(S)-1-Bromo-1,2-diphenylethane reacts with the strong base CH3CH2ONA to produce the cis- stilbene and trans-stilbene as shown below: trans-Seilbene (major products cis-Stilbone (a) The reaction is stereoselective, and the major product is trans-stilbene. Explain why the trans-stilbene is the major isomer using Newman projections looking down the C1-C2 bond, that lead to formation of each product and compare their ground state conformation stability. (b) When (R)-1-Bromo-1,2-diphenylethane reacts with CH3CH2ONA the stereochemical outcome does not change, i.e., trans-stilbene is still the major product. Explain.

(S)-1-Bromo-1,2-diphenylethane reacts with the strong base CH3CH2ONA to produce the cis- stilbene and trans-stilbene as shown below: trans-Seilbene (major products cis-Stilbone (a) The reaction is stereoselective, and the major product is trans-stilbene. Explain why the trans-stilbene is the major isomer using Newman projections looking down the C1-C2 bond, that lead to formation of each product and compare their ground state conformation stability. (b) When (R)-1-Bromo-1,2-diphenylethane reacts with CH3CH2ONA the stereochemical outcome does not change, i.e., trans-stilbene is still the major product. Explain.

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

Consider the acyclic isomer pentane pictured below, informally named isopentane. Using your knowledge of conformational energy differences, match the correct description to the appropriate Newman projection. Ме -V Has the least storic repulsion / steric strain. -V Has the most torsional and steric strain overall Me - VHas two methyl-methyl gauche interactions - V Has only methyl-hydrogen eclipsed interactions H Me В. Me Me Me Me C. Me. Me H. H H Me Me Me H HI
Please help me name each alkene and specify its configuration using the E,Z system.
Complete the structure to show the most stable conformation of 1-tert-butyl-1-methylcyclohexane by adding a tert-butyl and a methyl group. Use the highlighted carbon as C-1 in the given chair conformation of cyclohexane. Be sure to use the guide points when adding substituents. ㅁ, :0
Please don't provide handwritten solution....
Please answer very soon will give rating surely
Which Newman projection represents the product of the reaction shown?
Draw the Newman projection of 3-ethyl-2,4-dimethylhexane looking through C3-C4 bond and perform a full conformation alanalysis by rotating along the C2-C3 bond. Make sure to clearly identify the structure of all minima (on the xaxis) and their relative Energies (on they axis).
Give correct detailed Solution with explanation needed...don't give Handwritten answer
Using Newman projections, draw each of the following molecules it most stable staggered, least stable staggered, least stable eclipse and most stable eclipse conformations with respect to the bond indicated: (b) 4-isoproply-2,4,5-trimethylheptane, C4-C5(c) 6-isopropyl-2,5-dimethylnonane, C5-C6 please answer B and C
2. Rank the following carbocations in order of decreasing stability. CH3CH₂ H₂C=C-CH₂ CH3CH₂ (B) (A) -CH₂ (CH3)2CH (D) O (CH3)3C (E) CH3 (F)
For each section, circle the mechanism from the two options given and draw the main organic product resulting from that mechanism. Indicate the stereochemistry and if two configurational isomers form, draw both.
1-Chloro-1,2-diphenylethane can undergo E2 elimination to give either cis- or trans-1,2-diphenylethylene (stilbene). Draw Newman projections of the reactive conformations leading to both possible products, and suggest a rea- son why the trans alkene is the major product. 1) -CHCH2- "OCH3 -CH=CH- 1-Chloro-1,2-diphenylethane trans-1,2-Diphenylethylene 2) 1 Predict the major alkene product of the following E1 reaction: HOAC CH3CHCBr ? Heat ČH;CH3