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Use this tag for questions relating to organic molecules and their properties (structure of organic molecules, spectroscopic properties, reaction mechanisms, stereochemistry etc). DO NOT use this tag as the only tag in your question, as this tag by itself cannot appropriately classify your question. Always use this tag in addition to other more specific tags.

1 vote

Naming Ibuprofen

The outer two refers to the fact that the (4-(2-methylpropyl)phenyl) group is on the second carbon of the propanoic acid. The four tells us that the methylpropyl group is across from the first carbon …
Niels Kornerup's user avatar
5 votes
Accepted

Best chair configuration for trimethylcyclohexane matching a specific Haworth projection?

While you are correct that B should be the most stable conformer of trimethylcylcohexane, the question asked which one best represents the one shown in the Haworth projection. Answer choice B has R st …
Niels Kornerup's user avatar
2 votes

Bond lengths: 1-D particle-in-a-box for 1,3-butadiene

As porphyrin said in his comment, the $\ce{C-H}$ bond is not part of the delocalized $\pi$ system that makes up the one dimensional box. This is partially because hydrogen does not have a p orbital to …
Niels Kornerup's user avatar
2 votes

Is acetone saturated or not?

The degrees of unsaturation for a hydrocarbon of formula $\mathrm{C_xH_y}$ is equal to $\dfrac{(2x+2-y)}{2}$. The addition of an oxygen atom does not change the number of degrees of unsaturation, so a …
Niels Kornerup's user avatar
0 votes
Accepted

Safe pH levels for blood

While there are a lot of different things that can go wrong if your blood's pH changes too much, in this answer I am going to focus on one of the most chemistry relevant issues with a large change in …
Niels Kornerup's user avatar
1 vote

Rate determining step

The reaction that you are looking at is known as an $S_N1$ reaction. In the first step of the reaction, the leaving group (in this case bromine) falls off the carbon chain, forming a carbocation. In t …
Niels Kornerup's user avatar
6 votes
Accepted

Is this reaction of 4-chloro-1,1-dimethylcyclohexane SN1, SN2, E1, or E2?

E1 is the correct answer. There are a couple of factors that lead me to this conclusion. First of all, heat favors elimination over substitution, meaning that this reaction will either be E1 or E2. No …
Niels Kornerup's user avatar
1 vote
0 answers
574 views

Mechanism of polymerization of 4-nitroaniline

Does anyone know the mechanism for/the structure of the product of the explosive polymerization of 4-nitroaniline with concentrated sulfuric acid? My guess is that it is some sort of aromatic substitu …
13 votes
1 answer
385 views

Can you have a meta stereocenter?

Imagine a compound such as 1,3-dibromo-1,2,3-trichloropropane. Since the first and third carbons are attached to four different groups, they are both chiral centers. Assuming that both of these stereo …
12 votes
Accepted

Why are antiaromatic compounds unstable?

Antiaromatic compounds are not necessarily unstable - they are just less stable than a bunch of ethenes connected by sigma bonds. If the pi electrons in an antiaromatic compound were to delocalize acr …
Niels Kornerup's user avatar
10 votes
1 answer
7k views

Why are antiaromatic compounds unstable?

Antiaromaticity is so destabilizing that it can cause compounds such as cyclobutadiene to elongate or manipulate their orbitals so that the pi system is no longer aromatic. I understand that aromatic …
13 votes
Accepted

Is this molecule possible? And if so, what is it called? (Cyclic groups)

If you want to consider the diene as the main chain, you could call this 2-cyclohexyl-1,3-butadiene. This used to be the proper name for the compound, as double bonds used to take priority over any le …
Niels Kornerup's user avatar
2 votes

Is it possible for a group to substitute itself?

Yes - a nucleophile can replace itself in a substitution reaction. Under the SN1 mechanism, once the carbocation is formed, it becomes prone to attack from any negatively charged species, including th …
Niels Kornerup's user avatar