst giving rise to isobutyl cyclohexane. Determine the structures of compounds L1 through L6.
Drawing on what you know about the stereochemistry of alkene addition reactions, a. write the mechanism for the reaction of 2-butyne with one equivalent of Br2. A. predict the configuration of the product of the reaction.
Rearrangements can occur during the dehydration of 1° alcohols even though no 1° carbocation is formed—that is, a 1,2-shift occurs as the C— OH2+ bond is broken, forming a more stable 2° or 3° carbocation, as shown in Equation [1]. Using this information, draw a stepwise mechanism for the reaction shown in Equation [2]. We will see another example of this type of rearrangement in Section 16.5C.
Using chair conformational structures, show the SN2 reaction that would take place when cis-1-chloro-3-tert-butylcyclohexane reacts with iodide ion. (Show the most stable conformation of the reactant and the product.)
Draw every stereoisomer for 1‑bromo‑2‑chloro‑1,2‑difluorocyclopentane. Use wedge‑and‑dash bonds for the substituent groups, and be sure that they are drawn on the outside of the ring, adjacent to each other. Clearly show stereochemistry by drawing the wedge‑and‑dashed bonds like the example. You should replace the X with the appropriate halide.
You are required to synthesize 2-bromopentane from the reaction between an alkene with HBr. Which alkene, 1-pentene or 2-pentene, should you react with HBr in order to get 2-bromopentane? Give an explanation.
Show the wurtz reaction of 1-fluoro-2-methylpropane and name the products
In each case below select the synthetic procedure/s that could be used to carry out the transformation, giving the alcohol shown as the single major product.The procedures are:Hydroboration/oxidation: alkene + BH3; then H2O2, -OH.Oxymercuration: alkene + Hg(OAc)2, H2O; then NaBH4

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