Acetylene
- Formula: C2H2
- Molecular weight: 26.0373
- IUPAC Standard InChIKey: HSFWRNGVRCDJHI-UHFFFAOYSA-N
- CAS Registry Number: 74-86-2
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
The 3d structure may be viewed using Java or Javascript. - Other names: Ethyne; Ethine; Narcylen; C2H2; Acetylen; UN 1001; Vinylene
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Gas phase thermochemistry data
Go To: Top, Gas phase ion energetics data, References, Notes
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:
DRB - Donald R. Burgess, Jr.
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
GT - Glushko Thermocenter, Russian Academy of Sciences, Moscow
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°gas | 54.190 | kcal/mol | Review | Chase, 1998 | Data last reviewed in March, 1961 |
ΔfH°gas | 54.3 ± 0.2 | kcal/mol | Review | Manion, 2002 | adopted recommendation of Gurvich, Veyts, et al., 1991; DRB |
ΔfH°gas | 54.19 ± 0.19 | kcal/mol | Ccb | Wagman, Kilpatrick, et al., 1945 | Unpublished work of E. J. Prosen; ALS |
Quantity | Value | Units | Method | Reference | Comment |
S°gas,1 bar | 48.023 | cal/mol*K | Review | Chase, 1998 | Data last reviewed in March, 1961 |
Constant pressure heat capacity of gas
Cp,gas (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
7.015 | 100. | Gurvich, Veyts, et al., 1989 | p=1 bar.; GT |
8.501 | 200. | ||
10.53 | 298.15 | ||
10.56 | 300. | ||
12.04 | 400. | ||
13.09 | 500. | ||
13.89 | 600. | ||
14.57 | 700. | ||
15.18 | 800. | ||
15.73 | 900. | ||
16.24 | 1000. | ||
16.71 | 1100. | ||
17.13 | 1200. | ||
17.52 | 1300. | ||
17.87 | 1400. | ||
18.18 | 1500. | ||
18.47 | 1600. | ||
18.73 | 1700. | ||
18.96 | 1800. | ||
19.17 | 1900. | ||
19.36 | 2000. | ||
19.54 | 2100. | ||
19.70 | 2200. | ||
19.84 | 2300. | ||
19.98 | 2400. | ||
20.11 | 2500. | ||
20.22 | 2600. | ||
20.33 | 2700. | ||
20.43 | 2800. | ||
20.53 | 2900. | ||
20.62 | 3000. |
Gas Phase Heat Capacity (Shomate Equation)
Cp° = A + B*t + C*t2 + D*t3 +
E/t2
H° − H°298.15= A*t + B*t2/2 +
C*t3/3 + D*t4/4 − E/t + F − H
S° = A*ln(t) + B*t + C*t2/2 + D*t3/3 −
E/(2*t2) + G
Cp = heat capacity (cal/mol*K)
H° = standard enthalpy (kcal/mol)
S° = standard entropy (cal/mol*K)
t = temperature (K) / 1000.
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Temperature (K) | 298. to 1100. | 1100. to 6000. |
---|---|---|
A | 9.724420 | 16.12630 |
B | 9.735371 | 2.808581 |
C | -3.866731 | -0.483143 |
D | 0.877089 | 0.032551 |
E | -0.157364 | -2.343790 |
F | 50.36011 | 44.32481 |
G | 56.16759 | 60.59601 |
H | 54.19011 | 54.19011 |
Reference | Chase, 1998 | Chase, 1998 |
Comment | Data last reviewed in March, 1961 | Data last reviewed in March, 1961 |
Gas phase ion energetics data
Go To: Top, Gas phase thermochemistry data, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data evaluated as indicated in comments:
HL - Edward P. Hunter and Sharon G. Lias
L - Sharon G. Lias
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
LL - Sharon G. Lias and Joel F. Liebman
View reactions leading to C2H2+ (ion structure unspecified)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
IE (evaluated) | 11.400 ± 0.002 | eV | N/A | N/A | L |
Quantity | Value | Units | Method | Reference | Comment |
Proton affinity (review) | 153.3 | kcal/mol | N/A | Hunter and Lias, 1998 | HL |
Quantity | Value | Units | Method | Reference | Comment |
Gas basicity | 147.4 | kcal/mol | N/A | Hunter and Lias, 1998 | HL |
Ionization energy determinations
Appearance energy determinations
De-protonation reactions
C2H- + =
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 379. ± 5. | kcal/mol | AVG | N/A | Average of 8 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 370. ± 5. | kcal/mol | AVG | N/A | Average of 7 values; Individual data points |
References
