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

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Discussion Overview

The discussion centers on the inductive effect of sec-butyl versus propyl groups, exploring the factors that influence their relative strengths. Participants examine the role of carbon atom distance and quantity in determining the inductive effect, with a focus on the mechanisms behind these effects.

Discussion Character

  • Debate/contested
  • Homework-related
  • Conceptual clarification

Main Points Raised

  • Some participants express confusion about whether the inductive effect is influenced more by the distance of the carbon atoms or the number of carbon atoms present in the groups.
  • One participant suggests that sec-butyl has a stronger inductive effect due to having an additional -CH3 group compared to propyl, while another questions the precision of this reasoning.
  • There is a suggestion to consider the physical mechanism of the inductive effect rather than just the rules, prompting a deeper analysis of the structures involved.
  • Another participant argues that the terminal carbon in sec-butyl may be more electronegative due to the presence of an additional -CH3 group, leading to a potential misunderstanding of the inductive effect's strength.
  • Concerns are raised about the clarity of expressions used in the arguments, indicating that precise terminology and systematic naming could enhance understanding.

Areas of Agreement / Disagreement

Participants do not reach a consensus on which group exhibits a stronger inductive effect, with multiple competing views and uncertainties remaining throughout the discussion.

Contextual Notes

Participants highlight the importance of clarity and systematic terminology in discussing the inductive effect, suggesting that misunderstandings may arise from vague expressions and lack of specificity regarding atomic references.

Physics lover
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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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