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The increasing order of pKb value of the...

The increasing order of `pK_b` value of the following is :
(I) `HC -= C^(Ө)`
`H^(Ө)`
`overset (Ө) NH_2`
(IV) `C overset (Ө) H_3`.

A

`IV lt III lt II lt I`

B

`I lt II lt III lt IV`

C

`IV lt II lt III lt I`

D

`I lt III lt II lt IV`

Text Solution

AI Generated Solution

The correct Answer is:
To determine the increasing order of \( pK_b \) values for the given compounds, we need to analyze their basicity. The lower the \( pK_b \) value, the stronger the base. Thus, we will first assess the basicity of each compound. ### Step 1: Identify the compounds and their basicity The compounds given are: 1. \( HC \equiv C^- \) (acetylide ion) 2. \( H^- \) (hydride ion) 3. \( NH_2^- \) (amide ion) 4. \( CH_3^- \) (methyl ion) ### Step 2: Determine the strength of each base - **Acetylide ion (\( HC \equiv C^- \))**: This ion is derived from a terminal alkyne and has a significant amount of \( s \)-character (50% \( s \)-character). This means it is a relatively weak base. - **Hydride ion (\( H^- \))**: This is a very strong base as it is derived from hydrogen, which has no \( s \)-character. - **Amide ion (\( NH_2^- \))**: This ion is a stronger base than the acetylide ion but weaker than the hydride ion. It has about 33% \( s \)-character. - **Methyl ion (\( CH_3^- \))**: This ion is a strong base as well, stronger than the amide ion but weaker than the hydride ion. It has about 25% \( s \)-character. ### Step 3: Rank the bases from strongest to weakest Based on the analysis: 1. \( H^- \) (strongest base) 2. \( CH_3^- \) (second strongest) 3. \( NH_2^- \) (third strongest) 4. \( HC \equiv C^- \) (weakest base) ### Step 4: Determine the \( pK_b \) values Since the lower the \( pK_b \), the stronger the base, we can now write the order of \( pK_b \) values: - \( pK_b(H^-) < pK_b(CH_3^-) < pK_b(NH_2^-) < pK_b(HC \equiv C^-) \) ### Step 5: Write the increasing order of \( pK_b \) values Thus, the increasing order of \( pK_b \) values is: \[ pK_b(HC \equiv C^-) < pK_b(NH_2^-) < pK_b(CH_3^-) < pK_b(H^-) \] ### Final Answer The increasing order of \( pK_b \) values is: \[ HC \equiv C^- < NH_2^- < CH_3^- < H^- \]

To determine the increasing order of \( pK_b \) values for the given compounds, we need to analyze their basicity. The lower the \( pK_b \) value, the stronger the base. Thus, we will first assess the basicity of each compound. ### Step 1: Identify the compounds and their basicity The compounds given are: 1. \( HC \equiv C^- \) (acetylide ion) 2. \( H^- \) (hydride ion) 3. \( NH_2^- \) (amide ion) 4. \( CH_3^- \) (methyl ion) ...
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CENGAGE CHEMISTRY ENGLISH-GENERAL ORGANIC CHEMISTRY-Single Correct
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