Cyclobutanol
- Formula: C4H8O
- Molecular weight: 72.1057
- IUPAC Standard InChIKey: KTHXBEHDVMTNOH-UHFFFAOYSA-N
- CAS Registry Number: 2919-23-5
- 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: Cyclobutyl hydroxide; Cyclobutyl alcohol
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Gas phase 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 as indicated in comments:
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 | -145. | kJ/mol | Ccb | Rocek and Radkowsky, 1973 | ALS |
Constant pressure heat capacity of gas
Cp,gas (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
37.66 | 50. | Thermodynamics Research Center, 1997 | p=1 bar.; GT |
50.20 | 100. | ||
58.35 | 150. | ||
68.09 | 200. | ||
87.17 | 273.15 | ||
94.47 | 298.15 | ||
95.02 | 300. | ||
124.03 | 400. | ||
149.18 | 500. | ||
169.72 | 600. | ||
186.57 | 700. | ||
200.65 | 800. | ||
212.60 | 900. | ||
222.84 | 1000. | ||
231.7 | 1100. | ||
239.3 | 1200. | ||
245.9 | 1300. | ||
251.6 | 1400. | ||
256.6 | 1500. |
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: 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
By formula: C4H6O + H2 = C4H8O
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -67.91 ± 0.75 | kJ/mol | Chyd | Wiberg, Crocker, et al., 1991 | liquid phase |
ΔrH° | -53. ± 1. | kJ/mol | Chyd | Wiberg, Crocker, et al., 1991 | gas phase |
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:
MM - Michael M. Meot-Ner (Mautner)
LL - Sharon G. Lias and Joel F. Liebman
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
View reactions leading to C4H8O+ (ion structure unspecified)
Proton affinity at 298K
Proton affinity (kJ/mol) | Reference | Comment |
---|---|---|
792. ± 6. | Cao and Holmes, 2001 | MM |
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
9.56 ± 0.02 | PI | Bouchoux, Alcaraz, et al., 1994 | LL |
9.25 | PI | Traeger and McAdoo, 1986 | LBLHLM |
9.3 | EI | McAdoo and Hudson, 1983 | LBLHLM |
Appearance energy determinations
Ion | AE (eV) | Other Products | Method | Reference | Comment |
---|---|---|---|---|---|
C2H3O+ | 9.69 | C2H5 | PI | Traeger and McAdoo, 1986 | LBLHLM |
C2H4O+ | 9.96 ± 0.03 | C2H4 | PI | Bouchoux, Alcaraz, et al., 1994 | LL |
C2H4O+ | 9.87 | C2H4 | EI | Holmes, Terlouw, et al., 1976 | LLK |
IR Spectrum
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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: NIST Mass Spectrometry Data Center, William E. Wallace, director
Gas Phase Spectrum
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Additional Data
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Owner | SRD/NIST Collection (C) 2018 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
---|---|
Origin | EPA-IR VAPOR PHASE LIBRARY |
State | gas |
Mass spectrum (electron ionization)
Go To: Top, Gas phase thermochemistry data, Reaction thermochemistry data, Gas phase ion energetics data, IR Spectrum, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Spectrum
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Additional Data
View image of digitized spectrum (can be printed in landscape orientation).
Due to licensing restrictions, this spectrum cannot be downloaded.
Owner | NIST Mass Spectrometry Data Center Collection (C) 2014 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
---|---|
Origin | Japan AIST/NIMC Database- Spectrum MS-NW-1485 |
NIST MS number | 233915 |
References
Go To: Top, Gas phase thermochemistry data, Reaction thermochemistry data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Rocek and Radkowsky, 1973
Rocek, J.; Radkowsky, A.E.,
Mechanism of the chromic acid oxidation of cyclobutanol,
J. Am. Chem. Soc., 1973, 95, 7123-7132. [all data]
Thermodynamics Research Center, 1997
Thermodynamics Research Center,
Selected Values of Properties of Chemical Compounds., Thermodynamics Research Center, Texas A&M University, College Station, Texas, 1997. [all data]
Wiberg, Crocker, et al., 1991
Wiberg, K.B.; Crocker, L.S.; Morgan, K.M.,
Thermochemical studies of carbonyl compounds. 5. Enthalpies of reduction of carbonyl groups,
J. Am. Chem. Soc., 1991, 113, 3447-3450. [all data]
Cao and Holmes, 2001
Cao, J.; Holmes, J.L.,
Determination of the proton affinities of secondary alcohols from the dissocation of proton-bound molecular trios,
European J. Mass Spectrom., 2001, 7, 243-247. [all data]
Bouchoux, Alcaraz, et al., 1994
Bouchoux, G.; Alcaraz, C.; Dutuit, O.; Nguyen, M.T.,
A photoionization and molecular orbital study of cyclobutanol and cyclobutylamine radical cations,
Int. J. Mass Spectrom. Ion Processes, 1994, 137, 93. [all data]
Traeger and McAdoo, 1986
Traeger, J.C.; McAdoo, D.J.,
Decomposition thresholds and associated translational energy releases for eight C4H8O+ isomers,
Int. J. Mass Spectrom. Ion Processes, 1986, 68, 35. [all data]
McAdoo and Hudson, 1983
McAdoo, D.J.; Hudson, C.E.,
The decompositions of metastable [C4H8O]+ ions and the [C4H8O]+ potential surface,
Org. Mass Spectrom., 1983, 18, 466. [all data]
Holmes, Terlouw, et al., 1976
Holmes, J.L.; Terlouw, J.K.; Lossing, F.P.,
The thermochemistry of C2H4O+ ions,
J. Phys. Chem., 1976, 80, 2860. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Reaction thermochemistry data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), References
- Symbols used in this document:
AE Appearance energy Cp,gas Constant pressure heat capacity of gas ΔfH°gas Enthalpy of formation of gas at standard conditions ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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