Basic orgo chem question

[atlanta213]

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I am sorry to post easy question, but I do not understand quite well..

"The nucleophiles have the same attacking atom then nucleophilicity is roughly correlated to basicitiy" I tried to read over some orgo textbook. It is hard to understand since I am not really good at orgo. 😡

I know nucleophiles love positive charge while electrophile love negative charge. My problem is i can not connect these infro to the reaction mechanism.

If you guys could explain how nucleophile, electrophiles, basicity, acidity affect to the reaction, I would greatly appreciate you guy's help.

 

[atlanta213]

+ My questions came from page 288 Kaplan Blue book.

 

[Danny289]

if you look at Mcmurry book it has a title in page 397( mine is fifth eddition)
"Nucleophilicity roughly parallels to Basicity" and explained about the relationship between Nu. and Bascity.
Nucleophilicty measures the affinity of Lewis base for a carbon atom in Sn2 reaction.
basicity measures the affinity of base for a proton.
👍

 

[Maygyver]

I am sorry to post easy question, but I do not understand quite well..

"The nucleophiles have the same attacking atom then nucleophilicity is roughly correlated to basicitiy" I tried to read over some orgo textbook. It is hard to understand since I am not really good at orgo. 😡

I know nucleophiles love positive charge while electrophile love negative charge. My problem is i can not connect these infro to the reaction mechanism.

If you guys could explain how nucleophile, electrophiles, basicity, acidity affect to the reaction, I would greatly appreciate you guy's help.

What mechanism are you talking about? Most of the time the electrophile attacks a nucleophile. I think you might need to go over some basics. I'm not sure what to say other than the fact that the arrows will travel from electron rich areas to electron poor areas.

 

[hdu]

Think about it in the following way:

There are at least three important definitions of acids and bases: Arrhenius, Brosnted-Lowry and Lewis.

Arrhenius:
an acid is a substance that release H+.
a base is a substance that release -OH
Bronsted-Lowry, considered the following:
Well, there are substances that are bases and do not release -OH; let's say better: a base is a substance that can accept H+
Lewis:
An acid can accept a pair of electron and form a covalent bond; a base can donate a pair of electrons and form a covalent bond.

According to Bronsted-Lowry, for example

:NH3 is a base because it can accept H+
According to Lewis it is a base because ir can donate a pair of electrons to form a covalent coordinated bond.


H+ per se is a Lewis acid because it is an electron acceptor. Any electrophile, in fact, is a Lewis acid.

I hope it helps.

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