Pentacene
- Formula: C22H14
- Molecular weight: 278.3466
- IUPAC Standard InChIKey: SLIUAWYAILUBJU-UHFFFAOYSA-N
- CAS Registry Number: 135-48-8
- 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: Lin-Dibenzanthracene; Lin-Naphthoanthracene; Benzo[b]naphthacene; 2,3:6,7-Dibenzanthracene; 2,3,6,7-Dibenzanthracene
- Permanent link for this species. Use this link for bookmarking this species for future reference.
- Information on this page:
- Other data available:
- Data at other public NIST sites:
- Options:
Data at NIST subscription sites:
NIST subscription sites provide data under the NIST Standard Reference Data Program, but require an annual fee to access. The purpose of the fee is to recover costs associated with the development of data collections included in such sites. Your institution may already be a subscriber. Follow the links above to find out more about the data in these sites and their terms of usage.
Phase change data
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.
Data compiled as indicated in comments:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
AC - William E. Acree, Jr., James S. Chickos
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tfus | 544. | K | N/A | Philippi, 1929 | Uncertainty assigned by TRC = 2. K; TRC |
Tfus | 544. | K | N/A | Philippi, 1914 | Uncertainty assigned by TRC = 3. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ρc | 1.241 | mol/l | N/A | Thodos, 1957 | Uncertainty assigned by TRC = 0.036 mol/l; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔsubH° | 44.0 ± 2.4 | kcal/mol | V | Kruif, 1980 | ALS |
ΔsubH° | 44.0 ± 2.4 | kcal/mol | ME,TE | Kruif, 1980 | Based on data from 495. to 530. K.; AC |
ΔsubH° | 37.7 | kcal/mol | V | Wakayama and Inokuchi, 1967 | ALS |
Enthalpy of sublimation
ΔsubH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
37.5 ± 3.3 | 463. | ME | Oja and Suuberg, 1998 | Based on data from 443. to 483. K.; AC |
37. ± 1. | 512. | ME,TE | Kruif, 1980 | Based on data from 494. to 526. K.; AC |
37.69 | 505. | ME | Wakayama and Inokuchi, 1967, 2 | Based on data from 455. to 555. K.; AC |
Gas phase ion energetics data
Go To: Top, Phase change 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.
Data evaluated as indicated in comments:
L - Sharon G. Lias
Data compiled as indicated in comments:
MM - Michael M. Meot-Ner (Mautner)
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
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
B - John E. Bartmess
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
IE (evaluated) | 6.63 ± 0.05 | eV | N/A | N/A | L |
Electron affinity determinations
EA (eV) | Method | Reference | Comment |
---|---|---|---|
1.392 ± 0.043 | IMRE | Crocker, Wang, et al., 1993 | ΔGea(584 K) = -31.2 kcal/mol; ΔSea (estimated) = -1.5 eu (anthracene, Chowdhury, Heinis, et al., 1986); B |
Gas basicity at 298K
Gas basicity (review) (kcal/mol) | Reference | Comment |
---|---|---|
199.8 | Dell'Erba, Gruttadauria, et al., 2000 | T = 300K; Equilibrium constants and ΔG from forward/reverse rate constant ratio. T = 300 K nominal FTICR temperature; MM |
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
6.61 | EI | Stahl and Maquin, 1984 | LBLHLM |
6.64 | PE | Clark, Brogli, et al., 1972 | LLK |
6.74 ± 0.01 | PE | Boschi, Murrell, et al., 1972 | LLK |
6.6 ± 0.1 | EI | Gallegos, 1968 | RDSH |
6.61 | CTS | Kuroda, 1964 | RDSH |
6.62 | CTS | Briegleb, 1964 | RDSH |
6.23 | CTS | Matsen, 1956 | RDSH |
6.61 ± 0.02 | PE | Schmidt, 1977 | Vertical value; LLK |
Mass spectrum (electron ionization)
Go To: Top, Phase change 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
Spectrum
Notice: This spectrum may be better viewed with a Javascript and HTML 5 enabled browser.
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-IW-3109 |
NIST MS number | 234338 |
References
Go To: Top, Phase change data, Gas phase ion energetics data, 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.
