Molecule X has the structure
H₂N—CH—C(=O)—N—C—C(=O)—OH
| |
H CH₂ CH₃
Which of the following could be produced by partial hydrolysis of X?
A
H₂N—CH₂—C(=O)—N—C—CH₃
|
O H
B
H₂N—CH₂—C(=O)—OH
| CH₃
O
C
CH₃—CH—C(=O)—O
| |
H₂N CH₃
D
CH(CH₃)₂—C(=O)——OH
|
H O - Scottish Highers Chemistry - Question 6 - 2016
Question 6
Molecule X has the structure
H₂N—CH—C(=O)—N—C—C(=O)—OH
| |
H CH₂ CH₃
Which of the following could be produced by partial hydrolysi... show full transcript
Worked Solution & Example Answer:Molecule X has the structure
H₂N—CH—C(=O)—N—C—C(=O)—OH
| |
H CH₂ CH₃
Which of the following could be produced by partial hydrolysis of X?
A
H₂N—CH₂—C(=O)—N—C—CH₃
|
O H
B
H₂N—CH₂—C(=O)—OH
| CH₃
O
C
CH₃—CH—C(=O)—O
| |
H₂N CH₃
D
CH(CH₃)₂—C(=O)——OH
|
H O - Scottish Highers Chemistry - Question 6 - 2016
Step 1
A
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Answer
The partial hydrolysis of molecule X involves breaking down one of the peptide bonds while leaving the other intact. The structure of option A reflects this change, resulting in:
H₂N—CH₂—C(=O)—N—C—CH₃
|
O H
Here, one amide bond is retained, while the other is hydrolyzed to form a carboxylic acid group.
Step 2
B
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Answer
Option B indicates complete hydrolysis of one of the peptide bonds, producing:
H₂N—CH₂—C(=O)—OH
| CH₃
O
However, this is not consistent with the premise of partial hydrolysis since it suggests complete hydrolysis.
Step 3
C
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Answer
For option C, it presents a structure:
CH₃—CH—C(=O)—O
| |
H₂N CH₃
This arrangement cannot be achieved through partial hydrolysis of molecule X, as it modifies multiple groups.
Step 4
D
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Answer
Finally, option D shows:
CH(CH₃)₂—C(=O)——OH
|
H O
As with option B, this structure does not come from partial hydrolysis; it implies more extensive breakdown than just one bond.
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