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I am a bit confused on something here. In the last video, you stated that nucleophilicity and electronegativity have an inverse relationship. How, then, is Fluorine more nucleophilic than Iodine when it is able to have free reign (not stabilized by polar protic solvents) in SN2 rxns with polar aprotic solvents?
Sam Bartolone Nucleophilicity and electronegativity have an inverse relationship going *across* the periodic table. Going *down* the periodic table, in polar *aprotic* solvents, nucleophilicity correlates with basicity (i.e. the more unstable the lone pair, the more reactive it is). Hence fluoride is more nucleophilic than chloride which is more nucleophilic than bromide which is more nucleophilic than iodide (polar *aprotic* solvents only) . What ties these two concepts together (for polar *aprotic* solvent) is that the more basic the lone pair, the more nucleophilic it is. [for these first two trends]. Later we'll see that steric hindrance is one factor which can make even a very basic atom not very nucleophilic (e.g. t-BuO- ). Hope this helps
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Aman Kaushik directly proportional to Basic Strength if solvent is polar aprotic n inversely proportional to basic Strength in the presence of polar protic solvent
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Thank you for posting this. All your videos are very very helpful !
It finally makes sense! I had this solvet issue for the longest. I think you are my knew favorite now! Sorry, Klein...
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Hi
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Thank you so much!!! This was such a good video!
Good
perfect explanation
F is always the star lol!
IKR!!! This comment killed me
Alvarez❤
what about high electronegativity of fluorine in polar aprotic solvent as electronegativity and nucleophilicity don't go hand in hand
There is no hydrogen bonding present in polar aprotic solvent
Which is more nucleophilic Methoxide or hydroxide? Plz explain sir.
A mind of clarity
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I am a bit confused on something here. In the last video, you stated that nucleophilicity and electronegativity have an inverse relationship. How, then, is Fluorine more nucleophilic than Iodine when it is able to have free reign (not stabilized by polar protic solvents) in SN2 rxns with polar aprotic solvents?
Sam Bartolone Nucleophilicity and electronegativity have an inverse relationship going *across* the periodic table. Going *down* the periodic table, in polar *aprotic* solvents, nucleophilicity correlates with basicity (i.e. the more unstable the lone pair, the more reactive it is). Hence fluoride is more nucleophilic than chloride which is more nucleophilic than bromide which is more nucleophilic than iodide (polar *aprotic* solvents only) .
What ties these two concepts together (for polar *aprotic* solvent) is that the more basic the lone pair, the more nucleophilic it is. [for these first two trends]. Later we'll see that steric hindrance is one factor which can make even a very basic atom not very nucleophilic (e.g. t-BuO- ).
Hope this helps
Yes this did clarify it. thanks
Great, thank you!
Ya
A true master
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I love these videos, they are very helpful to me. you are such a great teacher and what else////////// Thank you very much.
thank you Roger Nkwadi !
great videos man
In a polar protic solvent, why OH is a good nucleophile? like fluoride, it must also be surrounded by water molecules, and form a hydrogen bond.
Thank you!!!!!
yo da don at chem have you done it at uni/college
I love you
is a good nucleophile also a good base?
Aman Kaushik directly proportional to Basic Strength if solvent is polar aprotic n inversely proportional to basic Strength in the presence of polar protic solvent
Aman Kaushik in general, Nuc. Strength in directly proportional to Basic Strength.
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