Questions tagged [steric-effects]

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4
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1answer
115 views

Comparing Rate of Hydrolysis of Acyl halides

In this particular question, my answer is (D) as steric hinderance is minimum there, but answer (B) was given due to the electron withdrawing (-M) effect of the nitro group. Isn't steric hinderance ...
3
votes
1answer
35 views

What does "the natural bond angle" mean in the context of Universal Force Field (UFF) potential energy calculation and how are bond angles calculated?

As the title says, what does "the natural bond angle θ0" mean in the context of Universal Force Field (UFF) potential energy calculation? The reference appears in section D. Angular ...
3
votes
0answers
26 views

Does benzene sulphonic acids show steric inhibition of resonance / ortho effect?

I have read about ortho effects in aniline (steric inhibition of protonation) and benzoic acids but have not seen anything about Sulphonic Acids ($\ce{-SO3H}$) do they also show considerable ortho ...
4
votes
0answers
63 views

Planarity at the Junction between multiple Rings

My Approach: As cyclohexane should be in the chair form and cyclopentane should be in the envelope form, more the number of five-membered rings more should be its planarity, as envelope form is more ...
2
votes
2answers
66 views

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. Does it ...
2
votes
0answers
37 views

Does SIR(Steric hindrance in resonance) affect inductive effect?

In 2,6-dichlorobenzoic acid, the $\ce{-COOH}$ group is pushed out of the plane restricting resonance. Question: Does it mean the -I effect of chlorine atoms also cannot operate and reduce the charge ...
6
votes
1answer
101 views

Will "soft nucleophiles" undergo 1,4-conjugate addition even if the β-carbon is sterically hindered?

In general soft nucleophiles do 1,4 conjugate addition to a carbonyl carbon under thermodynamic control. Will soft nucleophiles like organocuprates still preferentially undergo 1,4 addition if the β-...
4
votes
1answer
70 views

Why are steric effects repulsive?

Normally, I think about orbitals interacting in the context of bonding. When two atomic orbitals overlap, they can do so in-phase or out-of-phase. The in-phase overlap results in a bonding molecular ...
0
votes
0answers
45 views

Combined Effect of Steric Inhibition of Resonance and Inductive Effect

While qualitatively comparing the acidic nature of o-methyl benzoic acid and benzoic acid, we consider the steric effect due to which the $\ce{-COOH}$ group loses its planarity and the +M effect of $\...
15
votes
2answers
698 views

Help understanding how "steric effects" are distinct from "electronic effects"?

@jakebeal's excellent answer to Why do animal cells “mistake” rubidium ions for potassium ions? includes the following passage: In the case of potassium versus sodium, which are both very important ...