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3-Butyn-2-one


Phase change data

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled by: Robert L. Brown and Stephen E. Stein

Quantity Value Units Method Reference Comment
Tboil358.KN/AFarchan Laboratories, 1990 

Reduced pressure boiling point

Tboil (K) Pressure (bar) Reference
357.21.00Weast and Grasselli, 1989

Reaction thermochemistry data

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled by: John E. Bartmess

Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.

Individual Reactions

C4H3O- + Hydrogen cation = 3-Butyn-2-one

By formula: C4H3O- + H+ = C4H4O

Quantity Value Units Method Reference Comment
Deltar1506. ± 9.6kJ/molG+TSTaft and Topsom, 1987gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Deltar1474. ± 9.2kJ/molIMRETaft and Topsom, 1987gas phase; value altered from reference due to change in acidity scale

Gas phase ion energetics data

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled as indicated in comments:
B - John E. Bartmess
LBLHLM - Sharon G. Lias, John E. Bartmess, Joel F. Liebman, John L. Holmes, Rhoda D. Levin, and W. Gary Mallard
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron

View reactions leading to C4H4O+ (ion structure unspecified)

Ionization energy determinations

IE (eV) Method Reference Comment
10.25EIBurgers, Holmes, et al., 1982LBLHLM
10.19PEWillett and Baer, 1980LLK
10.28PETerlouw, Burgers, et al., 1979LLK
10.25 ± 0.05EIHolmes and Terlouw, 1979LLK
10.17PECarlier and Mouvier, 1979Vertical value; LLK

Appearance energy determinations

Ion AE (eV) Other Products MethodReferenceComment
C2H+17.95CH3+CO?EIMajer, Patrick, et al., 1961RDSH
C2H3O+12.10 ± 0.10C2HPEWillett and Baer, 1980LLK
C2H3O+11.85C2HEIMajer, Patrick, et al., 1961RDSH
C3HO+11.00 ± 0.10CH3PEWillett and Baer, 1980LLK
C3HO+11.0CH3EIMajer, Patrick, et al., 1961RDSH
C3H3+11.55 ± 0.10CHOPEWillett and Baer, 1980LLK
C3H4+11.0 ± 0.2COEIMommers, Burgers, et al., 1984LBLHLM
C3H4+10.68 ± 0.05COPEWillett and Baer, 1980LLK

De-protonation reactions

C4H3O- + Hydrogen cation = 3-Butyn-2-one

By formula: C4H3O- + H+ = C4H4O

Quantity Value Units Method Reference Comment
Deltar1506. ± 9.6kJ/molG+TSTaft and Topsom, 1987gas phase; value altered from reference due to change in acidity scale; B
Quantity Value Units Method Reference Comment
Deltar1474. ± 9.2kJ/molIMRETaft and Topsom, 1987gas phase; value altered from reference due to change in acidity scale; B

IR Spectrum

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director

Gas Phase Spectrum

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IR spectrum
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Additional Data

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Owner SRD/NIST
Collection (C) 2018 copyright by the U.S. Secretary of Commerce
on behalf of the United States of America. All rights reserved.
Origin EPA-IR VAPOR PHASE LIBRARY
State gas

This IR spectrum is from the NIST/EPA Gas-Phase Infrared Database .


Mass spectrum (electron ionization)

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director

Spectrum

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Mass spectrum
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Additional Data

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Owner NIST Mass Spectrometry Data Center
Collection (C) 2014 copyright by the U.S. Secretary of Commerce
on behalf of the United States of America. All rights reserved.
Origin NIST Mass Spectrometry Data Center, 1990.
NIST MS number 118182

All mass spectra in this site (plus many more) are available from the NIST/EPA/NIH Mass Spectral Library. Please see the following for information about the library and its accompanying search program.


References

Go To: Top, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Farchan Laboratories, 1990
Farchan Laboratories, Research Chemicals Catalog, Farchan Laboratories, Gainesville, FL, 1990, 91. [all data]

Weast and Grasselli, 1989
CRC Handbook of Data on Organic Compounds, 2nd Editon, Weast,R.C and Grasselli, J.G., ed(s)., CRC Press, Inc., Boca Raton, FL, 1989, 1. [all data]

Taft and Topsom, 1987
Taft, R.W.; Topsom, R.D., The Nature and Analysis of Substituent Effects, Prog. Phys. Org. Chem., 1987, 16, 1. [all data]

Burgers, Holmes, et al., 1982
Burgers, P.C.; Holmes, J.L.; Lossing, F.P.; Mommers, A.A.; Povel, F.R.; Terlouw, J.K., Isomeric and tautomeric [C4H4O]+ ions. Their thermochemistry and collisionally induced fragmentation characteristics, Can. J. Chem., 1982, 60, 2246. [all data]

Willett and Baer, 1980
Willett, G.D.; Baer, T., Thermochemistry and dissociation dynamics of state-selected C4H4X ions. 2. Furan 3-butyn-2-one, J. Am. Chem. Soc., 1980, 102, 6769. [all data]

Terlouw, Burgers, et al., 1979
Terlouw, J.K.; Burgers, P.C.; Holmes, J.L., Thermochemistry and generation of vinylketene, J. Am. Chem. Soc., 1979, 101, 225. [all data]

Holmes and Terlouw, 1979
Holmes, J.L.; Terlouw, J.K., Structures of [C4H4O]+ ions produced from 2- and 4-pyrone, J. Am. Chem. Soc., 1979, 101, 4973. [all data]

Carlier and Mouvier, 1979
Carlier, P.; Mouvier, G., Etude par spectrometrie de photoelectrons de la structure electronique des ynals et des ynones conjugues, J. Electron Spectrosc. Relat. Phenom., 1979, 17, 169. [all data]

Majer, Patrick, et al., 1961
Majer, J.R.; Patrick, C.R.; Robb, J.C., Appearance potentials of the acetyl radical-ion, J. Chem. Soc. Faraday Trans., 1961, 57, 14. [all data]

Mommers, Burgers, et al., 1984
Mommers, A.A.; Burgers, P.C.; Holmes, J.L.; Terlouw, J.K., Isomeric [C3H4]+ ions: Their identification and generation in dissociative ionizations, Org. Mass Spectrom., 1984, 19, 7. [all data]


Notes

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