1-Naphthaleneacetic acid
- Formula: C12H10O2
- Molecular weight: 186.2066
- IUPAC Standard InChIKey: PRPINYUDVPFIRX-UHFFFAOYSA-N
- CAS Registry Number: 86-87-3
- 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: α-Naphthaleneacetic acid; α-Naphthylacetic acid; α-NAA; Celmone; Fruitofix; Fruitone N; Naphthaleneacetic acid; NAA; Phyomone; Planofix; Planofixe; 1-Naphthylacetic acid; α-Naphthyleneacetic acid; Alphaspra; Appl-Set; ANU; Klingtite; Liqui-Stik; Nafusaku; Naphthalene-1-acetic acid; Naphthylacetic acid; Naphyl-1-essigsaeure; Niagara-Stik; Nu-Tone; Phymone; Pimacol-Sol; Primacol; Stafast; Stop-Drop; Tekkam; Tip-Off; Transplantone; 1-Naphthtaleneacetic acid; Rhizopon B; Tre-hold; 2-(1-Naphthyl)acetic acid; Agronaa; Alman; Vardhak; Biokor; Etifix; N 10; NSC 15772; Rasin; Pomoxon; Rhodofix
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Condensed phase thermochemistry data
Go To: Top, Phase change data, Gas phase ion energetics data, IR Spectrum, 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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°solid | -359.19 ± 0.79 | kJ/mol | Ccb | Colomina, Roux, et al., 1975 | |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°solid | -5792.09 ± 0.79 | kJ/mol | Ccb | Colomina, Roux, et al., 1975 | Corresponding ΔfHºsolid = -359.18 kJ/mol (simple calculation by NIST; no Washburn corrections) |
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 as indicated in comments:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tfus | 405.95 | K | N/A | Donnelly, Drewes, et al., 1990 | Uncertainty assigned by TRC = 0.2 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔsubH° | 112.3 ± 0.9 | kJ/mol | GS | Roux *, Temprado, et al., 2004 | Based on data from 343. to 372. K.; AC |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
22.26 | 405.3 | Acree, 1991 | AC |
Gas phase ion energetics data
Go To: Top, Condensed phase thermochemistry data, Phase change data, IR Spectrum, 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 by: Sharon G. Lias, John E. Bartmess, Joel F. Liebman, John L. Holmes, Rhoda D. Levin, and W. Gary Mallard
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
7.71 | PE | Klasinc, Kovac, et al., 1983 | |
7.99 | PE | Klasinc, Kovac, et al., 1983 | Vertical value |
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 SOCIETY Collection (C) 2018 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
---|---|
Origin | ANDERSON PHYSICAL LABORATORY |
Source reference | COBLENTZ NO. 2644 |
Date | Not specified, most likely prior to 1970 |
Name(s) | 1-naphthylacetic acid |
State | SOLID (1.0% IN KBr PELLET) |
Instrument | Not specified, most likely a prism, grating, or hybrid spectrometer. |
Path length | 0.0355 CM THICK |
Resolution | 4 |
Sampling procedure | TRANSMISSION |
Data processing | DIGITIZED BY NIST FROM HARD COPY (FROM TWO SEGMENTS) |
Mass spectrum (electron ionization)
Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, IR 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
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 | NIST Mass Spectrometry Data Center, 1998. |
NIST MS number | 292184 |
References
Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, IR Spectrum, 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.
Colomina, Roux, et al., 1975
Colomina, M.; Roux, M.V.; Turrion, C.,
Thermochemical properties of naphthalene compounds III. Enthalpies of combustion and formation of the 1- and 2-naphthylacetic acids and 1- and 2-naphthyl acetates,
J. Chem. Thermodyn., 1975, 7, 759-762. [all data]
Donnelly, Drewes, et al., 1990
Donnelly, J.R.; Drewes, L.A.; Johnson, R.L.; Munslow, W.D.; Knapp, K.K.; Sovocool, G.W.,
Purity and heat of fusion data for environmental standards as determined by differential scanning calorimetry,
Thermochim. Acta, 1990, 167, 2, 155, https://doi.org/10.1016/0040-6031(90)80476-F
. [all data]
Roux *, Temprado, et al., 2004
Roux *, Maria Victoria; Temprado, Manuel; Notario, Rafael; Verevkin, Sergey P.; Emel'yanenko, Vladimir N.; Demasters, Douglas E.; Liebman, Joel F.,
The energetics of naphthalene derivatives, III: phenylacetic acid and the isomeric 1- and 2-naphthylacetic acids,
Molecular Physics, 2004, 102, 18, 1909-1917, https://doi.org/10.1080/00268970412331284262
. [all data]
Acree, 1991
Acree, William E.,
Thermodynamic properties of organic compounds: enthalpy of fusion and melting point temperature compilation,
Thermochimica Acta, 1991, 189, 1, 37-56, https://doi.org/10.1016/0040-6031(91)87098-H
. [all data]
Klasinc, Kovac, et al., 1983
Klasinc, L.; Kovac, B.; Gusten, H.,
Photoelectron spectra of acenes. Electronic structure and substituent effects,
Pure Appl. Chem., 1983, 55, 289. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), References
- Symbols used in this document:
Tfus Fusion (melting) point ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions ΔfusH Enthalpy of fusion ΔsubH° Enthalpy of sublimation at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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