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An organic compound A ( mol wt = 180) is...

An organic compound A ( mol wt = 180) is acylated with `CH_3 COCl` to get acylated compound of mol wt. 390. What is the number of amino groups present per molecule of the compound A?

A

5

B

4

C

6

D

2

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem, we need to determine the number of amino groups present in the organic compound A, which has a molecular weight of 180 g/mol, and is acylated with acetyl chloride (CH3COCl) to yield a product with a molecular weight of 390 g/mol. ### Step-by-Step Solution: 1. **Identify the Molecular Weights**: - Molecular weight of compound A = 180 g/mol - Molecular weight of the acylated compound = 390 g/mol 2. **Calculate the Difference in Molecular Weight**: - Difference in molecular weight due to acylation = 390 g/mol - 180 g/mol = 210 g/mol 3. **Determine the Contribution of Acylation**: - When an amino group (NH2) is acylated, it forms an amide (NHCOCH3). We need to calculate the molecular weight of the acylated group. - The molecular weight of the acylated group (NHCOCH3) can be calculated as follows: - NH2 contributes: Nitrogen (N) = 14 g/mol, Hydrogen (H) = 2 g/mol → Total = 16 g/mol - Acetyl group (COCH3) contributes: Carbon (C) = 2 × 12 g/mol + Oxygen (O) = 16 g/mol + Hydrogen = 3 g/mol → Total = 24 g/mol - Therefore, the total molecular weight of the acylated group = 16 g/mol (NH2) + 24 g/mol (COCH3) = 40 g/mol 4. **Calculate the Increase in Molecular Weight per Amino Group**: - The increase in molecular weight when one NH2 group is acylated is given by: - Increase = 40 g/mol - 16 g/mol = 24 g/mol 5. **Determine the Number of Amino Groups**: - Now, we know that the total increase in molecular weight due to acylation is 210 g/mol. - Let 'n' be the number of amino groups in compound A. The equation can be set up as: - n × 24 g/mol = 210 g/mol - Solving for n gives: - n = 210 g/mol / 24 g/mol = 8.75 6. **Conclusion**: - Since the number of amino groups must be a whole number, we round down to the nearest whole number, which is 8. Therefore, the number of amino groups present per molecule of compound A is 8. ### Final Answer: The number of amino groups present per molecule of compound A is **8**.
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