Nucleophiles and Electronegativity

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Erick_Hernandez_3L
Posts: 20
Joined: Sat Jul 09, 2016 3:00 am

Nucleophiles and Electronegativity

Postby Erick_Hernandez_3L » Mon Feb 27, 2017 1:13 pm

Taking into consideration question 4.4 in Intro to O Chem (Which is a stronger nucleophile and why? Br- or F-?). Answer: Br-.

Is the strength of nucleophiles dependent on electronegativity?

Edward_Lee_3C
Posts: 36
Joined: Wed Sep 21, 2016 2:58 pm

Re: Nucleophiles and Electronegativity

Postby Edward_Lee_3C » Mon Feb 27, 2017 1:53 pm

Nucleophiles want to be positive so they want to lose electrons. Because Br- is simply a bigger atom its electrons are held farther way therefore making it easier to remove than F-'s. But electronegativity is "electron pulling power" so that can be applied as well.

Paul Sedaros 1B
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Joined: Fri Sep 25, 2015 3:00 am

Re: Nucleophiles and Electronegativity

Postby Paul Sedaros 1B » Mon Feb 27, 2017 4:05 pm

Nucleophiles are affected by the electronegativity of the element involved. As electronegativity increases, the nucleophilicity of an element decreases, and that is why Br- is a stronger nucleophile than F- (because fluorine's electronegativity is greater than that of bromine).

Vivian Nguyen 2A
Posts: 21
Joined: Wed Sep 21, 2016 2:58 pm

Re: Nucleophiles and Electronegativity

Postby Vivian Nguyen 2A » Thu Mar 02, 2017 9:41 pm

The stronger nucleophile is the species that has electrons more readily available to be involved in a reaction. Thus, because Br- with its loosely bound 36 electrons, which translates to higher polarizability, is more likely to act as a source of electrons than F- with its tightly bound 10 electrons, which equates to lower polarizability.

Erick_Hernandez_3L
Posts: 20
Joined: Sat Jul 09, 2016 3:00 am

Re: Nucleophiles and Electronegativity

Postby Erick_Hernandez_3L » Sun Mar 05, 2017 10:33 pm

Thanks!

swatiperepa
Posts: 19
Joined: Wed Sep 21, 2016 2:59 pm

Re: Nucleophiles and Electronegativity

Postby swatiperepa » Sun Mar 12, 2017 11:46 pm

Do we need to have the more complex nucleophiles and electrophiles in chapter 4 (the ones drawn out in the first few pages of the chapter) of the organic course reader memorized? Or are those simply for reference?


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