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Questions tagged [steric-effects]

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Basicity of pyridine and 2,6-di-tert-butylpyridine

Among pyridine and 2,6-di-tert-butylpyridine, which one would be more basic? My guess was that since two bulky groups are substituted at ortho position in the latter, it will experience steric ...
Ayanokouji Kiyotaka's user avatar
1 vote
0 answers
134 views

Tetra-tert-butylmethane

Does this molecule exist? I've been wondering about extreme steric hindrance and trying to find the limit of what can exist and what not. It appears to exist some basic data about it in PubChem, but ...
Jorge Bonifaz's user avatar
4 votes
1 answer
383 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 ...
Yash Agrawal's user avatar
4 votes
0 answers
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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 ...
Ayush Shankaram's user avatar
3 votes
0 answers
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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 ...
Bhanu Kiran's user avatar
2 votes
2 answers
438 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 ...
Abhijeet's user avatar
2 votes
0 answers
152 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 ...
Nivedita Chowdhury's user avatar
6 votes
1 answer
419 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-...
Ashish's user avatar
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3 votes
1 answer
97 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 ...
user107959's user avatar
4 votes
1 answer
234 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 ...
Andrew's user avatar
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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 $\...
Parth Singh's user avatar
15 votes
2 answers
1k 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 ...
uhoh's user avatar
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