2-Propen-1-ol - The NIST WebBook

2-Propen-1-ol

• Formula: C3H6O
• Molecular weight: 58.0791
• IUPAC Standard InChI: InChI=1S/C3H6O/c1-2-3-4/h2,4H,1,3H2 Copy
• IUPAC Standard InChIKey: XXROGKLTLUQVRX-UHFFFAOYSA-N Copy
• CAS Registry Number: 107-18-6
• Chemical structure: This structure is also available as a 2d Mol file or as a computed 3d SD file View 3d structure (requires JavaScript / HTML 5)
• Other names: Allyl alcohol; Allylic alcohol; Shell Unkrauttod A; Vinylcarbinol; 1-Propen-3-ol; 2-Propenol; 2-Propenyl alcohol; 3-Hydroxypropene; CH2=CHCH2OH; Propen-1-ol-3; Alcool allylique; Allilowy alkohol; Allyl al; Allylalkohol; Propenyl alcohol; Weed drench; 1-Propenol-3; AA; Alcool allilco; 2-Propene-1-ol; Rcra waste number P005; Shell unkrautted A; UN 1098; 3-Hydroxy-1-propene; 1-Propenol-3-ol; Propenol-3; 1-Hydroxy-2-propene; prop-2-en-1-ol; NSC 6526; 2-propen-1-ol (allyl alcohol)
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• Information on this page:
  • Gas phase ion energetics data
  • References
  • Notes
• Other data available:
  • Gas phase thermochemistry data
  • Condensed phase thermochemistry data
  • Phase change data
  • Reaction thermochemistry data
  • Henry's Law data
  • IR Spectrum
  • Mass spectrum (electron ionization)
  • Gas Chromatography
• Data at other public NIST sites:
  • Gas Phase Kinetics Database
  • X-ray Photoelectron Spectroscopy Database, version 5.0
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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 evaluated as indicated in comments: 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

View reactions leading to C3H6O+ (ion structure unspecified)

Quantity	Value	Units	Method	Reference	Comment
IE (evaluated)	9.67 ± 0.03	eV	N/A	N/A	L

Ionization energy determinations

IE (eV)	Method	Reference	Comment
9.70	EI	Holmes, Burgers, et al., 1982	LBLHLM
9.63	PE	Katrib and Rabalais, 1973	LLK
9.67 ± 0.05	PI	Watanabe, Nakayama, et al., 1962	RDSH
10.22	PE	Mines and Thompson, 1973	Vertical value; LLK

De-protonation reactions

C3H5O- + =

By formula: C3H5O- + H+ = C3H6O

Quantity	Value	Units	Method	Reference	Comment
ΔrH°	1563. ± 12.	kJ/mol	G+TS	Graul, Schnute, et al., 1990	gas phase; B
ΔrH°	1400. ± 50.	kJ/mol	Acid	Kuhn, Fenzlaff, et al., 1988	gas phase; From CH2=CHCH2OH, AP 0.9 eV; est. thermo = 2.5 eV; B
ΔrH°	1409. ± 8.4	kJ/mol	D-EA	Bouby, Compton, et al., 1968	gas phase; EA probably 2 eV less; B
Quantity	Value	Units	Method	Reference	Comment
ΔrG°	1534. ± 12.	kJ/mol	CIDC	Graul, Schnute, et al., 1990	gas phase; B
ΔrG°	1380. ± 8.8	kJ/mol	H-TS	Bouby, Compton, et al., 1968	gas phase; EA probably 2 eV less; B

References

Go To: Top, 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.

Holmes, Burgers, et al., 1982 Holmes, J.L.; Burgers, P.C.; Mollah, Y.A., Alkane elimination from ionized alkanols, Org. Mass Spectrom., 1982, 17, 127. [all data]

Katrib and Rabalais, 1973 Katrib, A.; Rabalais, J.W., Electronic interaction between the vinyl group and its substituents, J. Phys. Chem., 1973, 77, 2358. [all data]

Watanabe, Nakayama, et al., 1962 Watanabe, K.; Nakayama, T.; Mottl, J., Ionization potentials of some molecules, J. Quant. Spectry. Radiative Transfer, 1962, 2, 369. [all data]

Mines and Thompson, 1973 Mines, G.W.; Thompson, H.W., Photoelectron spectra of vinyl and allyl halides, Spectrochim. Acta Part A, 1973, 29, 1377. [all data]

Graul, Schnute, et al., 1990 Graul, S.T.; Schnute, M.E.; Squires, R.R., Gas-Phase Acidities of Carboxylic Acids and Alcohols from Collision-Induced Dissociation of Dimer Cluster Ions, Int. J. Mass Spectrom. Ion Proc., 1990, 96, 2, 181, https://doi.org/10.1016/0168-1176(90)87028-F . [all data]

Kuhn, Fenzlaff, et al., 1988 Kuhn, A.; Fenzlaff, H.-P.; Illenberger, E., Formation and Dissociation of Negative Ion Resonances in Methanol and Allyl Alcohol, J. Chem. Phys., 1988, 88, 12, 7453, https://doi.org/10.1063/1.454309 . [all data]

Bouby, Compton, et al., 1968 Bouby, L.; Compton, R.N.; Souleyrol, A., Formation d'ions negatifs dans l'alcool allylique et l'acroleine., Comptes Rendues. Acad. Sc. Paris, 1968, 266, 1250. [all data]

Notes

Go To: Top, Gas phase ion energetics data, References

• Symbols used in this document:

  IE (evaluated)	Recommended ionization energy
  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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