Reaction 2:(d)Consider the following reaction that proceeds via a concerted mechanism. Add arrowsto indicate the movement of electrons.OCH3OCH3(e)The electrophile in the reaction in part (d) is ethylene (H2CCH2). Circle the orbital of theelectrophile that must overlap with the nucleophile orbital in this reaction.(f)nonbonding lone pairOC-COC-0OC-HTC-Cnonbonding pσ*C-Cσ*C-0σ*C-Hπ*C-CIn going from reactants to products in the reaction in part (d), does entropy increase,decrease, or stay about the same?

Step 1:Answer (d) -Step 2: Answer (e) - Orbital Overlap for the ElectrophileThe electrophile in part…

Answered: Reaction 2: (d) Consider the following…

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter8: Addition Via Carbocation

Section: Chapter Questions

Problem 8E

See similar textbooks

Question

Reaction 2:
(d)
Consider the following reaction that proceeds via a concerted mechanism. Add arrows
to indicate the movement of electrons.
OCH3
OCH3
(e)
The electrophile in the reaction in part (d) is ethylene (H2CCH2). Circle the orbital of the
electrophile that must overlap with the nucleophile orbital in this reaction.
(f)
nonbonding lone pair
OC-C
OC-0
OC-H
TC-C
nonbonding p
σ*C-C
σ*C-0
σ*C-H
π*C-C
In going from reactants to products in the reaction in part (d), does entropy increase,
decrease, or stay about the same?

Expert Solution

Step by step

Solved in 2 steps with 1 images

SEE SOLUTION Check out a sample Q&A here

Similar questions

5. Each of the following may participate in an elimination reaction, under the proper conditions. (a) Circle the alpha (a) carbon. (b) Circle the beta (B) carbon(s). (c) Draw the alkene product(s) that may form, with the new double bond between the a and B positions. (d) If more than one alkene product is possible, circle the most stable (Zaitsev) product. X tx + 3
4. The given mechanism tracks the transformation of a primary hydroxyl FG into an aldehyde carbonyl using the Swern oxidation ([0]) conditions. Examine the details of the mechanism, paying close attention to the lack of lone pairs, and then respond to the following questions. Note that "reaction arrow" refers to the arrows that separate the reaction steps. (a) Draw a box around the pE2 step (reaction arrow) of the mechanism. (b) Draw a star on any addition (Ad) step (reaction arrow) of the mechanism. (c) Draw a circle around any elimination (E) step (reaction arrow) of the mechanism. (d) When the Swern conditions are characterized as NOT over-oxidizing primary hydroxyl FGs into carboxyl FGs, to what step in the mechanism does this refer? (e) What is the leaving group for the pE2 step in this mechanism? What criteria is used to judge what makes this FG a good leaving group? H3C S=0 H3C H3C → OS- H3C CO2 CO CIO CH2 H3C H3C CH3 H3C H3C H3C CH3 H. H3C O CH3 H3C H NET3 H3C H3C H3C R R NET3
Each of the following may participate in an elimination reaction, under the proper conditions. (a) Circle the alpha (a) carbon. (b) Circle the beta (B) carbon(s). (c) Draw the alkene product(s) that may form, with the new double bond between the a and ß positions. (d) If more than one alkene product is possible, circle the most stable (Zaitsev) product. A В J C K E F G 33-0
Draw the curved arrows and the product for each of the following nucleophilic addition steps. (a) (b) + CH,OK ? + CH3LI (c) MgBr (d) ? + NABH4 ? (e) (f) O → ? ? + N2OH +
Explain the formation of given product during this reaction with mechanism.
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.
Acyl transfer (nucleophilic substitution at carbonyl) reactions proceed in two stages via a "tetrahedral intermediate." Draw the tetrahedral intermediate as it is first formed in the following reaction. H3C HCI / H2O `NH2 reflux • You do not have to consider stereochemistry. • Include all valence lone pairs in your answer. • Do not include counter-ions, e.g., Na", I, in your answer. • In cases where there is more than one answer, just draw one. opy aste Previous Next
Can you answer both please, thank you!
b) Explain in detail what characteristics of the alkyl halide influence whether a mechanism will be SN1 or SN2. c) Explain in detail what characteristics of a nucleophile influence whether a reaction will be SN1 or SN2.
(b) Consider the reaction of 1-bromobutane with a large excess of ammonia (NH3). Draw the reactants, the transition state, andthe products. Note that the initial product is the salt of an amine (RNH3+ Br - ), which is deprotonated by the excess ammonia to give the amine.
Draw the reactants and complete the mechanism by drawing in the appropriate electron-flow arrows (including stereochemistry) for the following Sy2 reaction of an alkyl bromide. Represent the nucleophile as an ion. Draw all missing reactants and/or products in the appropriate boxes by placing atoms on the grid and connecting them with bonds, including charges where needed. Indicate the mechanism by drawing the electron-flow arrows on the molecules. Arrows should start on an atom or a bond and should end on an atom, bond, or where a new bond should be created. • View Available Hint(s) + CH N H. S CH H,C C-ÖH CI HC Br HC F [1] A
10) Consider the following alkene hydration reaction. он H2SO, H20 Given that the reaction is endergonic by 10 kcal/mol, complete the following. (a) Draw the intermediate(s) formed in the mechanistic pathway to the major product in the indicated space below. If there are multiple intermediates label them 1, 2, 3, 4, etc. (b) Sketch a reaction-energy profile for this reaction and clearly label staring material, product, intermediate(s), transition state(s), AG" and AG (of the rate determining step) on your plot. Progress of the reaction Draw and Label Intermediate(s) Below: Potential energy

SEE MORE QUESTIONS

Recommended textbooks for you

Organic Chemistry: A Guided Inquiry

Chemistry

ISBN:

9780618974122

Author:

Andrei Straumanis

Publisher:

Cengage Learning

Organic Chemistry: A Guided Inquiry

Chemistry

ISBN:

9780618974122

Author:

Andrei Straumanis

Publisher:

Cengage Learning

SEE MORE TEXTBOOKS