From the fastest to the slowest based on the nucleophilicity of the nucleophiles, the order is represented as:
[tex]\mathbf{(CH_3)_2N^- +CH_3 -Br \to (CH_3)_2NCH_3+Br^- \ }\\ \\ \\ \mathbf{CH_3NH^- +CH_3 -Br \to CH_3NHCH_3+Br^- \ } \\ \\ \\ \mathbf{H_3N^- +CH_3 -Br \to CH_3NH_2 + Br^- \ }[/tex]
Nucleophilic functional groups include electron-rich atoms capable of donating an electron pair in order to establish a new chemical covalent bond. The most frequent nucleophilic functional groups are:
The protonation state of these functional groups has an effect on their nucleophilicity. Also, the trend of nucleophilicity goes from:
The following reactions that we are supposed to find their order is given as follows:
[tex]\mathbf{CH_3NH^- +CH_3 -Br \to CH_3NHCH_3+Br^-} \\ \\ \\ \mathbf{(CH_3)_2N^- +CH_3 -Br \to (CH_3)_2NCH_3+Br^-} \\ \\ \\ \mathbf{H_3N^- +CH_3 -Br \to CH_3NH_2 + Br^-}[/tex]
From the fastest trend of the nucleophilicity of the nucleophile to the slowest, the correct arrangement is as follows:
[tex]\mathbf{(CH_3)_2N^- +CH_3 -Br \to (CH_3)_2NCH_3+Br^- \ \ \ ---(2'' \ ^0) \ \\}\\ \\ \\ \mathbf{CH_3NH^- +CH_3 -Br \to CH_3NHCH_3+Br^- \ \ \ \ ---(1^0) } \\ \\ \\ \mathbf{H_3N^- +CH_3 -Br \to CH_3NH_2 + Br^- \ \ \ --- \ \ \ \ (1^0)}[/tex]
The first reaction has two functional groups of methyl (-CH_3) attached to it which increases its nucleophilicity to the second one which has one methyl functional group attached to it.
Learn more about the Nucleophilic functional group here:
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