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Chem 3361, Organic Chemistry I Exam IV, F24_Kennesaw state university, Dr. Animesh Aditya, Exams of Organic Chemistry

Kennesaw State University (KSU)Organic Chemistry

It's a solved past exam of Chem 3361, Modern Organic Chemistry I Exam IV, Fall 2024, Kennesaw State University, by Dr. Animesh Aditya. It includes topics like reactions and synthesis of alkenes and alkynes.

Typology: Exams

2023/2024

Available from 06/01/2025

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CHEM 3361/02 EXAM IV Fall 2024 TOTAL POINTS 105.5
TURN IN ONLY THE FREE RESPONSE ANSWER SHEET AND THE BUBBLE SHEET. Keep this exam.
Record the following Version on the bubble sheet: A
Part I. Multiple Choice. Record your answers on the bubble sheet. (85.5pts, 4.5pts/ea.)
For Problems 1-4, consider the following reactions.
1. Which of the above reactions would be expected to yield a rearranged product?
A. I B. II C. III D. IV E. More than one of the above.
2. Which of the above reactions would NOT result in an alcohol as the major product?
A. I B. II C. III D. IV
3. Which of the above reactions gives the compound shown at right as the
major product?
A. I B. II C. III D. IV
4. Which of the above reactions gives the compound shown at right as the
major product?
A. I B. II C. III D. IV
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Download Chem 3361, Organic Chemistry I Exam IV, F24_Kennesaw state university, Dr. Animesh Aditya and more Exams Organic Chemistry in PDF only on Docsity!

CHEM 3361/0 2 EXAM IV Fall 2024 TOTAL POINTS 105. TURN IN ONLY THE FREE RESPONSE ANSWER SHEET AND THE BUBBLE SHEET. Keep this exam. Record the following Version on the bubble sheet: A Part I. Multiple Choice. Record your answers on the bubble sheet. (85.5pts, 4 .5pts/ea.) For Problems 1-4, consider the following reactions.

  1. Which of the above reactions would be expected to yield a rearranged product? A. I B. II C. III D. IV E. More than one of the above.
  2. Which of the above reactions would NOT result in an alcohol as the major product? A. I B. II C. III D. IV
  3. Which of the above reactions gives the compound shown at right as the major product? A. I B. II C. III D. IV
  4. Which of the above reactions gives the compound shown at right as the major product? A. I B. II C. III D. IV
  1. Which of the following reactions is product-favored as shown? I. CH 3 CH 2 OH + H-^ → CH 3 CH 2 O-^ + H 2 II. CH 3 CH 2 OH + OH-^ → CH 3 CH 2 O-^ + H 2 O III. CH 3 C≡CH + NH 2 -^ → CH 3 C≡C-^ + NH 3 A. I only B. II only C. III only D. I and II E. I and III
  2. What is the major product of the following reaction?
  3. What is the major product when the major product of # 6 above is reacted with NaNH 2?
  4. What is the product of the following reaction?
  5. What is the product of the following reaction sequence?
  1. Predict the major product of the following reaction.
  2. Which of the following gives the trans-alkene shown at right as the major product? A. I only B. II only C. III only D. I and II E. I and III For Problems 1 5 - 19 , supply the missing reagents for the indicated transformation from the given lists.
  1. Reagents A. KOCH 3 , heat B. KOC(CH 3 ) 3 , heat C. HCl (2 eq) D. mCPBA
  2. Reagents A. Cl 2 / H 2 O B. HCl (2 eq) C. mCPBA D. Cl 2 / CHCl 3
  3. Reagents A. NaHCO 3 (3 eq) B. NaNH 2 (3 eq) C. Na / NH 3 (-78°C) D. H 2 / Pt
  4. Reagents A. CH 3 CH 2 OH B. CH 3 CH 2 Br C. HC≡CH D. CH 3 CH 2 CH 2 Br
  5. Reagents A. HgSO 4 , H 2 SO 4 / H 2 O B. 1) O 3 , 2) ZnHCl C. KMnO 4 , OH-, H 2 O D. mCPBA

Show the chosen synthesis below: Part IV. Mechanisms: Choose ONE of the following Problems. Circle the number(s) of the problem(s) you choose and show your mechanism in the space below. (10 pts)

1. Show the curly-arrow mechanism of the following reaction. Specifically show the

stereochemistry of the intermediates and final product.

  1. Show the curly-arrow mechanism of the following reaction to form the alkoxymercuration (deprotonated) product obtained BEFORE the demercuration workup. (You need not show stereochemistry.)
  2. Show the curly-arrow mechanism of the following reaction to yield a rearranged tertiary alcohol.

Show the chosen mechanism below: