Which Group Exhibits a Stronger Inductive Effect, Sec-Butyl or Propyl?

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SUMMARY

The discussion centers on the inductive effect of sec-butyl versus propyl groups, specifically regarding their electron-donating abilities. Participants clarify that the inductive effect is influenced by the distance of electronegative atoms and the number of carbon atoms present. Ultimately, it is concluded that while sec-butyl has an additional methyl group, the terminal carbon in propyl is more electronegative, making propyl a stronger +I group. The importance of using systematic nomenclature and clear mechanisms in explanations is emphasized for academic clarity.

PREREQUISITES
  • Understanding of inductive effect in organic chemistry
  • Familiarity with carbon chain nomenclature (e.g., sec-butyl, propyl)
  • Knowledge of electronegativity and its role in chemical bonding
  • Ability to analyze molecular structures and their implications
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  • Research the mechanisms of inductive effects in organic compounds
  • Study the systematic nomenclature of organic molecules
  • Learn about the comparative analysis of electron-donating groups
  • Explore the impact of molecular structure on reactivity and stability
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Chemistry students, organic chemists, and educators seeking to deepen their understanding of inductive effects and improve clarity in scientific communication.

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Homework Statement
Which has more +I effect Propyl or Sec butyl
Relevant Equations
Inductive effect
Difference in electronegativity
Distance dependent
I am confused.If i think in terms of distance than propyl group in sec butyl is far away than in normal propyl.But if think in no. of Carbon atoms then sec butyl should have more +I effect as it is has more Carbon atoms.
Tell me which is the correct one?
 
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Physics lover said:
Homework Statement: Which has more +I effect Propyl or Sec butyl
Homework Equations: Inductive effect
Difference in electronegativity
Distance dependent

I am confused.If i think in terms of distance than propyl group in sec butyl is far away than in normal propyl.But if think in no. of Carbon atoms then sec butyl should have more +I effect as it is has more Carbon atoms.
Tell me which is the correct one?
Your second sentence practically does not mean anything that I can understand. Distance of what from what?

Don't think so much about rules as mechanisms – what is the mechanism of the inductive effect? Then look at the structures and see what that seems to imply.
 
i
epenguin said:
Your second sentence practically does not mean anything that I can understand. Distance of what from what?

Don't think so much about rules as mechanisms – what is the mechanism of the inductive effect? Then look at the structures and see what that seems to imply.
think sec butyl has more inductive effect as there is 1 more ch3 group in it than n propyl.So am i Correct?
 
Physics lover said:
i

think sec butyl has more inductive effect as there is 1 more ch3 group in it than n propyl.So am i Correct?

Maybe, but not precise enough to convince a sceptical examiner completely. 2-methylpropan-1-ol ("isobutanol") also has one more -CH3 group than propan-1-ol ( using the proper names is also more helpful and convincing) - does that have a greater inductive effect?
You need to briefly invoke and specify the physical mechanism of the inductive effect, not just rules and names.
 
epenguin said:
Maybe, but not precise enough to convince a sceptical examiner completely. 2-methylpropan-1-ol ("isobutanol") also has one more -CH3 group than propan-1-ol ( using the proper names is also more helpful and convincing) - does that have a greater inductive effect?
You need to briefly invoke and specify the physical mechanism of the inductive effect, not just rules and names.
ok as we know inductive effect occurs due to difference in electronegativity of atoms.In this case the terminal carbon atom in sec butyl would be more electronegative than that in n propyl as it will have more partial negative charge on terminal carbon due to presence of 1 more ch3 group than n propyl.Therefore sec butyl should be weaker +i group than n propyl.Am i correct now?
 
I don't think so, but even if you are it is not doing you much good because of the lack of clarity with which you express it.
I.e. wouldn't do you much good for grades or examinations. As one Prof said to me, is the student is on top of the question it hits you in the face as soon as you see his answer.

With other answers he might be saying to himself yes, no, maybe.If you are lucky enough that you can have some interaction with him he might try to ascertain or to hint or remind you or set you thinking by asking a further question.If then you don't reply to that what is he going to conclude? He'll put that down as a No.

In your answer it will also help clarity if you can use the systematic terminology that I am using in #5.You may not have learned this yet, but the examples are sufficient for all you need to this problem.Then each atom has a number and you can state which atom you are referring to C1, C4 or what.
 
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