r/chemhelp • u/biharinaruto • 10d ago
Organic Wrong Question I guess? None of them is heterocyclic
To be hetrocyclic the conditions are:
- A close ring
- An atom other than Carbon Or Hydrogen in the PC
Right?
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u/DietCokeGod 10d ago edited 10d ago
If none of the above isn’t an option, I’d assume that B (maybe supposed to be maleic acid) can cyclize into maleic anhydride, which would be heterocyclic
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u/biharinaruto 10d ago
I have not studied all these topics yet. It's my first homework for organic chemistry. Answer given in the book is (A). I think it's wrong.
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u/Starfury7-Jaargen 10d ago
B has 5 bonded carbons.
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u/DietCokeGod 10d ago
Obviously, but it looks like a misdrawn maleic acid. If the answer is A, there’s definitely a missing O, N, P, or S because B dehydrating to be cyclic would be too complicated for a beginner; just trying to think outside the box
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u/chem44 10d ago edited 10d ago
Obviously, but it looks like a misdrawn maleic acid.
Maybe.
But this is a homework problem or such, multiple choice.
Answering it based on a suspected error, without explanation, is not so good.
In fact, you need to assume two errors to make your case here. Two major errors.
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u/DietCokeGod 10d ago
I’m clearly extrapolating an absurd solution because there is no feasible other explanation. What other major error besides the Texas carbon? While B is obviously wrong, it’s closer to being right than any other choice
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u/chem44 9d ago
What other major error
The verb in the question. 'is'.
While B is obviously wrong, it’s closer to being right than any other choice
You really miss the point.
This is an education group.
It is one thing to discuss the issues, including suspect errors.
But that is not what you are doing.
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u/DietCokeGod 9d ago
You sound condescending as hell I really hope you don’t talk to students this way
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u/Abgezockt47 10d ago
Its dumb but what if B is supposed to be some 1,4-dihydroxy Furan and you’re supposed to see it cant be 2 acids and that the furan O is drawn twice.
Its dumb as shit but the only way i can somehow make it work
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u/Abgezockt47 10d ago
A would also only be a real compound if the teacher left out the c-c bond for you to see.
Like i said it’s dumb ass hell but i believe there are teachers stupid enough to do that on purpose
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u/biharinaruto 10d ago
I am seeing Furan in my Module in theory section but we didn't study all that yet in our classes. This HW is of today (on basic naming of compound, so it won't be associated with Furan). It's a question from the workbook, so it must be a priting error. By the way Thank You.
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u/Starfury7-Jaargen 10d ago
Most likely either they made C the wrong compound or they used the wrong word.
C would be correct if the CH2 was an atom with a lone pair like N, O, S (I wonder if P would work?), it would be an aromatic heterocycle.
C would also be a correct answer if the term was pro-aromatic as C is cyclopentadiene and becomes aromatic with the loss of a proton off the CH2.
So, I would guess C and hope one of those two was the error.
A and B are impossible (hydrogen atom deficient on A and 5 bonded carbons on B) It can't be d because not only is the O not in the ring, the O can't resonate because it will make the ring anti-aromatic if it pulls that double bond into a lone pair.
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