1-Propene, 3-iodo-
- Formula: C3H5I
- Molecular weight: 167.9763
- IUPAC Standard InChI: InChI=1S/C3H5I/c1-2-3-4/h2H,1,3H2
- IUPAC Standard InChIKey: HFEHLDPGIKPNKL-UHFFFAOYSA-N
- CAS Registry Number: 556-56-9
- Chemical structure:
This structure is also available as a 2d Mol file - Other names: Propene, 3-iodo-; Allyl iodide; 3-Iodo-1-propene; 3-Iodopropene; 3-Iodopropylene; CH2CHCH2I; UN 1723; 2-Propene, 1-iodo
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Gas phase ion energetics data
Go To: Top, 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 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
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 9.27 | PI | Traeger, 1984 | LBLHLM |
| 9.30 | PE | Schmidt and Schweig, 1973 | LLK |
| 9.37 | PE | Boschi and Salahub, 1972 | LLK |
| 9.298 | S | Boschi and Salahub, 1972 | LLK |
| 9.25 | PE | Worrell, 1974 | Vertical value; LLK |
| 9.32 | PE | Boschi and Salahub, 1974 | Vertical value; LLK |
| 9.30 | PE | Mines and Thompson, 1973 | Vertical value; LLK |
Appearance energy determinations
| Ion | AE (eV) | Other Products | Method | Reference | Comment |
|---|---|---|---|---|---|
| C3H5+ | 9.80 | I | PI | Traeger, 1984 | LBLHLM |
| C3H5+ | 9.9 ± 0.1 | I | EI | Burgers, Holmes, et al., 1983 | LBLHLM |
De-protonation reactions
C3H4I- + =
By formula: C3H4I- + H+ = C3H5I
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1551. ± 8.8 | kJ/mol | G+TS | Poutsma, Nash, et al., 1997 | gas phase; Stronger than MeCN, near FCH2CH2OH; B |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 1520. ± 8.4 | kJ/mol | IMRB | Poutsma, Nash, et al., 1997 | gas phase; Stronger than MeCN, near FCH2CH2OH; B |
Gas Chromatography
Go To: Top, 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
Van Den Dool and Kratz RI, non-polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | DB-1 | 688. | Helmig and Greenberg, 1995 | 60. m/0.33 mm/0.25 μm, 6. K/min; Tstart: -50. C; Tend: 180. C |
Normal alkane RI, non-polar column, custom temperature program
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | DB-1 | 687. | Helmig and Greenberg, 1995 | 60. m/0.33 mm/0.25 μm; Program: not specified |
References
Go To: Top, 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.
Traeger, 1984
Traeger, J.C.,
A study of the allyl cation thermochemistry by photoionization mass spectrometry,
Int. J. Mass Spectrom. Ion Processes, 1984, 58, 259. [all data]
Schmidt and Schweig, 1973
Schmidt, H.; Schweig, A.,
Semiquantitative proof of hyperconjugation,
Angew. Chem. Int. Ed. Engl., 1973, 12, 307. [all data]
Boschi and Salahub, 1972
Boschi, R.A.; Salahub, D.R.,
The far ultra-violet spectra of some branched chain iodo-alkanes, iodo-cycloalkanes, fluoro-iodoalkanes and iodo-alkenes,
Mol. Phys., 1972, 24, 735. [all data]
Worrell, 1974
Worrell, C.W.,
The photoelectron and absorption spectra of allyl halides,
J. Electron Spectrosc. Relat. Phenom., 1974, 3, 359. [all data]
Boschi and Salahub, 1974
Boschi, R.A.A.; Salahub, D.R.,
The high resolution photoelectron spectra of some iodoalkanes, iodocycloalkanes, iodoalkenes, and fluoroiodohydrocarbons,
Can. J. Chem., 1974, 52, 1217. [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]
Burgers, Holmes, et al., 1983
Burgers, P.C.; Holmes, J.L.; Mommers, A.A.; Szulejko, J.E.,
The collisionally induced dissociation of allyl and 2-propenyl cations,
Org. Mass Spectrom., 1983, 18, 596. [all data]
Poutsma, Nash, et al., 1997
Poutsma, J.C.; Nash, J.J.; Paulino, J.A.; Squires, R.R.,
Absolute Heats of Formation of Phenylcarbene and Vinylcarbene,
J. Am. Chem. Soc., 1997, 119, 20, 4686, https://doi.org/10.1021/ja963918s
. [all data]
Helmig and Greenberg, 1995
Helmig, D.; Greenberg, J.,
Artifact formation from the use of potassium-iodide-based ozone traps during atmospheric sampling of trace organic gases,
J. Hi. Res. Chromatogr., 1995, 18, 1, 15-18, https://doi.org/10.1002/jhrc.1240180105
. [all data]
Notes
Go To: Top, Gas phase ion energetics data, Gas Chromatography, 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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