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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

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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-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.png

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

96%

114 rated

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

99%

104 rated

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

96%

101 rated

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

98%

120 rated

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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