Identifying ambient nucleophiles

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Cerjay_Lugtu_3B
Posts: 14
Joined: Wed Sep 21, 2016 2:58 pm

Identifying ambient nucleophiles

Postby Cerjay_Lugtu_3B » Mon Feb 27, 2017 8:56 pm

4.5 asks to identify the ambident nucleophile: (a)NH2CH3; (b)CH3O-; (c)SCN-; (d)-CH3. How do we identify the ambident structure? Do we have to draw Lewis diagrams?

Megan Yabumoto 3K
Posts: 42
Joined: Fri Jul 22, 2016 3:00 am

Re: Identifying ambient nucleophiles

Postby Megan Yabumoto 3K » Tue Feb 28, 2017 11:18 am

An ambident nucleophile is a molecule that has more than one nucleophilic site and has a negative charge delocalized by resonance, so in order to identify the ambident structure you would need to know which molecules have resonance structures. If you are not able to identify from the chemical equation which ones have resonance, then you will have to draw the Lewis diagrams to determine which ones are ambident nucleophiles.

Cerjay_Lugtu_3B
Posts: 14
Joined: Wed Sep 21, 2016 2:58 pm

Re: Identifying ambient nucleophiles

Postby Cerjay_Lugtu_3B » Sun Mar 05, 2017 7:29 pm

Megan Yabumoto 3K wrote:An ambident nucleophile is a molecule that has more than one nucleophilic site and has a negative charge delocalized by resonance, so in order to identify the ambident structure you would need to know which molecules have resonance structures. If you are not able to identify from the chemical equation which ones have resonance, then you will have to draw the Lewis diagrams to determine which ones are ambident nucleophiles.

Oh ok I think I understand now. Thank you!


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