Based on the given conditions, predict the organic product(s) of the following reaction. I highly recommend drawing the mechanism of the reaction before answering. Note:2-propanol is both the nucleophile and the solvent in this reaction.CH3CH3人HO(2-propanol)CI CH3CI CH3CI CH3CH3CH3CH3CH3CH3CH3

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Answered: Based on the given conditions, predict…

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter19: Aldehydes And Ketones: Nucleophilic Addition Reactions

Section19.SE: Something Extra

Problem 28VC

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CH3 གོན་ནི། ཡོན་ Br₂, H₂C CH₂Br H3C CH3 H₂C CH3 Aldehydes and ketones can be halogenated at their a-position by reaction with Cl₂, Br2, or 12, under acidic conditions. Using Br₂ under acidic conditions, an intermediate enol is formed which adds bromine at the a-position. The reaction stops after the addition of one bromine because the electron-withdrawing halogen decreases the basicity of the carbonyl oxygen, making the protonation less favorable. Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instructions :0: :OH н-он H-OH₂ H₂O H₂C. H3C. CH3 CH3 H3C CH3 H3C CH3 Σα
Write a mechanism that accounts for the formation of ethyl isopropyl ether as one of the products in the following reaction. CI OEt HCI EtOH Write the mechanism for step one of this reaction. Show lone pairs and formal charges. Only the acidic hydrogen should be drawn out with a covalent bond. Write the mechanism for step two of this reaction (where the product of step one reacts with the solvent, ethanol). Show lone pairs and formal charges. Only the acidic hydrogen should be drawn out with a covalent bond. Write the mechanism for the last step of this reaction (formation of ethyl isopropyl ether). Show lone pairs and formal charges. Only the acidic hydrogen should be drawn out with a covalent bond. CI will act as the base in this reaction.
#16c. Provide the missing reactants, reagents, or products for the following reaction sequences below.
For each of the transformations given below, draw the structures of the named starting material, products and possible intermediates. State the necessary reagents and conditions in the reaction scheme. More than one step may be required. cyclohexylmethanol ethenylbenzene pent-1-ene 2-methylpentan-3-ol cyclohexanecarbaldehyde acetophenone 2-methylpenta-2-amine propanoic acid + propanone a) b)
Give the major organic product of the following reaction. 1) ВН3/THF 2) NaOH, H2O2 HO OH HO- OH There is no reaction under these conditions or the correct product is not listed here.
Draw a structural formula of the R configuration of the compound shown below. CH₂OH CICH₂CHCHCI₂
Br2, H3O+ གོ་ཤི་ན་ཤི་ H3C CH3 CH3 CH3 Aldehydes and ketones can be halogenated at their a-position by reaction with Cl₂, Br2, or 12, under acidic conditions. Using Br2 under acidic conditions, an intermediate enol is formed which adds bromine at the a-position. The reaction stops after the addition of one bromine because the electron-withdrawing halogen decreases the basicity of the carbonyl oxygen, making the protonation less favorable. Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instructions :OH :OH Br-Br H3C H3C. Br Br CH₂ H₂ H3C CH3 H3C CH3 2b
4. Aldehydes and ketones can be "protected" as acetals and ketals. Complete the following outlined reactions, showing how the protection is accomplished, and what results after deprotection. Br MgBr 1) Br 2) H3O* deprotection here
2) reaction sequences to carry out those transformations. Draw the expected product of each step proposed. Substantial partial credit can be obtained for incomplete or incorrect answers. You may present your solutions on the following blank page if you need the the following reaction transformations, and propose room. H3C CH, H3C CH3 of HN- -NH HO,C Co,H но H,C CH3 CEN OCH3 OCH3
Show how to synthesize the following product as the major product starting with 2,2-dimethylpropane as the starting material. You may use additional reagents and any number of steps. Be sure to list each step with all reactants/reagents/conditions required. (Do not use hydrogenation reactions). Write the process.
Provide the structure(s) of the expected major organic product of the reaction shown. 1) Disiamylborane 2) H₂O₂, NaOH OI O II ||| O IV OV CH3CH₂C(CH3)2C=CH OH OH xx xo IV
8) Show how the following conversions might be accomplished, including all reagents and intermediates. Br Y. OH

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