Naphthalic anhydride
- Formula: C12H6O3
- Molecular weight: 198.1742
- IUPAC Standard InChI: InChI=1S/C12H6O3/c13-11-8-5-1-3-7-4-2-6-9(10(7)8)12(14)15-11/h1-6H
- IUPAC Standard InChIKey: GRSMWKLPSNHDHA-UHFFFAOYSA-N
- CAS Registry Number: 81-84-5
- 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: 1,8-Naphthalic anhydride; 1H,3H-Naphtho[1,8-cd]pyran-1,3-dione; Naphthalic acid anhydride; Protect; 1,8-Naphthalenedicarboxylic acid anhydride; 1,8-Naphthalenedicarboxylic anhydride; 1,8-Naphthalic acid anhydride; Naphthalenedicarboxylic-1,8-anhydride; Naphthalene-1,8-dicarboxylic acid anhydride; 1,8-Naphthoic anhydride; Protect (agrochemical); Benzo[de]isochromene-1,3-dione; 1,8-Naphthanoic anhydride; NSC 5747; naphthalene-1,8-dicarboxylic anhydride
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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 by: Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 8.92 ± 0.05 | PE | Bigotto, Galasso, et al., 1979 | Vertical value |
Gas Chromatography
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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
Normal alkane RI, non-polar column, custom temperature program
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | Methyl Silicone | 1944. | Oda, Yasuhara, et al., 1998 | 25. m/0.25 mm/0.25 μm, He; Program: 50 0C (2 min) 20 0C/min -> 160 0C 5 0C/min -> 210 0C 10 0C/min -> 300 0C |
Lee's RI, non-polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | HP-5 | 342.17 | Pedersen, Durant, et al., 2005 | 30. m/0.25 mm/0.25 μm, Helium, 50. C @ 1.5 min, 6. K/min, 310. C @ 10. min |
| Capillary | SPB-5 | 339.9 | Knobloch and Engewald, 1993 | 40. C @ 2. min, 4. K/min; Column length: 30. m; Column diameter: 0.25 mm; Tend: 300. C |
| Capillary | SPB-5 | 340.8 | Knobloch and Engewald, 1993 | 40. C @ 2. min, 4. K/min; Column length: 30. m; Column diameter: 0.25 mm; Tend: 300. C |
| Capillary | SE-30 | 341.19 | König, Balfanz, et al., 1983 | 30. m/0.32 mm/0.25 μm, He, 2. K/min; Tstart: 120. C; Tend: 280. C |
Lee's RI, non-polar column, custom temperature program
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | DB-5 | 339.2 | Lundstedt, Haglund, et al., 2003 | 30. m/0.25 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.
Bigotto, Galasso, et al., 1979
Bigotto, A.; Galasso, V.; Distefano, G.; Modelli, A.,
Photoelectron and electronic spectra of acenaphthenequinone, naphthalic anhydride, and naphthalimide,
J. Chem. Soc. Perkin Trans. 2, 1979, 1502. [all data]
Oda, Yasuhara, et al., 1998
Oda, J.; Yasuhara, A.; Matsunaga, K.; Saito, Y.,
Identification of polycyclic aromatic hydrocarbons of the particulate accumulated in the tunnel duct of freeway and generation of their oxygenated derivatives,
Jpn. J. Toxicol. Environ. Health, 1998, 44, 5, 334-351, https://doi.org/10.1248/jhs1956.44.334
. [all data]
Pedersen, Durant, et al., 2005
Pedersen, D.U.; Durant, J.L.; Taghizadeh, K.; Hemond, H.F.; Lafleur, A.L.; Cass, G.R.,
Human cell mutagenes in respirable airborne particles from the Northeastern United States. 2. Quantification of mutagenes and other organic compounds.,
Environ. Sci. Technol., 2005, 39, 24, 9547-9560, https://doi.org/10.1021/es050886c
. [all data]
Knobloch and Engewald, 1993
Knobloch, T.; Engewald, W.,
Identification of some polar polycyclic compounds in emissions from brown-coal-fired residential stoves,
J. Hi. Res. Chromatogr., 1993, 16, 4, 239-242, https://doi.org/10.1002/jhrc.1240160407
. [all data]
König, Balfanz, et al., 1983
König, J.; Balfanz, E.; Funcke, W.; Romanowski, T.,
Determination of oxygenated polycyclic aromatic hydrocarbons in airborne particulate matter by capillary gas chromatography and gas chromatography/mass spectrometry,
Anal. Chem., 1983, 55, 4, 599-603, https://doi.org/10.1021/ac00255a004
. [all data]
Lundstedt, Haglund, et al., 2003
Lundstedt, S.; Haglund, P.; Öberg, L.,
Degradation and formation of polycyclic aromatic compounds during bioslurry treatment of an aged gasworks soil,
Environ. Toxicol. Chem., 2003, 22, 7, 1413-1420, https://doi.org/10.1002/etc.5620220701
. [all data]
Notes
Go To: Top, Gas phase ion energetics data, Gas Chromatography, References
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