Draw a complete, step-wise, curved arrow mechanism for each reaction shown below. You don't need to worry about stereochemistry for these problems. It may help if you take the following steps. 1) Find the nucleophile and the electrophile. 2) Determine the major functional group present in the nucleophile and electrophile. 3) Determine the type of reaction this particular nucleophile/electrophile pair is likely to participate in 4) Draw the mechanism that corresponds with this reaction type. a) cat. H2SO4 Cl2 b) HÖ:

Draw a complete, step-wise, curved arrow mechanism for each reaction shown below. You don't need to worry about stereochemistry for these problems. It may help if you take the following steps. 1) Find the nucleophile and the electrophile. 2) Determine the major functional group present in the nucleophile and electrophile. 3) Determine the type of reaction this particular nucleophile/electrophile pair is likely to participate in 4) Draw the mechanism that corresponds with this reaction type. a) cat. H2SO4 Cl2 b) HÖ:

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter14: Elimination

Section: Chapter Questions

Problem 31CTQ

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Consider this nucleophilic substitution reaction. 1. Highlight the electrophilic carbon in red, and highlight the leaving group in blue. Highlight the atom in the nucleophile that will attack the electrophilic center in green. Only atoms need to be highlighted and not the lone pairs or formal charges. 2. Draw the product(s) of the reaction. Include all lone pairs.
Highlight the electrophilic carbon in red, and highlight the leaving group in blue. Highlight the atom in the nucleophile that will attack the electrophilic center in green. Only atoms need to be highlighted and not the lone pairs or formal charges
4. Complete the phrases with one or more of the following terms: SNI, SN2, E1, E2. a) The reaction takes place in two or more steps. b) The reaction goes through a carbocation. c) The rate determining step has two reactants. d) The rate is independent of the concentration of nucleophile or base. e) Zaitsev's rule is often applicable to the products..
What's an appropriate reagents/conditions that goes inside the box (step 2)
Add the missing nucleophile to the substitution reaction in the drawing area below. Note for advanced students: You can assume the correct solvent conditions are used in this reaction.
Curved arrows are used to illustrate the flow of electrons. Using the provided starting and product structures, draw the curved electron-pushing arrows for the first step of this reaction sequence. Be sure to account for all bond-breaking and bond- making steps. I H BH₂ H B H Select to Add Arrows > H Bll H BH₂
For the following reactions, design the experimental conditions that willlead to the suggested major products. Suggest actual reagents, solvents, nucleophile/base, concentration of nucleophile/base and what mechanism it is. Do not just use descriptors.
Draw the products for the addition reactions below in the boxes. Then, draw the FULL electron-pushing mechanism for the reactions, including all intermediates (with formal charges and lone pairs of electrons) and all electron pushing arrows. Label the electrophile and nucleophile in each step.
3) Use the reaction shown below and the associated reaction energy diagram to answer the following questions. E A Но- + Br HO. Br- reaction coordinate a) In the space above, use curved arrows to show the mechanism of the reaction. b) Classify the reaction as either addition, elimination or substitution. c) In this reaction is hydroxide (HO-) acting as a nucleophile or as a base? c) Based on the reaction energy diagram, is the reaction endergonic or exergonic? d) Based on the reaction energy diagram, and assuming the reaction is reversible, would the equilibrium lie to the left or to the right? e) Which position on the reaction energy diagram (A, B or C) corresponds to the transition state?
In order to complete the synthesis shown below, you would need to use [ Select ] as the nucleophile source and [Select] as the solvent. H3C OH H3C Br H3CY CH3 H3C CH3
Consider the SN2 reaction of butyl bromide with OH- ion. CH3CH2CH2CH2B + OH- → CH3CH2CH2CH2OH + Br Assuming no other changes, what effect on the rate would result from simultaneously doubling the concentrations of both butyl bromide and the OH- ion? Draw the curved arrow mechanism for the SN1 reaction of methanol with tert-butyl iodide. Next, draw an Energy vs. Reaction Coordinate diagram for this reaction, labeling all transition states as "TS" and intermediates as appropriate for those drawn in the mechanism above, showing the relative energies on the diagram.
Predict the major organic product of the given reaction. Step 1: Draw curved arrows. Complete the curved-arrow mechanism for the scheme by adding any missing atoms, bonds, charges, nonbonding electrons, and curved arrows. Do not delete any pre-drawn bonds, charges, or lone pairs. If you accidentally delete a vital part of the structure, click the undo button in the lower left. 1. NaOEVEIOH 2. CH₂CH₂CH₂Br 3. dilute NaOH/heat dilute NaOH 4. H₂O* 5. Heat Step 2: Addition of propyl bromide. Complete the structure and draw curved arrows. and heat Step 3: complete the intermediate. Do not draw curved arrows. hydrolyzes the ester. :01 the Step 4: Hydrolysis of the ester and protonation of the carboxylate salt. EXT- ö: Na* 20: 70: 10: H Step 5: The intermediate is heated. Draw curved arrows. H-O-H H -H₂O, Na+ -CH₂CH₂OH 100-150 C