The reaction between isocyanide 1 and ketone 2 occurs only after a base (t-BuOK) is added to a solution of thereactants in ethanol and CH2Cl2. The final product is nitrile 4, which is believed to arise from ethanolysis ofintermediate 3 under the reaction conditions. Draw a plausible reaction mechanism to describe the formationof 4 from 1 and 2.Draw all intermediates and show all electron-pushing. You are not expected to know if your proposedmechanism is the actual mechanism supported by experimental evidence, but it must be reasonable, and theelectron pushing should be correct. Hint: start by deprotonating 1 and forming the first bond, then label andmap the atoms onto the intermediate.TsTs =ONS=ON=C=t-BuO KH--EtOH, CH2Cl223NEC

Given reaction is Van Leusen reaction:Conversion of a ketone into a nitrile with one additional…

Draw all intermediates and show all electron-pushing. You are not expected to know if your proposed mechanism is the actual mechanism supported by experimental evidence, but it must be reasonable, and the electron pushing should be correct. Hint: start by deprotonating 1 and forming the first bond, then label and map the atoms onto the intermediate.

Draw all intermediates and show all electron-pushing. You are not expected to know if your proposed mechanism is the actual mechanism supported by experimental evidence, but it must be reasonable, and the electron pushing should be correct. Hint: start by deprotonating 1 and forming the first bond, then label and map the atoms onto the intermediate.

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

See similar textbooks

Similar questions

Draw the major organic product(s) of the following reaction. Br Show Hint + excess NH3 You do not have to consider stereochemistry. • If no reaction occurs, draw the organic starting material. • When SN1 & E1 pathways compete, show both the substitution and the elimination products. • Separate multiple products using the + sign from the drop-down menu. • Do not include counter-ions, e.g., Na*, I, in your answer. ? H₂O ChemDoodleⓇ > Pr
#10
None
This question has multiple parts. Work all the parts to get the most points. Consider the following reaction. Propose a mechanism for this reaction. a Step 1 of 3: Add a proton. MeOH Draw the major organic product. Only show specific types of hydrogen atoms: H₂SO4 • Hydrogen atoms not attached to carbon atoms. • Hydrogen atoms involved in the mechanism. 63 Apply formal charges where appropriate. Assign lone pairs and radical electrons where appropriate. == starting points == X OMe Draw the appropriate electron-flow arrows. Omit + signs between structures. If needed, use the "starting points" menu to revert to the original molecule(s) shown. H 1+ H-O ChemDoodle bStep 2 of 3: Make a bond between a nucleophile and an electrophile.
Question: Draw a mechanism for the following reaction:
Draw both resonance structures of the most stable carbocation intermediate in the reaction shown.
Draw the major substitution products you would expect for the reaction shown below. If substitution would not occur at a significant rate under these conditions, check the box underneath the drawing area instead. Be sure you use wedge and dash bonds where necessary, for example to distinguish between major products. Note for advanced students: you can assume that the reaction mixture is heated mildly, somewhat above room temperature, but strong heat or reflux is not used. Br O Substitution will not occur at a significant rate. : CN + X Click and drag to start drawing a structure.
Now let's try another reaction Given the reaction below, draw out the reaction mechanism (using Lewis structures and curved arrows). CH3Br + OH --> CH3OH + Br¯ Which bonds are being broken and which are being formed? Use the editor to format your answer
b) For the following three reactions, circle the one (circle the letter A, B or C) that would go the fastest, and place a cross through the slowest. Use mechanism to explain your answer. A HSO3 H₂ H conc H2SO4 C SO3H B H2 H2 SO3H 0 S". H2 H C
Substitution and elimination: predict the product Maximum allowed tries per question: Unlimited (3) Draw the major organic product of the reaction. Follow this procedure: determine whether the reaction conditions are acidic or basic; identify the most nucleophilic/basic atom, the electrophilic atom, and the leaving group; predict whether elimination or substitution will occur; and then draw the product. Indicate the stereochemistry at every stereocenter with a single wedged (up), hashed (down), or wavy (a mixture of up and down; either) bond. Launch MarvinJSTM viewer or click image to copy source H₁₂C CH3 EtOH Br
4. The following reaction results in the formation of not one, not two, but six(!) different compounds. In short, it is a tragic mess, but a good one for us to study. Propose a mechanism for the formation of each product. HINT: think about different possible resonance forms of the reactive intermediate, and recall that stereoisomers are different compounds. Br. Ph H₂O 6 products
None