Reaction of 2-methylpropene with CH3OH in the presence of H₂SO4 catalyst yields 2-methoxy-2-methylpropane by a mechanism analogous to that of acid-catalyzed alkenehydration.Draw curved arrows to show the movement of electrons in this step of the reaction mechanism.Arrow-pushing Instructions~^XIH+لمH+

Alkene reacts with alcohol in presence of acid to form substitution product.

Reaction of 2-methylpropene with CH3OH in the presence of H₂SO4 catalyst yields 2-methoxy-2-methylpropane by a mechanism analogous to that of acid-catalyzed alkene mydration. Draw curved arrows to show the movement of electrons in this step of the reaction mechanism. Arrow-pushing Instructions NA XT H* H

Reaction of 2-methylpropene with CH3OH in the presence of H₂SO4 catalyst yields 2-methoxy-2-methylpropane by a mechanism analogous to that of acid-catalyzed alkene mydration. Draw curved arrows to show the movement of electrons in this step of the reaction mechanism. Arrow-pushing Instructions NA XT H* H

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter22: Carbonyl Alpha-substitution Reactions

Section22.SE: Something Extra

Problem 26MP: Nonconjugated , -unsaturated ketones, such as 3-cyclohexenone, are in an acid-catalyzed equilibrium...

See similar textbooks

Similar questions

b) Listed below are several hypothetical nucleophilic substitution reactions. None is synthetically useful because the product indicated is not formed at an appreciable rate. In each case provide an explanation for the failure of the reaction to take place as indicated. OMe HO + OMe + OH HO + CH; OH
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.
Nonconjugated , -unsaturated ketones, such as 3-cyclohexenone, are in an acid-catalyzed equilibrium with their conjugated , -unsaturated isomers. Propose a mechanism for this isomerization.
OH H2SO4 H3C-CH-CH2-CH3 H3C-CH=CH-CH3 H20 + Acid-catalyzed dehydration of 2-butanol yields 2-butene as the major product. Draw curved arrows to show the movement of electrons in this step of the reaction mechanism. Arrow-pushing Instructions H H3C-CH-C -CH- CH3 H3C-CH=CH-CH3 H-Ö-H
What alkene is needed to synthesize each 1,2-diol using [1] OsO4 followed by NaHSO3 in H2O; or [2] CH3CO3H followed by −OH in H2O?
H₂SO4 CH3 CH3CH₂C=CH₂ CH3OH CH3CH₂ -OCH3 CH3 Treating 2-methyl-1-butene with methanol in the presence of sulfuric acid gives 2- methoxy-2-methylbutane. Draw curved arrows to show the movement of electrons in this step of the reaction mechanism. Arrow-pushing Instructions H + H-O-CH3 H-O-CH3 AOC XT CH3 CH3 H₂ H3C-C-C=CH₂
Br Brz CH3 CH3 H3C CH2CI2 H3C Br Electrophilic addition of bromine, Br2; to alkenes yields a 1,2-dibromoalkane. The reaction proceeds through a cyclic intermediate known as a bromonium ion. The reaction occurs in an anhydrous solvent such as CH,Cl). In the second step of the reaction, bromide is the nucleophile and attacks at one of the carbons of the bromonium ion to yield the product. Due to steric clashes, the bromide ion always attacks the carbon from the opposite face of the bromonium ion so that a product with anti stereochemistry is formed. Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instructions Br: :Br: .CH3 H3C H3C CH3 Br:
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
How many alkenes could you treat with H2, Pd/C to prepare methylcyclopentane?
Draw the four resonance structures formed during bromination of methoxybenzene, CH3OC6H5, with Br2/FeBr3 to give para-bromomethoxybenzene and then circle the most stable resonance form.
A chemist needs an ether to use as a solvent for a reaction and wants to synthesize it in one step from two of the following available reagents: sodium ethoxide, bromomethane, potassium tert-butoxide, and 2-bromo-2-methylpropane. i) Which combination(s) will give a good yield of an ether? Illustrate, showing the mechanism of the reaction. ii) Illustrate with a mechanism the reaction of one of the combinations that will not yield an ether?
Provide detailed step-wise mechanism for the following reaction. Be sure to show all intermediates, formal charges, and show the movement of electrons with curved arrows. a 4+H₂Q 044 OH