Cyclopropanecarboxaldehyde
- Formula: C4H6O
- Molecular weight: 70.0898
- IUPAC Standard InChI: InChI=1S/C4H6O/c5-3-4-1-2-4/h3-4H,1-2H2
- IUPAC Standard InChIKey: JMYVMOUINOAAPA-UHFFFAOYSA-N
- CAS Registry Number: 1489-69-6
- 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: Cyclopropylcarboxaldehyde
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Reaction thermochemistry data
Go To: Top, Gas phase ion energetics data, Gas Chromatography, 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: John E. Bartmess
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
C4H5O- + =
By formula: C4H5O- + H+ = C4H6O
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 389.7 ± 5.1 | kcal/mol | G+TS | Baschky, Peterson, et al., 1994 | gas phase; Between D2O and PhF. Cis and Trans anions do not interconvert and have same expt. acidity. |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 382.0 ± 5.0 | kcal/mol | IMRB | Baschky, Peterson, et al., 1994 | gas phase; Between D2O and PhF. Cis and Trans anions do not interconvert and have same expt. acidity. |
C4H5O- + =
By formula: C4H5O- + H+ = C4H6O
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 375.8 ± 2.1 | kcal/mol | G+TS | Chou, Dahlke, et al., 1993 | gas phase; barrier for opening to CH2=C(CHO)CH2-: 29 kcal/mol. |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 368.7 ± 2.0 | kcal/mol | IMRE | Chou, Dahlke, et al., 1993 | gas phase; barrier for opening to CH2=C(CHO)CH2-: 29 kcal/mol. |
Gas phase ion energetics data
Go To: Top, Reaction thermochemistry data, Gas Chromatography, 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: John E. Bartmess
View reactions leading to C4H6O+ (ion structure unspecified)
De-protonation reactions
C4H5O- + =
By formula: C4H5O- + H+ = C4H6O
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 389.7 ± 5.1 | kcal/mol | G+TS | Baschky, Peterson, et al., 1994 | gas phase; Between D2O and PhF. Cis and Trans anions do not interconvert and have same expt. acidity. |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 382.0 ± 5.0 | kcal/mol | IMRB | Baschky, Peterson, et al., 1994 | gas phase; Between D2O and PhF. Cis and Trans anions do not interconvert and have same expt. acidity. |
C4H5O- + =
By formula: C4H5O- + H+ = C4H6O
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 375.8 ± 2.1 | kcal/mol | G+TS | Chou, Dahlke, et al., 1993 | gas phase; barrier for opening to CH2=C(CHO)CH2-: 29 kcal/mol. |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 368.7 ± 2.0 | kcal/mol | IMRE | Chou, Dahlke, et al., 1993 | gas phase; barrier for opening to CH2=C(CHO)CH2-: 29 kcal/mol. |
Gas Chromatography
Go To: Top, Reaction thermochemistry data, Gas phase ion energetics data, 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
Normal alkane RI, non-polar column, custom temperature program
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | Methyl Silicone | 617. | Zenkevich, 1996 | Program: not specified |
References
Go To: Top, Reaction thermochemistry data, Gas phase ion energetics data, Gas Chromatography, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Baschky, Peterson, et al., 1994
Baschky, M.C.; Peterson, K.C.; Kass, S.R.,
Stereospecificity in the gas phase. Formation and characterization of configurationally stable cyclopropyl anions,
J. Am. Chem. Soc., 1994, 116, 16, 7218, https://doi.org/10.1021/ja00095a026
. [all data]
Chou, Dahlke, et al., 1993
Chou, P.K.; Dahlke, G.D.; Kass, S.R.,
Unimolecular Rearrangements of Carbanions in the Gas Phase .2. Cyclopropyl Anions,
J. Chem. Soc. Chem. Comm., 1993, 115, 1, 315, https://doi.org/10.1021/ja00054a045
. [all data]
Zenkevich, 1996
Zenkevich, I.G.,
Informational Maitenance of Gas Chromatographic Identification of Organic Compounds in Ecoanalytical Investigations,
Z. Anal. Chem., 1996, 51, 11, 1140-1148. [all data]
Notes
Go To: Top, Reaction thermochemistry data, Gas phase ion energetics data, Gas Chromatography, 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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