2-Naphthalenol, 1-(phenylazo)-
- Formula: C16H12N2O
- Molecular weight: 248.2793
- IUPAC Standard InChIKey: MRQIXHXHHPWVIL-UHFFFAOYSA-N
- CAS Registry Number: 842-07-9
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
View 3d structure (requires JavaScript / HTML 5) - Other names: 1-Benzeneazo-2-naphthol; Benzeneazo-β-naphthol; Brasilazina Oil Orange; Calcogas Orange NC; Ceres Orange R; C.I. 12055; C.I. Solvent Yellow 14; Dispersol Yellow PP; Enial Orange I; Fast Oil Orange I; Fast Orange; Fat Orange 4A; Fat Orange G; Fat Orange I; Fat Orange R; Fat Orange RS; Fat Soluble Orange; Grasal Orange; Grasan Orange R; Hidaco Oil Orange; 2-Hydroxynaphthyl-1-azobenzene; 2-Hydroxy-1-phenylazonaphthalene; Lacquer Orange VG; Morton Orange Y; Oil Orange; Oil Orange 31; Oil Orange 2311; Oil Orange 2B; Oil Orange E; Oil Orange PEL; Oil Orange R; Oil Orange 7078-V; Oil Orange Z-7078; Oil Soluble Orange; Oleal Orange R; Orange Pel; Orange 3RA Soluble in Grease; Orange R Fat Soluble; Sudan I; Atul Orange R; Benzene-1-azo-2-naphthol; Brilliant Oil Orange R; Calco Oil Orange Z-7078; Calco Oil Orange 7078; Calco Oil Orange 7078-Y; Calcogas M; Campbelline Oil Orange; Carminaph; Cerotinorange G; Dunkelgelb; Fast Oil Orange; Fettorange lg; Fettorange R; Fettorange 4a; Motiorange R; NCI-C53929; Oil Orange EP; Oil Orange G; Oil Orange R-14; Orange A L'Huile; Orange Insoluble Olg; Orange Resenole No. 3; Orange Soluble A L'Huile; Organol Orange; Orient Oil Orange PS; Petrol Orange Y; Plastoresin Orange F4A; Pyronalorange; Resinol Orange R; Resoform Orange G; Sansel Orange G; Scharlach B; Silotras Orange TR; Solvent Yellow No. 14; Solvent Yellow 14; Somalia Orange I; Soudan I; Spirit Orange; Spirit Yellow I; Stearix Orange; Sudan J; Sudan Orange R; Sudan Orange RA; Sudan Orange RA New; Sudan Yellow; Sudan 1; Tertrogras Orange SV; Toyo Oil Orange; Waxakol Orange GL; Waxoline Yellow I; Waxoline Yellow IM; Waxoline Yellow IP; Waxoline Yellow IS; 1-(Phenylazo)-2-naphthalenol; 1-(Phenylazo)-2-naphthol; 1-Benzoazo-2-naphthol; 1-Phenylazo-β-naphthol; 2-Naphthol, 1-(phenylazo)-; 2-Naphtholazobenzene; Zlut rozpoustedlova 14; CI 12055; 2-Naphthalenol, 1-(2-phenyldiazenyl)-; Waxoline Orange EP-FW; 1-(2-Hydroxynaphthyl)azobenzene; 1-(Phenylazo)-2-hydroxynaphthalene; Disperse Yellow 97; α-Phenylazo-β-naphthol
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Condensed phase thermochemistry 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: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°solid | 58.8 | kcal/mol | Ccb | Lemoult, 1908 | |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°solid | -1973.5 | kcal/mol | Ccb | Lemoult, 1908 |
Phase change 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: William E. Acree, Jr., James S. Chickos
Enthalpy of sublimation
ΔsubH (kcal/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
27.9 ± 1.3 | 362. | Krien, 1984 | Based on data from 350. to 374. K. |
Reaction thermochemistry 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: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
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
By formula: C16H12N2O = C16H12N2O
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -0.96 ± 0.07 | kcal/mol | Eqk | Haessner, Mustroph, et al., 1985 | liquid phase; solvent: CDCl3; NMR |
IR Spectrum
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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: Coblentz Society, Inc.
Condensed Phase Spectrum
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Notice: Except where noted, spectra from this collection were measured on dispersive instruments, often in carefully selected solvents, and hence may differ in detail from measurements on FTIR instruments or in other chemical environments. More information on the manner in which spectra in this collection were collected can be found here.
Notice: Concentration information is not available for this spectrum and, therefore, molar absorptivity values cannot be derived.
Additional Data
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Owner | COBLENTZ SOC. Collection (C) 2018 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
---|---|
Origin | WESTERN REGIONAL RES. USDA |
Source reference | COBLENTZ NO. 06525 |
Date | 1967/12/26 |
Name(s) | 1-(phenyldiazenyl)-2-naphthol |
State | SOLID (KBr DISC) |
Instrument | CARY 90 (GRATING) |
Instrument parameters | ORDER CHANGES: 3000, 2000, 1200 CM-1 |
Resolution | 2 |
Sampling procedure | TRANSMISSION |
Data processing | DIGITIZED BY COBLENTZ SOCIETY (BATCH I) FROM HARD COPY |
Mass spectrum (electron ionization)
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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
Spectrum
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Additional Data
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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-NW-8089 |
NIST MS number | 235035 |
UV/Visible spectrum
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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 | Zaitsev, et al., 1987 |
---|---|
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. 17382 |
Instrument | Specord UV-Vis |
Melting point | 133-134 |
References
Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, IR Spectrum, 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.
Lemoult, 1908
Lemoult, M.P.,
Recherches theoriques et experimentales sur les chaleurs de combustion et de formation des composes organiques,
Ann. Chim. Phys., 1908, 14, 289-310. [all data]
Krien, 1984
Krien, G.,
Thermoanalytische untersuchungen an rauchfarbstoffen,
Thermochimica Acta, 1984, 81, 29-43, https://doi.org/10.1016/0040-6031(84)85108-4
. [all data]
Haessner, Mustroph, et al., 1985
Haessner, R.; Mustroph, H.; Borsdorf, R.,
H-NMR-spektroskopische Untersuchungen zur Azo-Hydrazon-Tautomerie in substituierten 1-Phenylazo-2-naphtholen,
J. Prakt. Chem., 1985, 327, 555-566. [all data]
Zaitsev, et al., 1987
Zaitsev, B.E., et al.,
Zhur. Organ. Khim., 1987, 23, 1556. [all data]
Notes
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- Symbols used in this document:
ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions ΔrH° Enthalpy of reaction at standard conditions ΔsubH Enthalpy of sublimation - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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