Using the pk, table, estimate pK, values for the most acidic group on the compounds below, and draw the structure of the conjugate base that results when this group donates a proton. Use the pka table above and/or from the Reference Tables. b) O H OH Ⓒ -NH₂ -NH₂ c) OH an H₂N SH NH₂ OH O asparagine H lysergic acid OH CH3

Organic Chemistry: A Guided Inquiry
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ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
ChapterNW4: Nomenclature Worksheet 4: Carbonyl Compounds
Section: Chapter Questions
Problem 15CTQ
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Using the pk, table, estimate pk, values for the most acidic group on the compounds below, and draw the structure of the conjugate base that results when this
group donates a proton. Use the pka table above and/or from the Reference Tables.
a)
b)
O.
O
H
OH
O
O
-NH₂
-NH₂
Answer
a. The most acidic group is the protonated amine, pka ~ 5-9
b. Alpha proton by the C=O group, pka ~ 18-20
c. Thiol, pka 10
d. Carboxylic acid, pka ~ 5
e. Carboxylic acid, pka ~ 5
c)
OH
H₂N
SH
NH₂
OH
asparagine
H
lysergic acid.
OH
N
H
CH3
Can someone please explain these
answers. Including which protons being
compared on the compound.
Transcribed Image Text:Using the pk, table, estimate pk, values for the most acidic group on the compounds below, and draw the structure of the conjugate base that results when this group donates a proton. Use the pka table above and/or from the Reference Tables. a) b) O. O H OH O O -NH₂ -NH₂ Answer a. The most acidic group is the protonated amine, pka ~ 5-9 b. Alpha proton by the C=O group, pka ~ 18-20 c. Thiol, pka 10 d. Carboxylic acid, pka ~ 5 e. Carboxylic acid, pka ~ 5 c) OH H₂N SH NH₂ OH asparagine H lysergic acid. OH N H CH3 Can someone please explain these answers. Including which protons being compared on the compound.
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