For the following anion, which C-C bond would you expect to be longest?

enter image source here

I know sp3-sp2 would a longer C-C bond than sp2-sp2. But I don't understand how to factor in C2-C1 bond where it's an sp2 hybridized carbon to the anion carbon (C1), which I assume would be CH4- (methyl group) bonded to the sp2 hybridized (C2)carbon. Help please

Thank you

enter image source here

I know sp3-sp2 would a longer C-C bond than sp2-sp2. But I don't understand how to factor in C2-C1 bond where it's an sp2 hybridized carbon to the anion carbon (C1), which I assume would be CH4- (methyl group) bonded to the sp2 hybridized (C2)carbon. Help please

Thank you

1 Answer
Write your answer here...
Start with a one sentence answer
Then teach the underlying concepts
Don't copy without citing sources
preview
?

Answer

Write a one sentence answer...

Answer:

Explanation

Explain in detail...

Explanation:

I want someone to double check my answer

Describe your changes (optional) 200

1
Mar 9, 2018

Answer:

C5-C6

Explanation:

Bond between C5-C6 experiences no resonance charge, and therefore is the only bond option that has no double bond character.

All of the other C-C bonds listed experience resonance with the negative charge about the species, and therefore, exhibit partial double bond character, making them shorter than the C5-C6 bond which ONLY experiences SINGLE BOND character.

Was this helpful? Let the contributor know!
1500
Impact of this question
62 views around the world
You can reuse this answer
Creative Commons License