World Journal of Chemical Education
ISSN (Print): 2375-1665 ISSN (Online): 2375-1657 Website: http://www.sciepub.com/journal/wjce Editor-in-chief: Prof. V. Jagannadham
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World Journal of Chemical Education. 2021, 9(3), 94-95
DOI: 10.12691/wjce-9-3-5
Open AccessCommunication

Why the Second Bond Exceptionally Effective on pKa Values of -ynoic (-C≡C-) Compounds? Chemical Education Perspective

R. Sanjeev1, D. A. Padmavati2 and V. Jagannadham2,

1Department of Chemistry, Geethanjali College of Engineering and Technology, Cheeryal-501301, Telangana, India

2Department of Chemistry, Osmania University, Hyderabad-500007, India

Pub. Date: November 15, 2021

Cite this paper:
R. Sanjeev, D. A. Padmavati and V. Jagannadham. Why the Second Bond Exceptionally Effective on pKa Values of -ynoic (-C≡C-) Compounds? Chemical Education Perspective. World Journal of Chemical Education. 2021; 9(3):94-95. doi: 10.12691/wjce-9-3-5

Abstract

Sudden decrease of nearly more than two orders of magnitude of pKa units of ynoic series of compounds is explained based on the electronegativity differences of sp, sp2 and sp3 carbons and on the subsequent stability of the corresponding anions. Both resonance and inductive effects operate in tandem to stabilize the ynoic anions.

Keywords:
Ynoic compounds chemical education graduate research; pH and pKa

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References:

[1]  Sørensen, S. P. L. (1909). Biochem. Z. 21: 131-304.
 
[2]  pKa values are from Lange’s Handbook of Chemistry, Ed. by John A. Dean, 15th Edition, McGraw-Hill, Inc. New York, 1999.
 
[3]  Haynes, William M., ed. (2016). CRC Handbook of Chemistry and Physics (97th ed.). CRC Press. p. 5-88.
 
[4]  J. March, Advanced Organic Chemistry, Reactions, Mechanisms, and Structure, 4th Edition, Wiley Interscience, 1992, page 269.