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Which set of reagents are needed to synt...

Which set of reagents are needed to synthesize the given unsymmetrical alkyne `CH_3-C-=C-CH_2-CH_3` ?

A

Acetaldyde , 1 - bromopropane and conc.`H_2SO_4`

B

Ethyne , iodomethane , iodothane and sodamide

C

1,2 - dichloroethane , 1 - propanol and alcoholic potassium hydroxide

D

Ethene , iodoethane , iodomethane and potassium hydroxide

Text Solution

AI Generated Solution

The correct Answer is:
To synthesize the unsymmetrical alkyne \( CH_3-C \equiv C-CH_2-CH_3 \), we can follow these steps: ### Step 1: Start with the terminal alkyne We can begin with a terminal alkyne, such as propyne (\( CH_3-C \equiv CH \)). ### Step 2: Deprotonation React the terminal alkyne with sodium amide (\( NaNH_2 \)). This will deprotonate the terminal alkyne to form an acetylide ion: \[ CH_3-C \equiv CH + NaNH_2 \rightarrow CH_3-C \equiv C^{-}Na^{+} \] ### Step 3: Alkylation with iodomethane Next, we can perform an alkylation reaction using iodomethane (\( CH_3I \)). The acetylide ion will act as a nucleophile and attack the iodomethane, resulting in the formation of a new alkyne: \[ CH_3-C \equiv C^{-}Na^{+} + CH_3I \rightarrow CH_3-C \equiv C-CH_3 + NaI \] ### Step 4: Deprotonation again Now we will again use sodium amide (\( NaNH_2 \)) to deprotonate the newly formed alkyne: \[ CH_3-C \equiv C-CH_3 + NaNH_2 \rightarrow CH_3-C \equiv C^{-}Na^{+}-CH_3 \] ### Step 5: Alkylation with iodoethane Finally, we will perform a second alkylation using iodoethane (\( C_2H_5I \)): \[ CH_3-C \equiv C^{-}Na^{+}-CH_3 + C_2H_5I \rightarrow CH_3-C \equiv C-CH_2-CH_3 + NaI \] ### Final Product The final product is the unsymmetrical alkyne \( CH_3-C \equiv C-CH_2-CH_3 \). ### Summary of Reagents The reagents used in this synthesis are: 1. Sodium amide (\( NaNH_2 \)) 2. Iodomethane (\( CH_3I \)) 3. Iodoethane (\( C_2H_5I \)) ### Answer The correct set of reagents needed to synthesize the given unsymmetrical alkyne is option B: Sodium amide, iodomethane, and iodoethane. ---
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