[go: up one dir, main page]
Scribd
Upload
186 views4 pages

OrgChemII Exam 1

The document is the final exam for Organic Chemistry II. It consists of 15 multiple choice and synthesis questions testing students' knowledge of reactions, mechanisms, and synthesis of organic compounds. The exam covers topics like nucleophilic substitution, addition, oxidation, reduction, Grignard reagents, enamines, and the Mannich reaction. Students have 2 hours to complete the 4 page exam containing diagrams and synthesis questions worth a total of 50 points.

Uploaded by

Ngan Ha
Copyright
© Attribution Non-Commercial (BY-NC)
We take content rights seriously. If you suspect this is your content, claim it here.
Available Formats
Download as DOC, PDF, TXT or read online on Scribd
186 views4 pages

OrgChemII Exam 1

The document is the final exam for Organic Chemistry II. It consists of 15 multiple choice and synthesis questions testing students' knowledge of reactions, mechanisms, and synthesis of organic compounds. The exam covers topics like nucleophilic substitution, addition, oxidation, reduction, Grignard reagents, enamines, and the Mannich reaction. Students have 2 hours to complete the 4 page exam containing diagrams and synthesis questions worth a total of 50 points.

Uploaded by

Ngan Ha
Copyright
© Attribution Non-Commercial (BY-NC)
We take content rights seriously. If you suspect this is your content, claim it here.
Available Formats
Download as DOC, PDF, TXT or read online on Scribd
You are on page 1/ 4

ORGANIC CHEMISTRY II

FINAL EXAM
NAME: .. CLASS: .
You will have 2 hours in which to work Be NEAT! Non-legible structure drawing will not be graded. The examination includes 4 papers. Questions Points (Maximum) 1 2 2 3 3 5 4 2 5 3 6 5 7 2 8 3 9 5 10 2 11 3 12 5 13 2 14 3 15 5 Total 50 Question 1. (2 points) Which reaction can not be used to prepare an alcohol? addition of H3O+ to an alkene. hydroboration of alkenes. a Grignard reagent with an aldehyde. Points (Obtained)

reduction of acids. oxidation of ethers. Question 2. (3 points) What is the major product of the following reaction? ? Question 3. (5 points) Suggest reasonable synthetic sequences for the preparation the following compound from the indicated material and any other necessary reagents. O O

from propyne

Question 4. (2 points) Which of the following alkyl bromides will undergo the SN2 reaction the fastest ?

Question 5. (3 points) What is the major product of the following reaction? ? Page 2 of 4 Question 6. (5 points) On radical chlorination, an isomer of hexane gave a mixture of monochlorides in the ratio 46 : 39 : 15. Identify the isomer. Question 7. (2 points) Arrange the following in order of relative reactivity towards nucleophilic addition :

(a) (CH3)2C=O

(b) CH3CHO

(c) H2C=O

Question 8. (3 points) What is the best reagent to make the following product?

Question 9. (5 points) Suggest reasonable synthetic sequences for the preparation the following compound from the indicated material and any other necessary reagents.
C C CH2CH2CHO from phenylacetylene and 3-bromopropanal

Question 10. (2 points) Arrange the following in order of increasing pKa : (a) CH3CO2H (b) CCl3CO2H (c) CH3CH2OH (d) CH3CH2SH Question 11. (3 points) What is the major product of the following reaction?

Question 12. (5 points) The compound A may be synthesized through an appropriate enamine. Use this strategy to provide the necessary reagents for the synthesis of this molecule. Page 3 of 4
O

Question 13. (2 points) Arrange the following molecules in order of decreasing basicity (most basic to least basic): 3

Question 14. (3 points) What would be the major product of the reaction of cyclohexylamine with excess ethyl iodide. Question 15. (5 points) Use Mannich reaction to propose reasonable synthetic route to the following compound from the indicated starting material and any other necessary reagents:
O N from O

-The END-

Page 4 of 4

You might also like