(a)
To determine: The synthesis of the given compound from
Interpretation: The synthesis of the given compound from alkyl halides, vinyl halides and aryl halides containing not more than six carbon atoms is to be shown.
Concept introduction: Alkyl halide reacts with metals like sodium, magnesium in the presence of ether to give
Ether is used as solvent in many reactions.
(b)
To determine: The synthesis of the given compound from alkyl halides, vinyl halides and aryl halides containing not more than six carbon atoms.
Interpretation: The synthesis of the given compound from alkyl halides, vinyl halides and aryl halides containing not more than six carbon atoms is to be shown.
Concept introduction: Lithium dialkylcuprate is a reagent which is formed when two equivalents of the corresponding organolithium reagents react with cuprous iodide. It is also known as Gilman reagent.
(c)
To determine: The synthesis of the given compound from alkyl halides, vinyl halides and aryl halides containing not more than six carbon atoms.
Interpretation: The synthesis of the given compound from alkyl halides, vinyl halides and aryl halides containing not more than six carbon atoms is to be shown.
Concept introduction: Lithium dialkylcuprate is a reagent which is formed when two equivalents of the corresponding organolithium reagents react with cuprous iodide. It is also known as Gilman reagent.
(d)
To determine: The synthesis of the given compound from alkyl halides, vinyl halides and aryl halides containing not more than six carbon atoms.
Interpretation: The synthesis of the given compound from alkyl halides, vinyl halides and aryl halides containing not more than six carbon atoms is to be shown.
Concept introduction: Lithium dialkylcuprate is a reagent which is formed when two equivalents of the corresponding organolithium reagents react with cuprous iodide. It is also known as Gilman reagent.
Want to see the full answer?
Check out a sample textbook solution
Chapter 10 Solutions
Organic Chemistry (9th Edition)
- A haloalkane reacts with a strong base to yield only one alkene product. Select the possible structures that can give this result from Figure 9. * A B C Darrow_forwardIn each case, show how you would synthesize the chloride, bromide, and iodide from the corresponding alcohol. (a) 1-halobutane (halo = chloro, bromo, iodo) (b) halocyclopentane (c) 1-halo-1-methylcyclohexane (d) 1-halo-2-methylcyclohexanearrow_forwardA lab technician planned to synthesize 2-bromopentane using 2-pentanol, heat, and HBr. However, the labtechnician did not have HBr in the lab. What other reagent(s) can the technician use to synthesize 2-bromopentane using 2-pentanol as the starting material?arrow_forward
- Functional groups such as alkynes react the same in complex molecules as they do in simpler structures. The following example of alkyne reaction were taken from syntheses carried out in the research group of E. J. Corey at Harvard University. You can assume that the reactions listed involve only the alkyne, not any of the functional groups present in the molecules. Draw the expected products for the following reaction .arrow_forwardFind the product formed by writing down the mechanism of the reaction.arrow_forwardPhineas 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.arrow_forward
- What isomers do you expect to be in the product of this reaction? Explain your answer.arrow_forward1-bromo-1-methylcyclopentane is being reacted with sodium ethoxide in diethyl ether Ethoxide will remove a proton from one of the carbons alpha to the carbon bonded to bromine. The electron pair from the carbon-hydrogen bond will move toward the 1 carbon to form a new pi bond. This will push off the bromine, which will leave with its electron pair to form a bromide leaving group. This will form the product 1-methylcyclopentene and sodium bromide as byproduct. So, is this reaction following an E1 or E2 mechanism? Write out the rate law for this reaction. Draw a reaction coordinate diagram for this reaction.arrow_forwardPlease propose a synthesis of the target molecule using as many steps or reagents and answer these questions. 1. Why use chemoselectivity as the functional group and not another? 2. Why regioselectivity? 3. Why stereoselectivity? 4. What are the changes in the oxidation state?arrow_forward
- H8. Organic chemistry Text answers and (descriptive structures and / or reaction mechanisms). Explain the chemistry of the carbonyl group (direct addition of nucleophiles and addition with elimination)arrow_forwardWhat is going on in this reaction and why is the 2,3‐dimethylbut‐2‐ene the major product? Thank you!arrow_forwarda.) What was the product of the first step (reaction involving HCl)? b.)What was the product of the second step (reaction involving NaOH)? If something else formed as the product of the first reaction, use that alternative structure as the reactant for this second reaction. c.)How would you change the reaction conditions (either step 1 or step 2) to ensure you obtained the planned final product as the major product.arrow_forward
Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
