functional groups relative nucleophilic strength

[athockey7]

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hey guys,
i have looked for a while but can't seem to find anywhere that explains a relative list of functional groups according to their nucleophilic strenght. like for example amines are better nucleophiles than amides or ethers or esters.... but is there a more complete list somewhere? or does someone know a general order?


thanks😀

 

[Claritynow]

Did you ever get the answer to this? I would love to know as well. Thank you

 

[athockey7]

nope sadly i did not

 

[sakabato93]

hey guys,
i have looked for a while but can't seem to find anywhere that explains a relative list of functional groups according to their nucleophilic strenght. like for example amines are better nucleophiles than amides or ethers or esters.... but is there a more complete list somewhere? or does someone know a general order?


thanks😀

You can probably make your own list by using the general nucleophilicity trends:

1.) Nucleophilicity increases as negative charge increases
2.) Nucleophilicity increases going down a column on the periodic table
3.) Nucleophilicity increases going left on a period on the periodic table

But I like the idea of making a list using these trends. I'll make one myself, and we can compare lists on this thread.

 

[QrtrLifeCrisis]

You can probably make your own list by using the general nucleophilicity trends:

1.) Nucleophilicity increases as negative charge increases
2.) Nucleophilicity increases going down a column on the periodic table
3.) Nucleophilicity increases going left on a period on the periodic table

But I like the idea of making a list using these trends. I'll make one myself, and we can compare lists on this thread.

Also, keep in mind the solvent effects. Polar protic v. polar aprotic. The trends differ a little bit.