NH2- vs. H-: Electronegativity and Basicity

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SUMMARY

NH2- is a stronger base than H- due to its lower Gibbs free energy change (ΔG) in reactions. The reaction NH2- + H2O ⇌ NH3 + OH- has a ΔG of -1657 kJ/mol, while H- + H2O ⇌ H2 + OH- has a ΔG of -1649 kJ/mol. This indicates that NH2- has a greater equilibrium constant compared to H-. The discussion emphasizes the role of electronegativity and structural considerations in determining basicity.

PREREQUISITES
  • Understanding of acid-base reactions and equilibrium
  • Knowledge of Gibbs free energy and its implications in chemical reactions
  • Familiarity with electronegativity and its effects on molecular stability
  • Basic grasp of chemical structures and their influence on reactivity
NEXT STEPS
  • Research the concept of Gibbs free energy in chemical thermodynamics
  • Explore the relationship between electronegativity and basicity in organic chemistry
  • Learn about equilibrium constants and their calculation in acid-base reactions
  • Investigate the structural factors that influence the strength of bases
USEFUL FOR

Chemistry students, researchers in organic chemistry, and professionals studying acid-base reactions and thermodynamics will benefit from this discussion.

Avi_R
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Why is NH2- a stronger base than H-. I would think that due to N's greater electronegatavity, it would want to hold on to its electrons more, making it less basic.
 
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NH2- + H+ --> NH3; (delta)G reaction = -1657 Kj/mol
H- + H+ --> H2; (delta)G reaction = -1649 Kj/mol

So, the reaction NH2- + H2O --><-- NH3 + OH- has a lesser (delta)G than the reaction H- + H2O --><-- H2 + OH-; that is, the first one has a greater equilibrium constant than the second.

with --><-- I mean equilibrium reaction.
 
Thanks for the answer, but speaking strictly based on structure, how would we determine this?
 
Avi_R said:
Thanks for the answer, but speaking strictly based on structure, how would we determine this?
I don't think it's possible, at least AFAIK.
 

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