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CHEM104 Final Exam - Organic Chemistry II
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MCQS on the nomenclature, properties, and reactivity of ethers and epoxides, thiols and sulfides, conjugated dienes, benzene and other aromatic compounds, amines, aldehydes and ketones, carboxylic acids, carboxylic acid derivatives, and enols and enolates.

CHEM104 Final Exam - Organic Chemistry II
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25 Questions

1. The acidity of a proton (hydrogen) alpha to most carbonyl compounds is around pKa = 25, but drops to what with two carbonyls attached to the same sp3 carbon with a hydrogen?
2. Epoxides are a special kind of ether that:
3. The name of a tertiary amine with one butyl and two methyl groups is:
4. The basic order of stability of carboxylic acids is (pick one).
5. Which acid derivative and what reaction conditions would give an aryl ketone?
6. What is the difference between a thiol and a mercaptan?
7. Ketones and aldehydes react with HCN to give what?
8. Why are thiols and their anionic conjugate bases more reactive than their oxygen analogs?
9. Amines are 'basic' in a Bronstead scheme because of what?
10. An epoxide reacts with an alkoxide to give an ether plus something else:
11. Sucrose is an excellent example of what kind of natural material?
12. EAS with chlorine gas bubbled into chlorobenzene containing aluminum trichloride would:
13. You decide to make meta-nitrophenol by doing which of the following steps?
14. Ethers can react with which of the following?
15. Pick the synthetic conditions that will make an ether.
16. The Swern oxidation involves using DMSO (remember this great solvent?) to do what?
17. Reaction of isopropyl bromide (2-bromopropane) with amines varies how with amine structure?
18. Why is a hydrogen attached to the carbon next to a carbonyl so reactive?
19. Under what conditions can hydrolysis of a carboxylic ester or amide lead back to the acid?
20. Friedel-Crafts acylation of ortho-nitrotoluene with acetyl chloride and aluminum trichloride gives:
21. Ethers are pretty good solvents for:
22. The Claissen-Schmidt reaction is a simple reaction (cyclohexanone plus 1 equivalent formaldehyde and sodium ethoxide catalyst) that forms what product?
23. Aromatic molecules include which of the following?
24. In terms of basicity, what is the order for alkyl amines?
25. You decide to make 1, 3-cyclopentadiene from cyclopentene you happen to have by:

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