1-Pentanol
- Formula: C5H12O
- Molecular weight: 88.1482
- IUPAC Standard InChI: InChI=1S/C5H12O/c1-2-3-4-5-6/h6H,2-5H2,1H3
- IUPAC Standard InChIKey: AMQJEAYHLZJPGS-UHFFFAOYSA-N
- CAS Registry Number: 71-41-0
- 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: Pentyl alcohol; n-Amyl alcohol; n-Butylcarbinol; n-Pentan-1-ol; n-Pentanol; n-Pentyl alcohol; Amyl alcohol; Amylol; Pentanol; 1-Pentyl alcohol; n-C5H11OH; Pentan-1-ol; Pentanol-1; Pentasol; n-Amylalkohol; Alcool amylique; Amyl alcohol, n-; Amyl alcohol, normal; Primary amyl alcohol; UN 1105; 1-Pentol; Primary-N-amyl alcohol; Butyl carbinol; NSC 5707
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Gas phase ion energetics 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
MM - Michael M. Meot-Ner (Mautner)
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
LL - Sharon G. Lias and Joel F. Liebman
View reactions leading to C5H12O+ (ion structure unspecified)
Proton affinity at 298K
| Proton affinity (kcal/mol) | Reference | Comment |
|---|---|---|
| 190. | Holmes, Aubry, et al., 1999 | MM |
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 10.00 | PE | Ashmore and Burgess, 1977 | LLK |
| 10.38 | PE | Ashmore and Burgess, 1977 | Vertical value; LLK |
| 10.42 ± 0.03 | PE | Peel and Willett, 1975 | Vertical value; LLK |
Appearance energy determinations
| Ion | AE (eV) | Other Products | Method | Reference | Comment |
|---|---|---|---|---|---|
| C5H10+ | 10.04 ± 0.05 | H2O | EI | Harnish, Holmes, et al., 1990 | LL |
De-protonation reactions
C5H11O- + =
By formula: C5H11O- + H+ = C5H12O
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 374.1 ± 2.1 | kcal/mol | G+TS | Higgins and Bartmess, 1998 | gas phase; B |
| ΔrH° | 374.8 ± 2.0 | kcal/mol | CIDC | Haas and Harrison, 1993 | gas phase; Both metastable and 50 eV collision energy.; B |
| ΔrH° | 373.9 ± 2.8 | kcal/mol | G+TS | Boand, Houriet, et al., 1983 | gas phase; value altered from reference due to change in acidity scale; B |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 367.5 ± 2.0 | kcal/mol | IMRE | Higgins and Bartmess, 1998 | gas phase; B |
| ΔrG° | 368.2 ± 2.1 | kcal/mol | H-TS | Haas and Harrison, 1993 | gas phase; Both metastable and 50 eV collision energy.; B |
| ΔrG° | 367.3 ± 2.7 | kcal/mol | CIDC | Boand, Houriet, et al., 1983 | gas phase; value altered from reference due to change in acidity scale; 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, Aubry, et al., 1999
Holmes, J.L.; Aubry, C.; Mayer, P.M.,
Proton affinities of primary alkanols: An appraisal of the kinetic method,
J. Phys. Chem. A, 1999, 103, 705. [all data]
Ashmore and Burgess, 1977
Ashmore, F.S.; Burgess, A.R.,
Study of Some Medium Size Alcohols and Hydroperoxides by Photoelectron Spectroscopy,
J. Chem. Soc. Faraday Trans. 2, 1977, 73, 1247. [all data]
Peel and Willett, 1975
Peel, J.B.; Willett, G.D.,
Photoelectron spectroscopic studies of the higher alcohols,
Aust. J. Chem., 1975, 28, 2357. [all data]
Harnish, Holmes, et al., 1990
Harnish, D.; Holmes, J.L.; Lossing, F.P.; Mommers, A.A.; Maccoll, A.; Mruzek, M.N.,
Assigining structures to isomeric [C5H10]+ Ions: the generation of ionized ethylcyclopropane from pentan-1-ol and 1-chloropentane,
Org. Mass Spectrom., 1990, 25, 381. [all data]
Higgins and Bartmess, 1998
Higgins, P.R.; Bartmess, J.E.,
The Gas Phase Acidities of Long Chain Alcohols.,
Int. J. Mass Spectrom., 1998, 175, 1-2, 71-79, https://doi.org/10.1016/S0168-1176(98)00125-6
. [all data]
Haas and Harrison, 1993
Haas, M.J.; Harrison, A.G.,
The Fragmentation of Proton-Bound Cluster Ions and the Gas-Phase Acidities of Alcohols,
Int. J. Mass Spectrom. Ion Proc., 1993, 124, 2, 115, https://doi.org/10.1016/0168-1176(93)80003-W
. [all data]
Boand, Houriet, et al., 1983
Boand, G.; Houriet, R.; Baumann, T.,
The gas phase acidity of aliphatic alcohols,
J. Am. Chem. Soc., 1983, 105, 2203. [all data]
Notes
Go To: Top, Gas phase ion energetics data, References
- Symbols used in this document:
AE Appearance 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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