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-3 http://www.saplinglearning.com/ibiscms/mod/ibis/vi C M- Wayne State College CH 3 x c Chegg X Exchange online store eCampus a amazon.com Attempts Score TAT9TZUTSTT:55 PM VA 63.6TTOO 4/8TZUT5 OT U6 PM Gradebook Assignment Information Print Calculator Periodic Table Available From: 3/29/2015 01:55 PM 20 of 29 4/9/2015 11:55 PM Due Date: Map 93 Points Possible: 000 ORGANIC CHEMISTRY Grade Category: Graded 17 00 Complete the mechanism for the formation of the major species at equilibrium for the reaction of butanal in methanol solvent and catalytic aqueous acid. Make sure to include any missing atoms, bonds, charges, Description: nonbonding electrons, and curved arrows. Then classify the final product below. 00 Policies: Homework 19 You can check your answers n view solutions when you complete o up on any question 00 You can keep trying to answer each question until .loading modul it righ You lose 5% of the points available to each answer in your question for each incorrect attempt at that 24 75 O Help With This Top 00 Web Help & Videos 00 27 98 O Technical Support and Bug Reports Previous Give Up & View Solution Check Answer Next SExit 29 Copyright 20 2015 Sapling Le ntact cy policy 3:59 O M 4/8/2015

Explanation / Answer

The Final product will be Hemiacetal. It is a reaction between a carbonyl compounds with an alcohol in presence of Acid.

Step 1- In presence of Acid the electromeric shift in butanal will be from carbon to oxygen which led to the formation of product shown in right hand side of first image.

Step 2- After this the Methyl alcohol being a nucleophile attack ob electron deficient site of carbonyl caron to form the hemiacetal product.

Important Points:

In presence of Acid catalyst the shifting in carbonyl group shall add the proton on oxygen then led the electron deficient carbon to be attacked by alcohol in order to form hemiacetal.

* if methyl alcohol is taken in excess then acetal formation will follow and we will get stable acetal from the same reactants.

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