Predict the product of the following transformation. A ora t-Bu Me B t-Bu 1. 2. t-BUCI, AICI3 Me 3. RaNi, H₂, EtOH SH HS p-TSOH (cat.) PhH, reflux Me D O t-Bu Axir C S S t-Bu Me Me O E t-Bu Me
Predict the product of the following transformation. A ora t-Bu Me B t-Bu 1. 2. t-BUCI, AICI3 Me 3. RaNi, H₂, EtOH SH HS p-TSOH (cat.) PhH, reflux Me D O t-Bu Axir C S S t-Bu Me Me O E t-Bu Me
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...
Related questions
Question

Transcribed Image Text:## Question 3
**Predict the product of the following transformation.**
### Reaction Steps:
1. Reagents: HS(CH2)2SH, p-TsOH (catalytic), PhH, reflux
2. Reagents: t-BuCl, AlCl3
3. Reagents: RaNi, H2, EtOH
### Options:
- **A**
- **B**
- **C**
- **D**
- **E**
### Description of Structures:
- **A**: A compound with a tert-butyl group attached to a phenyl ring and a methyl group on a cyclohexane.
- **B**: Similar to A, but with different orientations of substituents.
- **C**: Contains a sulfur bridge between two phenyl rings and a tert-butyl group.
- **D**: Features a carbonyl group adjacent to a tert-butyl group on a phenyl ring.
- **E**: Similar to D with a cyclohexane structure.
**Correct Answer:** 1. A

Transcribed Image Text:**Question 3**
**Predict the product of the following transformation.**
The starting material is an aromatic ketone with additional phenyl and methyl groups. The transformation involves three steps:
1. Reagents: HS(CH2)3SH, p-TsOH (cat.), PhH, reflux
2. Reagents: t-BuCl, AlCl3
3. Reagents: RaNi, H2, EtOH
The objective is to determine which compound (A, B, C, D, or E) is the final product of the reaction sequence.
**Options:**
- **A**: Contains a phenyl group attached to a tert-butyl group and a methyl group.
- **B**: Similar to A but with a different aromatic substitution pattern.
- **C**: Features a thioether linkage (S-S) and a tert-butyl group.
- **D**: Contains a ketone functional group, a tert-butyl group, and a methyl group.
- **E**: Similar to D but with a cycloalkyl group instead of a direct aromatic substitution.
**Choices:**
1. A
2. B
3. C
4. D
5. E
The student needs to choose the correct option that represents the final product after applying the given reagents on the starting compound.
Expert Solution

Step 1
The conversion involves
1) protection of keto functional group
2) Friedel-craft alkylation
3) deprotection and reduction with RaNi/H2
Step by step
Solved in 2 steps with 1 images

Knowledge Booster
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Recommended textbooks for you

Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning

Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education

Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning

Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning

Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education

Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning

Organic Chemistry
Chemistry
ISBN:
9780078021558
Author:
Janice Gorzynski Smith Dr.
Publisher:
McGraw-Hill Education

Chemistry: Principles and Reactions
Chemistry
ISBN:
9781305079373
Author:
William L. Masterton, Cecile N. Hurley
Publisher:
Cengage Learning

Elementary Principles of Chemical Processes, Bind…
Chemistry
ISBN:
9781118431221
Author:
Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:
WILEY