Philippi, 1929
Philippi, E.,
Sitzungsber. Akad. Wiss. Wien, Math.-Naturwiss. Kl., Abt. 2B, 1929, 138, 638. [all data]
Philippi, 1914
Philippi, E.,
Sitzungsber. Akad. Wiss. Wien, Math.-Naturwiss. Kl., Abt. 2B, 1914, 123, 21. [all data]
Thodos, 1957
Thodos, G.,
Critical Constants of the Aromatic Hydrocarbons,
AIChE J., 1957, 3, 428-30. [all data]
Kruif, 1980
Kruif, C.G.,
Enthalpies of sublimation and vapour pressures of 11 polycyclic hydrocarbons,
J. Chem. Thermodyn., 1980, 12, 243-248. [all data]
Wakayama and Inokuchi, 1967
Wakayama, N.; Inokuchi, H.,
Heats of sublimation of polycyclic aromatic hydrocarbons and their molecular packings,
Bull. Chem. Soc. Jpn., 1967, 40, 2267. [all data]
Oja and Suuberg, 1998
Oja, Vahur; Suuberg, Eric M.,
Vapor Pressures and Enthalpies of Sublimation of Polycyclic Aromatic Hydrocarbons and Their Derivatives,
J. Chem. Eng. Data, 1998, 43, 3, 486-492, https://doi.org/10.1021/je970222l
. [all data]
Wakayama and Inokuchi, 1967, 2
Wakayama, Nobuko; Inokuchi, Hiroo,
Heats of Sublimation of Polycyclic Aromatic Hydrocarbons and Their Molecular Packings,
Bull. Chem. Soc. Jpn., 1967, 40, 10, 2267-2271, https://doi.org/10.1246/bcsj.40.2267
. [all data]
Crocker, Wang, et al., 1993
Crocker, L.; Wang, T.B.; Kebarle, P.,
Electron Affinities of Some Polycyclic Aromatic Hydrocarbons, Obtained from Electron-Transfer Equilibria,
J. Am. Chem. Soc., 1993, 115, 17, 7818, https://doi.org/10.1021/ja00070a030
. [all data]
Chowdhury, Heinis, et al., 1986
Chowdhury, S.; Heinis, T.; Grimsrud, E.P.; Kebarle, P.,
Entropy Changes and Electron Affinities from Gas-Phase Electron Transfer Equilibria: A- + B = A + B-,
J. Phys. Chem., 1986, 90, 12, 2747, https://doi.org/10.1021/j100403a037
. [all data]
Dell'Erba, Gruttadauria, et al., 2000
Dell'Erba, C.; Gruttadauria, M.; Mugnoli, A.; Noto, R.; Novi, M.; Occhiucci, G.; Petrillo, G.; Spinelli, D.,
Gas-phase and solution basicities of some 2,6-dialkylphenyl ketones: A comparative analysis,
Tetrahedron, 2000, 56, 4565. [all data]
Stahl and Maquin, 1984
Stahl, D.; Maquin, F.,
Charge-stripping mass spectrometry of molecular ions from polyacenes and molecular orbital theory,
Chem. Phys. Lett., 1984, 108, 613. [all data]
Clark, Brogli, et al., 1972
Clark, P.A.; Brogli, F.; Heilbronner, E.,
The π-orbital energies of the acenes,
Helv. Chim. Acta, 1972, 55, 1415. [all data]
Boschi, Murrell, et al., 1972
Boschi, R.; Murrell, J.N.; Schmidt, W.,
Photoelectron spectra of polycyclic aromatic hydrocarbons,
Faraday Discuss. Chem. Soc., 1972, 54, 116. [all data]
Gallegos, 1968
Gallegos, E.J.,
Mass spectrometry and ionization energies of some condensed-ring aromatic and heterocyclic compounds,
J. Phys. Chem., 1968, 72, 3452. [all data]
Kuroda, 1964
Kuroda, H.,
Ionization potentials of polycyclic aromatic hydrocarbons,
Nature, 1964, 201, 1214. [all data]
Briegleb, 1964
Briegleb, G.,
Electron affinity of organic molecules,
Angew. Chem. Intern. Ed., 1964, 3, 617. [all data]
Matsen, 1956
Matsen, F.A.,
Electron affinities, methyl affinities, and ionization energies of condensed ring aromatic hydrocarbons,
J. Chem. Phys., 1956, 24, 602. [all data]
Schmidt, 1977
Schmidt, W.,
Photoelectron spectra of polynuclear aromatics. V. Correlations with ultraviolet absorption spectra in the catacondensed series,
J. Chem. Phys., 1977, 66, 828. [all data]
Notes
Go To: Top, Phase change data, Gas phase ion energetics data, Mass spectrum (electron ionization), References
- Symbols used in this document:
EA Electron affinity IE (evaluated) Recommended ionization energy Tfus Fusion (melting) point ΔsubH Enthalpy of sublimation ΔsubH° Enthalpy of sublimation at standard conditions ρc Critical density - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
- The National Institute of Standards and Technology (NIST) uses its best efforts to deliver a high quality copy of the Database and to verify that the data contained therein have been selected on the basis of sound scientific judgment. However, NIST makes no warranties to that effect, and NIST shall not be liable for any damage that may result from errors or omissions in the Database.
- Customer support for NIST Standard Reference Data products.