Sign up for free to keep watching this solution

Solution: In each of the following pairs, determine whether the two re...

Question

In each of the following pairs, determine whether the two represent resonance contributors of a single species or depict different substances. If two structures are not resonance contributors, explain why. 

Video Transcript

So that for this middle pair, let's go ahead and do the exact same thing as we do for the first pair. So, here we know that this is the exact same thing, right? so I'm just going to go ahead and write two negative, positive and actually neutral for this one, okay? So, our net charge on this molecule is negative, but now this next molecule. Guys, there's a little something different here, right? Let me go ahead and fill this in just our lobe. So, to make our lone pairs more clear, guys, what does this look like? this looks a lot like this one but it's missing that third lone pair, right? So what do you think it's formal charges? you think it's going to be negative? actually guys, if we go ahead and do our group number minus sticks plus dots we know that our group number for nitrogen is 5, right? So let's go ahead and write this down because this one's a little bit tricky, group number minus sticks plus dots, okay? So, here we have our group number for nitrogen, is 5 minus, how many sticks does it have? one, how many does it have? 4. So guys, this is actually a neutral conformation for this nitrogen with fewer lone pairs, so it's actually going to have a zero formal charge, this next one, guys, hmm it should have a lone pair but it doesn't, right? It doesn't have a lone pair, so you know what that means guys? so if we go ahead and work this out, it's got a plus 2 charge, right? So I'm going to go ahead and put this here, 2 plus and then over here we've got two bonds and two lone pairs. So, how, what is that 5 minus 6, right? So that's number 5 minus 2 sticks and 4 dots, so it's 5 minus 6, we're going to get a negative charge here, so remember how I said that we should have the same charge between, the same net charge between two resonance structures? Well guys, here we have a negative charge and here we have a net positive charge, so these are entirely different, right? this one has 16 valence electrons if you count, this one has 14, okay? So this does not work for us. Alright guys, let me know if not let's move on.

Related Solutions

Which structures below are resonance forms of the carbocation shown in the box...

Which structures below are resonance forms of the carbocation shown in the box...

Consider the molecule below:

a) Name the molecule. 

b) Draw another resonanc...

Consider the molecule below: a) Name the molecule.  b) Draw another resonanc...

Which of the following resonance forms best represent the molecule diazomethan...

Which of the following resonance forms best represent the molecule diazomethan...

Draw two additional resonance structures for the following compound.
...

Draw two additional resonance structures for the following compound. ...

Draw all of the reasonable resonance structures for the following molecule. 
...

Draw all of the reasonable resonance structures for the following molecule.  ...

In the spaces provided, draw all the important resonance contributing structur...

In the spaces provided, draw all the important resonance contributing structur...

Amides are best represented as the hybrid of three contributing structures. Dr...

Amides are best represented as the hybrid of three contributing structures. Dr...

Draw the important resonance structues for the following ion. Using arrows, sh...

Draw the important resonance structues for the following ion. Using arrows, sh...

Draw the important resonance structues for the following ion. Using arrows, sh...

Draw the important resonance structues for the following ion. Using arrows, sh...

Draw two major resonance forms for the following molecule.
...

Draw two major resonance forms for the following molecule. ...

Consider the anion below, which is a resonance hybrid. Only one important reso...

Consider the anion below, which is a resonance hybrid. Only one important reso...

Which choice best describes the relationship that exists between the pair of s...

Which choice best describes the relationship that exists between the pair of s...

Which choice best describes the relationship that exists between the pair of s...

Which choice best describes the relationship that exists between the pair of s...

What is the total number of valence electrons that should be shown explicitly ...

What is the total number of valence electrons that should be shown explicitly ...

 As noted in Table 3.1, the pKa of acetone, CH3COCH3, is 19.2. 

(a) Draw the ...

 As noted in Table 3.1, the pKa of acetone, CH3COCH3, is 19.2.  (a) Draw the ...

Write resonance structures for the azide ion, N3–. Explain how these resonance...

Write resonance structures for the azide ion, N3–. Explain how these resonance...

(a) Cyanic acid (H—O—C≡N) and isocyanic acid (H—N=C=O) differ in the positions...

(a) Cyanic acid (H—O—C≡N) and isocyanic acid (H—N=C=O) differ in the positions...

For the following write all possible resonance structures. Be sure to include ...

For the following write all possible resonance structures. Be sure to include ...

For the following write all possible resonance structures. Be sure to include ...

For the following write all possible resonance structures. Be sure to include ...

For the following write all possible resonance structures. Be sure to include ...

For the following write all possible resonance structures. Be sure to include ...

For the following write all possible resonance structures. Be sure to include ...

For the following write all possible resonance structures. Be sure to include ...

For the following write all possible resonance structures. Be sure to include ...

For the following write all possible resonance structures. Be sure to include ...

For the following write all possible resonance structures. Be sure to include ...

For the following write all possible resonance structures. Be sure to include ...

For the following write all possible resonance structures. Be sure to include ...

For the following write all possible resonance structures. Be sure to include ...

For the following write all possible resonance structures. Be sure to include ...

For the following write all possible resonance structures. Be sure to include ...

Show the curved arrows that would convert  A into B.
...

Show the curved arrows that would convert  A into B. ...

Write the resonance structure that would result from moving the electrons in t...

Write the resonance structure that would result from moving the electrons in t...

For the following write all possible resonance structures. Be sure to include ...

For the following write all possible resonance structures. Be sure to include ...

Of two possible structures A and B for the conjugate acid of guanidine, the mo...

Of two possible structures A and B for the conjugate acid of guanidine, the mo...

Write a more stable contributing structure for each of the following. Use curv...

