Thioacetaldehyde


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

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Individual Reactions

C2H3S- + Hydrogen cation = Thioacetaldehyde

By formula: C2H3S- + H+ = C2H4S

Quantity Value Units Method Reference Comment
Δr1455. ± 14.kJ/molG+TSZhang and Grabowski, 1989gas phase; Between MeCO2H, EtCO2H (Acid = MeCH=S)
Δr1461. ± 17.kJ/molG+TSGuillemin, Riague, et al., 2005gas phase; Acid: CH3CH=S
Quantity Value Units Method Reference Comment
Δr1427. ± 13.kJ/molIMRBZhang and Grabowski, 1989gas phase; Between MeCO2H, EtCO2H (Acid = MeCH=S)
Δr1432. ± 16.kJ/molIMRBGuillemin, Riague, et al., 2005gas phase; Acid: CH3CH=S

(CAS Reg. No. 20733-13-5 • 4294967295Thioacetaldehyde) + Thioacetaldehyde = CAS Reg. No. 20733-13-5

By formula: (CAS Reg. No. 20733-13-5 • 4294967295C2H4S) + C2H4S = CAS Reg. No. 20733-13-5

Quantity Value Units Method Reference Comment
Δr286. ± 13.kJ/molN/ABartmess, Scott, et al., 1979gas 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
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi

View reactions leading to C2H4S+ (ion structure unspecified)

Ionization energy determinations

IE (eV) Method Reference Comment
9.3PERao, 1975Vertical value; LLK
8.98 ± 0.02PEKroto, Landsberg, et al., 1974Vertical value; LLK

De-protonation reactions

C2H3S- + Hydrogen cation = Thioacetaldehyde

By formula: C2H3S- + H+ = C2H4S

Quantity Value Units Method Reference Comment
Δr1455. ± 14.kJ/molG+TSZhang and Grabowski, 1989gas phase; Between MeCO2H, EtCO2H (Acid = MeCH=S); B
Δr1461. ± 17.kJ/molG+TSGuillemin, Riague, et al., 2005gas phase; Acid: CH3CH=S; B
Quantity Value Units Method Reference Comment
Δr1427. ± 13.kJ/molIMRBZhang and Grabowski, 1989gas phase; Between MeCO2H, EtCO2H (Acid = MeCH=S); B
Δr1432. ± 16.kJ/molIMRBGuillemin, Riague, et al., 2005gas phase; Acid: CH3CH=S; B

References

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

Zhang and Grabowski, 1989
Zhang, L.; Grabowski, J.J., The Gas-Phase Basicity and H/D Exchange Characteristics of the Parent Thiocarbonyl Enolate Anions, J. Chem. Soc. Chem. Comm. 1819, 1989. [all data]

Guillemin, Riague, et al., 2005
Guillemin, J.C.; Riague, E.H.; Gal, J.F.; Maria, P.C.; Mo, O.; Yanez, M., Acidity trends in alpha,beta-unsaturated sulfur, selenium, and tellurium derivatives: Comparison with C-, Si-, Ge-, Sn-, N-, P-, As-, and Sb-containing analogues, Chem. Eur. J., 2005, 11, 7, 2145-2153, https://doi.org/10.1002/chem.200400989 . [all data]

Bartmess, Scott, et al., 1979
Bartmess, J.E.; Scott, J.A.; McIver, R.T., Jr., The gas phase acidity scale from methanol to phenol, J. Am. Chem. Soc., 1979, 101, 6047. [all data]

Rao, 1975
Rao, C.N.R., Lone-pair ionization bands of chromophores in the photoelectron spectra of organic molecules, Indian J. Chem., 1975, 13, 950. [all data]

Kroto, Landsberg, et al., 1974
Kroto, H.W.; Landsberg, B.M.; Suffolk, R.J.; Vodden, A., The photoelectron and microwave spectra of the unstable species thioacetaldehyde, CH3CHS, and thioacetone, (CH3)2CS, Chem. Phys. Lett., 1974, 29, 265. [all data]


Notes

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