Go To: Top, Gas phase thermochemistry data, Gas phase ion energetics data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Chase, 1998
Chase, M.W., Jr.,
NIST-JANAF Themochemical Tables, Fourth Edition,
J. Phys. Chem. Ref. Data, Monograph 9, 1998, 1-1951. [all data]
Manion, 2002
Manion, J.A.,
Evaluated Enthalpies of Formation of the Stable Closed Shell C1 and C2 Chlorinated Hydrocarbons,
J. Phys. Chem. Ref. Data, 2002, 31, 1, 123-172, https://doi.org/10.1063/1.1420703
. [all data]
Gurvich, Veyts, et al., 1991
Thermodynamic Properties of Individual Substances, 4th edition, Volume 2, Gurvich, L.V.; Veyts, I.V.; Alcock, C.B.;, ed(s)., Hemisphere, New York, 1991. [all data]
Wagman, Kilpatrick, et al., 1945
Wagman, D.D.; Kilpatrick, J.E.; Pitzer, K.S.; Rossini, F.D.,
Heats, equilibrium constants, and free energies of formation of the acetylene hydrocarbons through the pentynes, to 1,500° K,
J. Res. NBS, 1945, 35, 467-496. [all data]
Gurvich, Veyts, et al., 1989
Gurvich, L.V.; Veyts, I.V.; Alcock, C.B.,
Thermodynamic Properties of Individual Substances, 4th ed.; Vols. 1 and 2, Hemisphere, New York, 1989. [all data]
Hunter and Lias, 1998
Hunter, E.P.; Lias, S.G.,
Evaluated Gas Phase Basicities and Proton Affinities of Molecules: An Update,
J. Phys. Chem. Ref. Data, 1998, 27, 3, 413-656, https://doi.org/10.1063/1.556018
. [all data]
Plessis and Marmet, 1986
Plessis, P.; Marmet, P.,
Electroionization study of acetylene and fragment ions,
Int. J. Mass Spectrom. Ion Processes, 1986, 70, 23. [all data]
Hayaishi, Iwata, et al., 1982
Hayaishi, T.; Iwata, S.; Sasanuma, M.; Ishiguro, E.; Morioka, Y.; Iida, Y.; Nakamura, M.,
Photoionisation mass spectrometric study of acetylene in the VUV region,
J. Phys. B:, 1982, 15, 79. [all data]
Rosmus, Botschwina, et al., 1981
Rosmus, P.; Botschwina, P.; Maier, J.P.,
On the ionic states of vinylidene and acetylene,
Chem. Phys. Lett., 1981, 84, 71. [all data]
Kimura, Katsumata, et al., 1981
Kimura, K.; Katsumata, S.; Achiba, Y.; Yamazaki, T.; Iwata, S.,
Ionization energies, Ab initio assignments, and valence electronic structure for 200 molecules
in Handbook of HeI Photoelectron Spectra of Fundamental Organic Compounds, Japan Scientific Soc. Press, Tokyo, 1981. [all data]
Bieri, Schmelzer, et al., 1980
Bieri, G.; Schmelzer, A.; Asbrink, L.; Jonsson, M.,
Fluorine and the fluoroderivatives of acetylene and diacetylene studied by 30.4 nm He(II) photoelectron spectroscopy,
Chem. Phys., 1980, 49, 213. [all data]
Suzuki and Maeda, 1978
Suzuki, I.H.; Maeda, K.,
Ionization efficiency curves of acetylene by mono-energetic electron impact,
Adv. Mass Spectrom., 1978, 7, 182. [all data]
Suzuki and Maeda, 1977
Suzuki, I.H.; Maeda, K.,
Ionization efficiency curves of acetylene by electron impact,
Mass Spectrosc. (Tokyo), 1977, 25, 223. [all data]
Bieri, Burger, et al., 1977
Bieri, G.; Burger, F.; Heilbronner, E.; Maier, J.P.,
Valence ionization enrgies of hydrocarbons,
Helv. Chim. Acta, 1977, 60, 2213. [all data]
Van Veen and Plantenga, 1976
Van Veen, E.H.; Plantenga, F.L.,
Low-energy electron-impact excitation spectra of acetylene,
Chem. Phys. Lett., 1976, 38, 493. [all data]
Reeher, Flesch, et al., 1976
Reeher, J.R.; Flesch, G.D.; Svec, H.J.,
The mass spectra and ionization potentials of the neutral fragments produced during the electron bombardment of aromatic compounds,
Org. Mass Spectrom., 1976, 11, 154. [all data]
Carlier, Dubois, et al., 1975
Carlier, P.; Dubois, J.E.; Masclet, P.; Mouvier, G.,
Spectres de photoelectrons des alcynes,
J. Electron Spectrosc. Relat. Phenom., 1975, 7, 55. [all data]
Parr and Taylor, 1973
Parr, G.R.; Taylor, J.W.,
A photoionization mass spectrometer utilizing a high intensity molecular beam sampling system and synchrotron radiation,
Rev. Sci. Instrum., 1973, 44, 1578. [all data]