Write a more stable contributing structure for each of the following. Use curv...

Write a more stable contributing structure for each of the following. Use curv...

Write a more stable contributing structure for each of the following. Use curv...

Write a more stable contributing structure for each of the following. Use curv...

Write a more stable contributing structure for each of the following. Use curv...

Write a more stable contributing structure for each of the following. Use curv...

Write a more stable contributing structure for each of the following. Use curv...

Write a more stable contributing structure for each of the following. Use curv...

Write a more stable contributing structure for each of the following. Use curv...

Write a more stable contributing structure for each of the following. Use curv...

Write a more stable contributing structure for each of the following. Use curv...

Write a more stable contributing structure for each of the following. Use curv...

Write a more stable contributing structure for each of the following. Use curv...

Write a more stable contributing structure for each of the following. Use curv...

Write a more stable contributing structure for each of the following. Use curv...

Write a more stable contributing structure for each of the following. Use curv...

Write a more stable contributing structure for each of the following. Use curv...

Which one of the following is not a permissible contributing structure? Why? 
...

Which one of the following is not a permissible contributing structure? Why?  ...

In each of the following pairs, determine whether the two represent resonance ...

In each of the following pairs, determine whether the two represent resonance ...

In each of the following pairs, determine whether the two represent resonance ...

In each of the following pairs, determine whether the two represent resonance ...

In each of the following pairs, determine whether the two represent resonance ...

In each of the following pairs, determine whether the two represent resonance ...

Consider Lewis formulas A, B, and C:

(a) Are A, B, and C constitutional isome...

Consider Lewis formulas A, B, and C: (a) Are A, B, and C constitutional isome...

Determine the relationship between the two structures below. Are they resonanc...

Determine the relationship between the two structures below. Are they resonanc...

Draw resonance structures for each of the following:
...

Draw resonance structures for each of the following: ...

Draw resonance structures for each of the following:
...

Draw resonance structures for each of the following: ...

Consider the structure of ozone: 

Ozone is formed in the upper atmosphere, wh...

Consider the structure of ozone:  Ozone is formed in the upper atmosphere, wh...

Draw resonance structures for each of the following:
...

Draw resonance structures for each of the following: ...

Draw resonance structures for each of the following:
...

Draw resonance structures for each of the following: ...

Draw all significant resonance structures for each of the following compounds:...

Draw all significant resonance structures for each of the following compounds:...

Draw resonance structures for each of the following:
...

Draw resonance structures for each of the following: ...

Draw resonance structures for each of the following:
...

Draw resonance structures for each of the following: ...

Draw resonance structures for each of the following:
...

Draw resonance structures for each of the following: ...

Draw resonance structures for each of the following:
...

Draw resonance structures for each of the following: ...

Draw resonance structures for each of the following:
...

Draw resonance structures for each of the following: ...

Draw resonance structures for each of the following:
...

Draw resonance structures for each of the following: ...

Which of the following drawings is not a resonance structure for  1-nitrocyclo...

Which of the following drawings is not a resonance structure for  1-nitrocyclo...

Cycloserine is an antibiotic isolated from the microbe Streptomyces orchidaceo...

Cycloserine is an antibiotic isolated from the microbe Streptomyces orchidaceo...

Draw all significant resonance structures for each of the following  compounds...

Draw all significant resonance structures for each of the following  compounds...

Draw all significant resonance structures for each of the following  compounds...

Draw all significant resonance structures for each of the following  compounds...

Single bonds generally experience free rotation at room temperature (as will b...

Single bonds generally experience free rotation at room temperature (as will b...

CL-20 and HMX are both powerful explosives. CL-20 produces a more powerful bla...

CL-20 and HMX are both powerful explosives. CL-20 produces a more powerful bla...

Progesterone is a female hormone that plays a critical role in the menstrual c...

Progesterone is a female hormone that plays a critical role in the menstrual c...

Draw all significant resonance structures for each of the following  compounds...

Draw all significant resonance structures for each of the following  compounds...

Draw significant resonance structures for the following compound:
...

Draw significant resonance structures for the following compound: ...

Starting from the structure below, draw three (3) additional resonance forms t...

Starting from the structure below, draw three (3) additional resonance forms t...

Draw  three  other important resonance contributors for the molecule below.
...

Draw  three  other important resonance contributors for the molecule below. ...

Which pair consists of resonance structures?
...

Which pair consists of resonance structures? ...

Onto which of the numbered atoms in the following structure can the negative c...

Onto which of the numbered atoms in the following structure can the negative c...

Draw the three formal resonance structures of the carbonate ion  (CO 32-) belo...

Draw the three formal resonance structures of the carbonate ion  (CO 32-) belo...

What is the definition of a resonance structure?

a) Compounds with the same m...

What is the definition of a resonance structure? a) Compounds with the same m...

Draw as many resonance structures as you can for the following compounds (Do n...

Draw as many resonance structures as you can for the following compounds (Do n...

Identify the false statement

(A) p molecular orbitals are formed by overlap o...

Identify the false statement (A) p molecular orbitals are formed by overlap o...

Draw two resonance structures for the species below.

 

 
...

Draw two resonance structures for the species below.     ...

Draw in the appropriate arrows for the following resonance structures. 
...

Draw in the appropriate arrows for the following resonance structures.  ...

Which pair represents resonance structures?

a. I

b. II

c. III

d. IV

e. Mo...

Which pair represents resonance structures? a. I b. II c. III d. IV e. Mo...

Which is (are) correct resonance structure(s) for the following organic compou...

Which is (are) correct resonance structure(s) for the following organic compou...

Which is (are) correct resonance structure(s) for the following organic compou...

Which is (are) correct resonance structure(s) for the following organic compou...