Dear Frank T. Edelmann

Thank you very much my Professor.

Best Regards

Dear Yasser Fakri Mustafa

I thought that the strongest nucleophile, in this case, is the methanol because of its small size.

Best wishes

Dear Raeid Khalil

Thank you very much for the fast response.

Regards

Dear Yasser Fakri Mustafa

I highly recommend the answer afforded by Raeid Khalil

Best wishes

Dear Mohammed Emam

Thank you very much.

Regards

Dear Yasser Fakri Mustafa, I agree with Raeid Khalil in that methanol (better: methoxide) is the stronger nucleophile because its smaller size.

https://www.masterorganicchemistry.com/2012/06/18/what-makes-a-good-nucleophile/

Hello Professor Frank T. Edelmann

Thank you very much. I highly appreciate your contribution

Regards

Dear all, I think SN1 needs only weak nucluophiles contrary to SN2 which needs strong nucleophile. Please check the attached files. My Regards

Dear Abdelkader BOUAZIZ

Thank you very much for your contribution and the attached files. But, according to your a significant scientific background, which is the strongest nucleophile, Methanol or ethanol?

the strongest nucleophile, in this case, is the methanol

Methanol (methoxide)

Dear Yasser Fakri Mustafa, the answer as it is first cited by Dr. Raeid Khalil and validated by Professors Frank T. Edelmann and Aidan Patrick Cooney is methanol but once deprotonated, i.e., methoxide. Other factor which reduced the nucleophilicity is the inductive effect which accompanies the increase in the alkyl group length. The localisation/delocalisation of the negative charge decides on the strength of the nucleophile. Détails to justify why see the 2nd page of the 2nd document I attached in my previous contribution and the 3rd page of this attached file. My Regards

Dear Dr. Yasser Fakri Mustafa, this attached file brings additional information. My Regards

Dear Abdelkader Dehbi

Thank you very much for your contribution.

Regards

Dear Aidan Patrick Cooney

Thank you very much for your contribution.

Regards

Dear Abdelkader BOUAZIZ

Thank you very much for your contribution.

Regards

Dear Abdelkader BOUAZIZ

The attached files especially the last one are highly valuable.

Thanks again.

All the best

Dear Yasser Fakri Mustafa, with the files provided by Abdelkader BOUAZIZ everything should be quite clear now. It's over 40 years ago that I learnt this in my organic chemistry courses. As far as I recall, it's more the stability of the intermediate carbenium ion that is important in the SN1 case.

Dear Frank T. Edelmann

Thank you very much my Professor.

Best Regards

SN1 reactions the nucleophile enters in the fast step of the reaction.Harder is the base stronger is the nucleophile . H2O will be the strongest nucleophile ?