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CH3CH2CH2Br + NaCN → CH3CH2CH2CN + NaBr, will be fastest in
  • a)
    ethanol
  • b)
    methanol
  • c)
    N, N-dimethylformamide
  • d)
    Water
Correct answer is option 'C'. Can you explain this answer?
Most Upvoted Answer
CH3CH2CH2Br + NaCN → CH3CH2CH2CN + NaBr, will be fastest ina)etha...
The reaction given is a nucleophilic substitution reaction (SN2) where cyanide ion (CN-) from sodium cyanide (NaCN) replaces the bromine atom (Br) in the 1-bromo-propane molecule (CH3CH2CH2Br) to form propionitrile (CH3CH2CH2CN) and sodium bromide (NaBr).

In an SN2 reaction, the nucleophile (CN-) attacks the substrate (CH3CH2CH2Br) from the backside, and the leaving group (Br-) leaves from the same side. The rate of an SN2 reaction depends on the ability of the nucleophile to approach the substrate. Therefore, the reaction will be faster in a solvent that doesn't stabilize the nucleophile too much, so it remains reactive.

Polar aprotic solvents, like N,N-dimethylformamide (DMF), do not have an acidic hydrogen atom and do not form strong hydrogen bonds with the nucleophile. This makes the nucleophile more available for the reaction, increasing the reaction rate. In contrast, polar protic solvents like water, methanol, and ethanol can form hydrogen bonds with the nucleophile, stabilizing it and decreasing its reactivity.

Therefore, the reaction will be fastest in N,N-dimethylformamide (DMF).
Free Test
Community Answer
CH3CH2CH2Br + NaCN → CH3CH2CH2CN + NaBr, will be fastest ina)etha...
The reaction between CH3CH2CH2Br and NaCN would result in the substitution of the bromine atom with a cyanide group. This is known as a nucleophilic substitution reaction.

The reaction mechanism involves the following steps:

1. The sodium cyanide (NaCN) dissociates in solution to form sodium cation (Na+) and cyanide anion (CN-).

2. The cyanide anion (CN-) acts as a nucleophile, attacking the carbon atom of the CH3CH2CH2Br molecule.

3. The nucleophilic attack results in the formation of a new carbon-nitrogen bond and the displacement of the bromine atom.

The overall reaction can be represented as follows:

CH3CH2CH2Br + NaCN -> CH3CH2CH2CN + NaBr
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