Dibeler and Walker, 1973
Dibeler, V.H.; Walker, J.A.,
Photoionization of acetylene near threshold,
Int. J. Mass Spectrom. Ion Phys., 1973, 11, 49. [all data]
Brogli, Heilbronner, et al., 1973
Brogli, F.; Heilbronner, E.; Hornung, V.; Kloster-Jensen, E.,
230. Die photoelektronen-spektren methyl-substituierter Acetylene,
Helv. Chim. Acta, 1973, 56, 2171. [all data]
Lossing, 1970
Lossing, F.P.,
Threshold ionization of acetylene by monoenergetic electron impact,
Intern. J. Mass Spectrom. Ion Phys., 1970, 5, 190. [all data]
Omura, Kaneko, et al., 1969
Omura, I.; Kaneko, T.; Yamada, Y.; Tanaka, K.,
Mass spectrometric studies of photoionization. IV. Acetylene and propyne,
J. Phys. Soc. Japan, 1969, 27, 178. [all data]
Williams and Hamill, 1968
Williams, J.M.; Hamill, W.H.,
Ionization potentials of molecules and free radicals and appearance potentials by electron impact in the mass spectrometer,
J. Chem. Phys., 1968, 49, 4467. [all data]
Collins, Winters, et al., 1968
Collins, J.H.; Winters, R.E.; Engerholm, G.G.,
Fine structure in energy-distribution-difference ionizationefficiency curves,
J. Chem. Phys., 1968, 49, 2469. [all data]
Baker and Turner, 1968
Baker, C.; Turner, D.W.,
High resolution molecular photoelectron spectroscopy. III.Acetylenes and azaacetylenes,
Proc. Roy. Soc. (London), 1968, A308, 19. [all data]
Brehm, 1966
Brehm, B.,
Massenspektrometrische Untersuchung der Photoionisation von Molekulen,
Z. Naturforsch., 1966, 21a, 196. [all data]
Nicholson, 1965
Nicholson, A.J.C.,
Photoionization-efficiency curves. II. False and genuine structure,
J. Chem. Phys., 1965, 43, 1171. [all data]
Melton and Hamill, 1964
Melton, C.E.; Hamill, W.H.,
Appearance potentials by the retarding potential-difference method for secondary ions produced by excited-neutral, excited ion-neutral, and ion-neutral reactions,
J. Chem. Phys., 1964, 41, 1469. [all data]
Dibeler and Reese, 1964
Dibeler, V.H.; Reese, R.M.,
Mass spectrometric study of photoionization. I. Apparatus and initial observations on acetylene, acetylene-d2, benzene, and benzene-d6,
J. Res. NBS, 1964, 68A, 409. [all data]
Watanabe and Namioka, 1956
Watanabe, K.; Namioka, T.,
Ionization potential of propyne,
J. Chem. Phys., 1956, 24, 915. [all data]
Kusch, Hustrulid, et al., 1937
Kusch, P.; Hustrulid, A.; Tate, J.T.,
The dissociation of HCN, C2H2, C2N2 and C2H4 by electron impact,
Phys. Rev., 1937, 52, 843. [all data]
Price, 1935
Price, W.C.,
The absorption spectra of acetylene, ethylene, and ethane in the far ultraviolet,
Phys. Rev., 1935, 47, 444. [all data]
Bieri and Asbrink, 1980
Bieri, G.; Asbrink, L.,
30.4-nm He(II) photoelectron spectra of organic molecules,
J. Electron Spectrosc. Relat. Phenom., 1980, 20, 149. [all data]
Cavell and Allison, 1978
Cavell, R.G.; Allison, D.A.,
Photoelectron spectra of acetylene with He(I), He(II) , Zr M175»{zeta}, MgK»α radiation sources,
J. Chem. Phys., 1978, 69, 159. [all data]
Locht and Davister, 1995
Locht, R.; Davister, M.,
The dissociative ionization of C2H2. The C+, C2+, and CH2+ dissociation channels. The vinylidene ion as a transient?,
Chem. Phys., 1995, 195, 443. [all data]
Cooper, Ibuki, et al., 1988
Cooper, G.; Ibuki, T.; Iida, Y.; Brion, C.E.,
Absolute dipole oscillator strengths for photoabsorption and the molecular and dissociative photoionization of acetylene,
Chem. Phys., 1988, 125, 307. [all data]
Bloch, 1963
Bloch, A.,
Mass spectra of acetylene under high pressure in the ion source,
Advan. Mass Spectrom., 1963, 2, 48. [all data]
Davister and Locht, 1995
Davister, M.; Locht, R.,
The dissociative ionization of C2H2 and C2D2. The [CH(CD)]+ dissociation channel. The H(D)C≡C(D)H binding energy,
Chem. Phys., 1995, 191, 333. [all data]
Kloster-Jensen, Pascual, et al., 1970
Kloster-Jensen, E.; Pascual, C.; Vogt, J.,
