organic chemistry - aldehydes/ketones

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12 Terms

1
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suffix of aldehydes

-al

2
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suffix of ketones

-none

3
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What reagent is required to synthesize an aldehyde from a 1 prime alcohol

PCC / CH2Cl2

4
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What reagent is required to synthesize a carboxylic acid from a 1 prime alcohol

CrO3 / dilute acid (H+, H2O)

5
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Oxidizing a 2 prime alcohol with PCC or Jones reagent results in what functional group

alcohol

6
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How would you synthesize a ketone with a benzene ring?

Do Friedel-Craft Acylation (AlCl3 and acid chloride)

7
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Reactions between alcohols and aldehydes/ketones form what type of functional groups?

Describe the mechanism

Hemiacetyls (one alcohol, one ether) and/or acetal (two ethers)

mechanism (to form hemiacetal)

  1. activate the carbonyl with catalytic acid to form a fantastic target

  2. alcohol attacks the slightly positive carbon

  3. proton transfer and form hemiacetal

(to form acetal)

  1. protonate the alcohol to form a good leaving group

  2. 2nd alcohol attacks target

  3. proton transfer and form acetal

8
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what biological molecule contains hemiacetals and acetals?

sugars!!! (Ester linkages)

9
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How to convert hemiacetals and acetals into aldehydes/ketones?

Use H+ and water.

10
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What is an imine and how to form one?

An imine is a temporary latching of an amine onto a ketone (reversible)

Imines form from the reaction between a 1 prime amine and aldehyde/ketone

11
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what is a enamine and how to form one?

Enamines are formed by reacting a 2 prime amine (two carbon chains on nitrogen) with aldehydes/ketones

12
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What step is necessary to form enamine that does not happen in forming an imine, and why?

An E2-like step is necessary in forming an enamine to neutralize the nitrogen.