2-Propen-1-ol
- Formula: C3H6O
- Molecular weight: 58.0791
- IUPAC Standard InChI: InChI=1S/C3H6O/c1-2-3-4/h2,4H,1,3H2
- IUPAC Standard InChIKey: XXROGKLTLUQVRX-UHFFFAOYSA-N
- 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
The 3d structure may be viewed using Java or Javascript. - 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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Reaction thermochemistry data
Go To: Top, 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:
B - John E. Bartmess
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
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
C3H5O- + =
By formula: C3H5O- + H+ = C3H6O
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 373.5 ± 2.9 | kcal/mol | G+TS | Graul, Schnute, et al., 1990 | gas phase; B |
| ΔrH° | 334. ± 12. | kcal/mol | Acid | Kuhn, Fenzlaff, et al., 1988 | gas phase; From CH2=CHCH2OH, AP 0.9 eV; est. thermo = 2.5 eV; B |
| ΔrH° | 336.7 ± 2.0 | kcal/mol | D-EA | Bouby, Compton, et al., 1968 | gas phase; EA probably 2 eV less; B |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 366.6 ± 2.8 | kcal/mol | CIDC | Graul, Schnute, et al., 1990 | gas phase; B |
| ΔrG° | 329.8 ± 2.1 | kcal/mol | H-TS | Bouby, Compton, et al., 1968 | gas phase; EA probably 2 eV less; B |
+
=
By formula: C3H6O + H2 = C3H8O
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -31.22 ± 0.42 | kcal/mol | Chyd | Dolliver, Gresham, et al., 1938 | gas phase; Reanalyzed by Cox and Pilcher, 1970, Original value = -31.5 ± 0.3 kcal/mol; At 355°K; ALS |
+
=
+
By formula: C3H5I + H2O = HI + C3H6O
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -2.10 | kcal/mol | Cm | Gellner and Skinner, 1949 | liquid phase; Heat of hydrolysis; ALS |
+
=
+
By formula: C3H5Br + H2O = HBr + C3H6O
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -3.7 | kcal/mol | Cm | Gellner and Skinner, 1949 | liquid phase; Heat of hydrolysis; ALS |
=
By formula: C3H6O = C3H6O
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -7.7 | kcal/mol | Eqk | Polkovnikova and Lapiclus, 1974 | gas phase; At 300 K; ALS |
References
Go To: Top, Reaction thermochemistry data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
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]
Dolliver, Gresham, et al., 1938
Dolliver, M.A.; Gresham, T.L.; Kistiakowsky, G.B.; Smith, E.A.; Vaughan, W.E.,
Heats of organic reactions. VI. Heats of hydrogenation of some oxygen-containing compounds,
J. Am. Chem. Soc., 1938, 60, 440-450. [all data]
Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G.,
Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [all data]
Gellner and Skinner, 1949
Gellner, O.H.; Skinner, H.A.,
Dissociation energies of carbon-halogen bonds. The bond strengths allyl-X and benzyl-X,
J. Chem. Soc., 1949, 1145-1148. [all data]
Polkovnikova and Lapiclus, 1974
Polkovnikova, A.G.; Lapiclus, V.L.,
Calculation of the equilibrium and heat of isomerization of propylene oxide on a lithium phosphate catalyst,
Neftekhimiya, 1974, 14, 113-115. [all data]
Notes
Go To: Top, Reaction thermochemistry data, References
- Symbols used in this document:
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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