DOI: 10.1063/1.434907. A nonempirical molecular orbital study on the acidity of the carbon

A nonempirical molecular orbital study on the acidity of the carbon–hydrogen bond

10.1063/1.434907

Crossref journal-article

AIP Publishing

The Journal of Chemical Physics (317)

Abstract

The geometries of acetylene, ethylene, methane, ethane, ketene, allene, propyne, acetonitrile, ketenimine, aminoacetylene, hydroxyacetylene, and all the possible anions formed by removal of a proton from these molecules have been carefully optimized using nonempirical molecular orbital calculations employing the split-valence shell 4-31G basis set. These geometries have then been used in 6-31G basis set calculations. The computed order of gas phase acidity found for these molecules is hydroxyacetylene≳ketenimine≳ketene ≳acetonitrile≳aminoacetylene≳acetylene≳propyne≳allene ≳ethylene≳ethane≳methane.

Bibliography

Hopkinson, A. C., Lien, M. H., Yates, K., Mezey, P. G., & Csizmadia, I. G. (1977). A nonempirical molecular orbital study on the acidity of the carbonâhydrogen bond. The Journal of Chemical Physics, 67(2), 517â523.

Authors 5

Alan C. Hopkinson (first)
Min H. Lien (additional)
Keith Yates (additional)
Paul G. Mezey (additional)
Imre G. Csizmadia (additional)

References 19 Referenced 36

{'key': '2024020915261059100_r1', 'first-page': '195', 'volume': '47', 'year': '1969', 'journal-title': 'Discuss. Faraday Soc.'} / Discuss. Faraday Soc. (1969)
{'key': '2024020915261059100_r2'}
{'key': '2024020915261059100_r3'}
{'key': '2024020915261059100_r4'}
{'key': '2024020915261059100_r5', 'first-page': '3385', 'volume': '38', 'year': '1970', 'journal-title': 'Tetrahedron Lett.'} / Tetrahedron Lett. (1970)
10.1021/ja00834a035 / J. Am. Chem. Soc. (1975)
{'key': '2024020915261059100_r7'}
10.1071/CH9750001 / Aust. J. Chem. (1975)
10.1063/1.1674902 / J. Chem. Phys. (1971)
{'key': '2024020915261059100_r10', 'first-page': '5255', 'volume': '56', 'year': '1972', 'journal-title': 'J. Am. Chem. Soc.'} / J. Am. Chem. Soc. (1972)
10.1063/1.1677527 / J. Chem. Phys. (1972)
{'key': '2024020915261059100_r12'}
{'key': '2024020915261059100_r12a'}
{'key': '2024020915261059100_r13'}
10.1021/cr60259a002 / Chem. Rev. (1969)
10.1016/0009-2614(70)80197-X / Chem. Phys. Lett. (1970)
10.1007/BF00526442 / Theor. Chim. Acta (1972)
10.1021/ja00770a002 / J. Am. Chem. Soc. (1972)
{'key': '2024020915261059100_r18'}

Dates

Type	When
Created	22 years, 6 months ago (Feb. 12, 2003, 4:34 p.m.)
Deposited	1 year, 6 months ago (Feb. 9, 2024, 11:16 a.m.)
Indexed	1 year, 6 months ago (Feb. 11, 2024, 4:18 a.m.)
Issued	48 years, 1 month ago (July 15, 1977)
Published	48 years, 1 month ago (July 15, 1977)
Published Print	48 years, 1 month ago (July 15, 1977)

Funders 0

None

BibTeX

@article{Hopkinson_1977, title={A nonempirical molecular orbital study on the acidity of the carbon–hydrogen bond}, volume={67}, ISSN={1089-7690}, url={http://dx.doi.org/10.1063/1.434907}, DOI={10.1063/1.434907}, number={2}, journal={The Journal of Chemical Physics}, publisher={AIP Publishing}, author={Hopkinson, Alan C. and Lien, Min H. and Yates, Keith and Mezey, Paul G. and Csizmadia, Imre G.}, year={1977}, month=jul, pages={517–523} }

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