3. Draw the most stable chair conformation of glucose. OH HO HO HO HO: 4. Ascorbic acid (vitamin C) pKa = 4.2 does not contain a carboxylic acid group, but is fairly acidic. Identify the acidic proton and explain the choice using resonance structures. : OH OH HO : OH :O:

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter20: Carboxylic Acids And Nitriles
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3. Draw the most stable chair conformation of glucose.
OH
HO...
НО
HO
HO:
4. Ascorbic acid (vitamin C) pKa = 4.2 does not contain a carboxylic acid group, but is
fairly acidic. Identify the acidic proton and explain the choice using resonance structures.
: OH
OH
HO
: OH
Transcribed Image Text:3. Draw the most stable chair conformation of glucose. OH HO... НО HO HO: 4. Ascorbic acid (vitamin C) pKa = 4.2 does not contain a carboxylic acid group, but is fairly acidic. Identify the acidic proton and explain the choice using resonance structures. : OH OH HO : OH
Expert Solution
Step 1

(1)in chair conformation most stable structure having most of its substituent on equitorial position 

 

(2)acidic proton stable by :(a)resonance.

              (b)if there is electronegative atom then proton attached to it is most acidic.     

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