Stilbene
- Formula: C14H12
- Molecular weight: 180.2451
- IUPAC Standard InChIKey: PJANXHGTPQOBST-UHFFFAOYSA-N
- CAS Registry Number: 588-59-0
- 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. - Stereoisomers:
- Other names: 1,2-Diphenylethylene; Benzene, 1,1'-(1,2-ethenediyl)bis-; Bibenzal; Bibenzylidene; Bibenzylidine; α,β-Diphenylethylene; Stilben; 1,2-Diphenylethene; 1,1'-(1,2-Ethenediyl)bis[benzene]; (2-Phenylethenyl)benzene
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Gas phase ion energetics data
Go To: Top, Mass spectrum (electron ionization), UV/Visible 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 as indicated in comments:
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
View reactions leading to C14H12+ (ion structure unspecified)
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
7.94 | PE | Hudson, Ridyard, et al., 1976 | LLK |
7.60 | CTS | Slifkin and Allison, 1967 | RDSH |
7.5 | PI | Terenin, 1961 | RDSH |
7.9 | CTS | Briegleb, Czekalla, et al., 1961 | RDSH |
7.95 | CTS | Briegleb and Czekalla, 1959 | RDSH |
10.30 | PE | Muller, Schweig, et al., 1978 | Vertical value; LLK |
7.93 ± 0.03 | PE | Klessinger and Gunkel, 1978 | Vertical value; LLK |
Appearance energy determinations
Ion | AE (eV) | Other Products | Method | Reference | Comment |
---|---|---|---|---|---|
C13H9+ | 11.3 ± 0.1 | CH3 | EI | Rapp, Staab, et al., 1970 | RDSH |
Mass spectrum (electron ionization)
Go To: Top, Gas phase ion energetics data, UV/Visible 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
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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. |
---|---|
NIST MS number | 22186 |
UV/Visible spectrum
Go To: Top, Gas phase ion energetics data, Mass spectrum (electron ionization), References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Spectrum
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Additional Data
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Source | Lang (editor), 1967 |
---|---|
Owner | INEP CP RAS, NIST OSRD Collection (C) 2007 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
Origin | INSTITUTE OF ENERGY PROBLEMS OF CHEMICAL PHYSICS, RAS |
Source reference | RAS UV No. 19155 |
Instrument | Cary 11 M |
Melting point | 124-125 |
References
Go To: Top, Gas phase ion energetics data, Mass spectrum (electron ionization), UV/Visible spectrum, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Hudson, Ridyard, et al., 1976
Hudson, B.S.; Ridyard, J.N.A.; Diamond, J.,
Polyene spectroscopy. Photoelectron spectra of the diphenylpolyenes,
J. Am. Chem. Soc., 1976, 98, 1126. [all data]
Slifkin and Allison, 1967
Slifkin, M.A.; Allison, A.C.,
Measurement of ionization potentials from contact charge transfer spectra,
Nature, 1967, 215, 949. [all data]
Terenin, 1961
Terenin, A.,
Charge transfer in organic solids, induced by light,
Proc. Chem. Soc., London, 1961, 321. [all data]
Briegleb, Czekalla, et al., 1961
Briegleb, G.; Czekalla, J.; Reuss, G.,
Mesomeriemomente und Elektronenuberfuhrungsbanden von Elektronen-donator-akzeptor-komplexen des Chloranils und Tetracyanathylens mit aromatischen Kohlenwasserstoffen,
Z. Phys. Chem. (Neue Folge), 1961, 30, 333. [all data]
Briegleb and Czekalla, 1959
Briegleb, G.; Czekalla, J.,
Die Bestimmung von lonisierungsenergien aus den Spektren von Elektronenubergangskomplexen,
Z.Elektrochem., 1959, 63, 6. [all data]
Muller, Schweig, et al., 1978
Muller, C.; Schweig, A.; Vermeer, H.,
Photoelectron spectra of 1,2-diphenylcyclopropene, 2,3-diphenylcyclopropenone, 2,3-diphenylcyclopropenethione, 2,3-diphenylthiirene and 1-oxide; cis-stilbene, An experimental verification of conjugative inductive interactions,
J. Am. Chem. Soc., 1978, 100, 8056. [all data]
Klessinger and Gunkel, 1978
Klessinger, M.; Gunkel, E.,
The electronic structure of polyenes and unsaturated carbonyl compounds,
Tetrahedron, 1978, 34, 3591. [all data]
Rapp, Staab, et al., 1970
Rapp, U.; Staab, H.A.; Wunsche, C.,
Skelettumlagerungen unter Elektronenbeschuss-IV: zur Struktur der C13H9- und C12H9N-Ionen bei Benzylidenaminobenztriazolen,
Org. Mass Spectrom., 1970, 3, 45. [all data]
Lang (editor), 1967
Lang (editor), L.,
Absorption Spectra in the Ultraviolet and Visible Region, 1967, 9, 113. [all data]
Notes
Go To: Top, Gas phase ion energetics data, Mass spectrum (electron ionization), UV/Visible spectrum, References
- Symbols used in this document:
AE Appearance energy - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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