Mass spectrometric studies of mono- and di-haloacetylenes,,
Helv. Chim. Acta, 1970, 53, 2109. [all data]
Haney and Franklin, 1968
Haney, M.A.; Franklin, J.L.,
Correlation of excess energies of electron-impact dissociations with the translational energies of the products,
J.Chem. Phys., 1968, 48, 4093. [all data]
Franklin and Munson, 1965
Franklin, J.L.; Munson, M.S.B.,
Ion-molecule reactions in methane-oxygen and acetylene-oxygen systems,
Symp. Combust., 10th, Univ. Cambridge, Cambridge, Engl.,, 1965, 1964, 561. [all data]
Reid, Ballantine, et al., 1995
Reid, C.J.; Ballantine, J.A.; Andrews, S.R.; Harris, F.M.,
Charge inversion of ground-state and metastable-state C2+ cations formed from electroionised C2H2 and C2N2, and a re-evaluation of the carbon dimer's ionisation energy,
Chem. Phys., 1995, 190, 113. [all data]
Momigny and Derouane, 1968
Momigny, J.; Derouane, E.,
Fine structure in the first derivative of ionization curves obtained under electron impact,
Advan. Mass Spectrom., 1968, 4, 607. [all data]
Field, Franklin, et al., 1957
Field, F.H.; Franklin, J.L.; Lampe, F.W.,
Reactions of gaseous ions. II. Acetylene,
J. Am. Chem. Soc., 1957, 79, 2665. [all data]
Coats and Anderson, 1957
Coats, F.H.; Anderson, R.C.,
Thermodynamic data from electron-impact measurements on acetylene and substituted acetylenes,
J. Am. Chem. Soc., 1957, 79, 1340. [all data]
Servais and Locht, 1995
Servais, C.; Locht, R.,
The appearance energy of C2H+ from C2H2 revisited. A photoion-photoelectron coincidence spectroscopic determination,
Chem. Phys. Lett., 1995, 236, 96. [all data]
Weitzel, Mahnert, et al., 1994
Weitzel, K.-M.; Mahnert, J.; Penno, M.,
ZEKE-PEPICO investigations of dissociation energies in ionic reactions,
Chem. Phys. Lett., 1994, 224, 371. [all data]
Davister and Locht, 1994
Davister, M.; Locht, R.,
The dissociative electroionization of C2H2, C2D2 and C2HD. Investigation of the [C2H(D)]+ and [H(D)]+ dissociation channels. The (D)H-C2H(D) binding energy,
Chem. Phys., 1994, 189, 805. [all data]
Norwood and Ng, 1989
Norwood, K.; Ng, C.Y.,
A state-selected study of the unimolecular decompoisition of C2H2+(A,B) using the photoion photoelectron coincidence method,
J. Chem. Phys., 1989, 91, 2898. [all data]
Ono and Ng, 1981
Ono, Y.; Ng, C.Y.,
The heat of formation of C2H+,
J. Chem. Phys., 1981, 74, 6985. [all data]
Eland, 1979
Eland, J.H.D.,
Dissociations of state-selected C2H2+, H2S+ and D2S+ ions studied by photoelectron-photoion coincidence spectroscopy,
Int. J. Mass Spectrom. Ion Phys., 1979, 31, 161. [all data]
Dibeler, Walker, et al., 1973
Dibeler, V.H.; Walker, J.A.; McCulloh, K.E.,
Observations on hot bands in the molecular and dissociative photoionization of acetylene and the heat of formation of the ethynyl ion,
J. Chem. Phys., 1973, 59, 2264. [all data]
Botter, Dibeler, et al., 1966
Botter, R.; Dibeler, V.H.; Walker, J.A.; Rosenstock, H.M.,
Experimental and theoretical studies of photoionization-efficiency curves for C2H2 and C2D2,
J. Chem. Phys., 1966, 44, 1271. [all data]
Shiromaru, Achiba, et al., 1987
Shiromaru, H.; Achiba, Y.; Kimura, K.; Lee, Y.T.,
Determination of the C-H bond dissociation energies of ethylene and acetylene by observation of the threshold energies of H+ formation by synchrotron radiation,
J. Phys. Chem., 1987, 91, 17. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Gas phase ion energetics data, References
- Symbols used in this document:
AE Appearance energy Cp,gas Constant pressure heat capacity of gas IE (evaluated) Recommended ionization energy S°gas,1 bar Entropy of gas at standard conditions (1 bar) ΔfH°gas Enthalpy of formation of gas at standard conditions ΔrG° Free energy of reaction at standard conditions ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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