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Unanswered Questions

1,186 questions with no upvoted or accepted answers
10 votes
1 answer
328 views

Why are IUPAC's definitions of exo- and endothermic disconnected from the direction of heat flow?

I'm wondering if anyone can provide a rationale for IUPAC's definitions of exothermic and endothermic since they disconnect these terms from the direction of heat flow. Specifically, here are IUPAC's ...
9 votes
0 answers
196 views

Is there a reliable chemical theory that predicts pKa based on structure?

Obviously, there are general stability arguments that can be made to estimate relative pKas, such as evaluating the stability of the conjugate base of an acid, or thinking about how polarized the bond ...
9 votes
1 answer
10k views

Order of Basicity of Nitrogen Trihalides

I was asked to arrange nitrogen tri-halides in order of increasing basicity. On looking up the answer online, it turned out to be the following: $\ce{NF3}$ < $\ce{NCl3}$ < $\ce{NBr3}$ < $\ce{...
7 votes
0 answers
183 views

Why does entropy increase in reactions that make more molecules?

I used to understand this (more molecules ⇒ more degrees of freedom), but do no longer, because the total number of atoms is conserved, so translational d.o.f. should just be turned into internal d.o....
7 votes
0 answers
3k views

Why is o-fluorophenol a stronger acid than p-fluorophenol?

The $\mathrm{p}K_\mathrm{a}$ value of o-fluorophenol is $8.7$, while that of the p-fluorophenol is $9.9$. It's obvious that the inductive effect is more dominant at ortho-position, which results in a ...
7 votes
0 answers
1k views

Steric inhibition of resonance vs. hydrogen bonding

I have to compare the acidic strength of these compounds: Now, in A and B hydrogen bonding will be present which will help stabilize the negative charge of the conjugate base. However, the hydroxyl ...
7 votes
0 answers
516 views

Does phosphoric acid remove stainless steel electropolished layer?

Electropolished stainless steel has a high corrosion resistance due to the oxide film that is created during electropolishing. The film mainly consist of chromium(III) oxide. Phosphoric acid is ...
7 votes
0 answers
547 views

Ligand strength - Coulombic effect and/or Electronegativities?

According to my teacher, these three Lewis bases generally decrease in strength in the following order: Ammonia Water Hydroxide ion I agree. However, he argues that their ability to act as Lewis ...
6 votes
0 answers
82 views

Do "pseudo Van der Waals" gases exist?

In college, when deriving the Langmuir isotherm for gas-solid adsorption, the professor proposed a modified version of the Van der Waals state equation, what he called the "pseudo Van der Waals ...
6 votes
0 answers
115 views

Why is carbon monoxide non-Brönsted-basic in aqueous solution when it has a lone pair on carbon?

Carbon monoxide is not protonatable in aqueous solution; a quick Google search even leads to a paper that talks about using carborane acids, i.e. extreme superacids, to protonate the molecule. However,...
6 votes
0 answers
164 views

Why is supersaturated sodium acetate so (meta)stable?

Sodium acetate is a common example used in general chemistry lectures to illustrate the idea of supersaturation, and that precipitation of a supersaturated solution can be initiated by a seed crystal. ...
6 votes
0 answers
428 views

Why is there preferential adsorption of a common ion during preparation of colloids by peptization?

There was a similar question asked here on Chem SE, but the answer was not very satisfactory to me, so I am asking a fresh question. Peptization is the process of creating a colloid from a precipitate ...
6 votes
0 answers
206 views

Why is the reverse aldol cleavage of fructose 1,6-bisphosphate highly endergonic under standard conditions?

I have another question similar to this one. I just don't have intuition for why reactions are thermodynamically favorable or unfavorable and I'd like to build it. This time I'd like to ask about ...
6 votes
1 answer
197 views

Understanding elementary rate laws from a probability stand point

I am learning about chemical kinetics and dynamics and as I understand for a general chemical reaction $$\ce{aA + bB -> cC + dD} $$ whose reaction rate, r, can be described by an elementary rate ...
6 votes
0 answers
507 views

pKa of different sites of butanone

From what I can tell, deprotonation of the central hydrogen leads to the more thermodynamically stable product (most substituted double bond. i.e. most stabilization by hyperconjugation). Therefore, ...

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