6. For the following synthesis schemes, fill in the missing molecules. Note, you do not understand all of this chemistry yet, but soon you will and then you will be responsible for the entire sequence of synthetic reactions! Even if you have not seen all the chemistry, please take a moment to see what kind of transformations are occuring in each step of the synthesis. ► B) Cl₂ hv | Cl₂ ? NaOEt (E2) 2 NaNH, Br₂ / H₂O H₂ Lindlar's catalyst

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...
icon
Related questions
icon
Concept explainers
Question

For the following synthesis schemes, fill in the missing molecules. Note, you do not understand all of this chemistry yet, but soon you will and then you will be responsible for the entire sequence of synthetic reactions! Even if you have not seen all the chemistry, please take a moment to see what kind of transformations are occuring in each step of the synthesis.

6. For the following synthesis schemes, fill in the missing molecules. Note, you do not understand all of this chemistry yet, but soon you will and then you will be responsible for the entire sequence of synthetic reactions! Even if you have not seen all the chemistry, please take a moment to see what kind of transformations are occurring in each step of the synthesis.

**Scheme A:**
1. The starting molecule is a cyclohexane with an ethyl side chain. A transformation occurs, labeled with "?", leading to an unspecified product.
2. The cyclohexane undergoes chlorination with Cl₂ and light (hv) to form a chlorocyclohexane.
3. This chlorocyclohexane is treated with sodium ethoxide (NaOEt) in an elimination reaction (E2), resulting in a cyclohexene with a substituted ethyl side chain.
4. The cyclohexene with a substituted ethyl side chain reacts with Br₂ and H₂O to form a bromohydrin, with the bromine and hydroxyl groups added across the double bond.

**Scheme B:**
1. The starting molecule is a terminal alkene with a branched methyl group. A transformation, labeled with "?", yields an unspecified product.
2. This alkene is halogenated with Cl₂ to give a vicinal dihalide.
3. The vicinal dihalide is treated with two equivalents of sodium amide (NaNH₂) to form a terminal alkyne.
4. The terminal alkyne is then partially hydrogenated using H₂ with Lindlar’s catalyst to form a cis-alkene.

In both schemes, the aim is to identify the missing molecules in the synthesis pathways and understand the transformations taking place.
Transcribed Image Text:6. For the following synthesis schemes, fill in the missing molecules. Note, you do not understand all of this chemistry yet, but soon you will and then you will be responsible for the entire sequence of synthetic reactions! Even if you have not seen all the chemistry, please take a moment to see what kind of transformations are occurring in each step of the synthesis. **Scheme A:** 1. The starting molecule is a cyclohexane with an ethyl side chain. A transformation occurs, labeled with "?", leading to an unspecified product. 2. The cyclohexane undergoes chlorination with Cl₂ and light (hv) to form a chlorocyclohexane. 3. This chlorocyclohexane is treated with sodium ethoxide (NaOEt) in an elimination reaction (E2), resulting in a cyclohexene with a substituted ethyl side chain. 4. The cyclohexene with a substituted ethyl side chain reacts with Br₂ and H₂O to form a bromohydrin, with the bromine and hydroxyl groups added across the double bond. **Scheme B:** 1. The starting molecule is a terminal alkene with a branched methyl group. A transformation, labeled with "?", yields an unspecified product. 2. This alkene is halogenated with Cl₂ to give a vicinal dihalide. 3. The vicinal dihalide is treated with two equivalents of sodium amide (NaNH₂) to form a terminal alkyne. 4. The terminal alkyne is then partially hydrogenated using H₂ with Lindlar’s catalyst to form a cis-alkene. In both schemes, the aim is to identify the missing molecules in the synthesis pathways and understand the transformations taking place.
Expert Solution
Step 1

Chemistry homework question answer, step 1, image 1

trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 2 steps with 2 images

Blurred answer
Knowledge Booster
IR Spectroscopy of Organic Molecules
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.
Similar questions
  • SEE MORE QUESTIONS
Recommended textbooks for you
Chemistry
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
Chemistry
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
Principles of Instrumental Analysis
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9780078021558
Author:
Janice Gorzynski Smith Dr.
Publisher:
McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry: Principles and Reactions
Chemistry
ISBN:
9781305079373
Author:
William L. Masterton, Cecile N. Hurley
Publisher:
Cengage Learning
Elementary Principles of Chemical Processes, Bind…
Elementary Principles of Chemical Processes, Bind…
Chemistry
ISBN:
9781118431221
Author:
Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:
WILEY