17
votes
Accepted
Help understanding how "steric effects" are distinct from "electronic effects"?
The normal distinction between "steric" and "electronic" is based on whether the effect is transmitted through space or through bonds
All the normal physical interactions we ...
- 37.8k
5
votes
Accepted
Basicity of pyridine and 2,6-di-tert-butylpyridine
Among pyridine and 2,6-di-tert-butylpyridine, which one would be more basic?
As Mithoron pointed out in the comment section, it's more fundamental than pretty obvious thing that large steric groups ...
- 42.1k
4
votes
Will "soft nucleophiles" undergo 1,4-conjugate addition even if the β-carbon is sterically hindered?
Your line of thought possibly is influenced by the Walden inversion which is characteristic for the nucleophilic substitution mechanism of $\mathrm{S_N2}$ where steric hindrance affects the rate when ...
- 31.4k
4
votes
Accepted
Why are steric effects repulsive?
It's all about the Pauli exclusion principle. Assume the available MOs in each of two approaching molecules are fixed, and that each molecule is in a closed shell configuration (all electrons are ...
- 22.9k
3
votes
Is regioselectivity affected by steric factors during alkylation of naphthalene?
The 1-isomer is the generally favoured product as it is formed via a less energetic intermediate, whereas the 2-isomer is formed via a more energetic one.
The stabilization of the 1-isomer ...
- 3,161
3
votes
Help understanding how "steric effects" are distinct from "electronic effects"?
tl;dr– Effects are:
steric (or non-steric) if they're related (or not) to physical shape/configuration;
electronic (or non-electronic) if they're related (or not) to electronic charge.
I would ...
- 371
2
votes
Is regioselectivity affected by steric factors during alkylation of naphthalene?
I read that Friedel Craft's alkylation of naphthalene by alkyl halides having more than 2 carbons occurs at 2-position. On the other hand, with smaller halides, it occurs at the 1-position.
The above ...
- 42.1k
2
votes
Accepted
What does "the natural bond angle" mean in the context of Universal Force Field (UFF) potential energy calculation and how are bond angles calculated?
The original article on UFF is from 1992, so it is somewhat dated. The selection of "natural bond" values is explained on page 10028:
a. Standard Bond Angles. The natural angles for the ...
- 22.9k
1
vote
Comparing Rate of Hydrolysis of Acyl halides
The high reactivity of acyl chlorides towards nucleophilic attack is due to the highly polarised situation of the carbon-oxygen/chlorine bonds i.e.
As you have mentioned due to the phenyl ring being ...
- 558
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