1-Naphthaleneacetic acid

• Formula: C₁₂H₁₀O₂
• Molecular weight: 186.2066
• IUPAC Standard InChI: InChI=1S/C12H10O2/c13-12(14)8-10-6-3-5-9-4-1-2-7-11(9)10/h1-7H,8H2,(H,13,14) Copy

  
• IUPAC Standard InChIKey: PRPINYUDVPFIRX-UHFFFAOYSA-N Copy
• 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
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• 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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• Information on this page:
  • Condensed phase thermochemistry data
  • Phase change data
  • Gas phase ion energetics data
  • References
  • Notes
• Other data available:
  • IR Spectrum
  • Mass spectrum (electron ionization)
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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

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

Enthalpy of fusion

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, John E. Bartmess, Joel F. Liebman, John L. Holmes, Rhoda D. Levin, and W. Gary Mallard

Ionization energy determinations

References

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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

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• 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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