Gentisic acid

• Formula: C₅H₁₁NO₂
• Molecular weight: 117.1463
• IUPAC Standard InChI: InChI=1S/C7H6O4/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3,8-9H,(H,10,11) Copy

  
• IUPAC Standard InChIKey: WXTMDXOMEHJXQO-UHFFFAOYSA-N Copy
• CAS Registry Number: 490-79-9
• 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: Benzoic acid, 2,5-dihydroxy-; Gensigen; Gensigon; Hydroquinonecarboxylic acid; 2,5-Dihydroxybenzoic acid; 2,5-Dioxybenzoic acid; 5-Hydroxysalicylic acid; Gentisate; Salicylic acid, 5-hydroxy-; 2,5-Dhba; Kyselina 2,5-dihydroxybenzoova; Kyselina gentisinova; 3,6-Dihydroxybenzoic acid; Gentisinic acid; NSC 27224
• Permanent link for this species. Use this link for bookmarking this species for future reference.
• Information on this page:
  • Phase change data
  • Reaction thermochemistry data
  • Gas phase ion energetics data
  • IR Spectrum
  • Mass spectrum (electron ionization)
  • References
  • Notes
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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

Enthalpy of fusion

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: John E. Bartmess

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

C₇H₅O₄^- +  =

By formula: C₇H₅O₄^- + H⁺ = C₅H₁₁NO₂

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 as indicated in comments:
B - John E. Bartmess
MM - Michael M. Meot-Ner (Mautner)

Proton affinity at 298K

De-protonation reactions

C₇H₅O₄^- +  =

By formula: C₇H₅O₄^- + H⁺ = C₅H₁₁NO₂

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.

Spectrum

A digitized version of this spectrum is not currently available.

Additional Data

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

References

Go To: Top, Phase change data, Reaction thermochemistry 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.

Monte, Gonc«807»alves, et al., 2010
Monte, Manuel J.S.; Gonc«807»alves, Mariana V.; Ribeiro da Silva, Maria D.M.C., Vapor Pressures and Enthalpies of Combustion of the Dihydroxybenzoic Acid Isomers, J. Chem. Eng. Data, 2010, 55, 6, 2246-2251, https://doi.org/10.1021/je900777q . [all data]

Chen, Oja, et al., 2006
Chen, Xu; Oja, Vahur; Chan, W. Geoffrey; Hajaligol, Mohammad R., Vapor Pressure Characterization of Several Phenolics and Polyhydric Compounds by Knudsen Effusion Method, J. Chem. Eng. Data, 2006, 51, 2, 386-391, https://doi.org/10.1021/je050293h . [all data]

Breuker, Knochenmuss, et al., 1999
Breuker, K.; Knochenmuss, R.; Zenobi, R., Gas-phase basicities of deprotonated matrix-assisted laser desorption/ionization matrix molecules, Int. J. Mass Spectrom., 1999, 184, 1, 25-38, https://doi.org/10.1016/S1387-3806(98)14200-8 . [all data]

Kuo, Zhang, et al., 1997
Kuo, S.C.; Zhang, Z.Y.; Ross, S.K.; Klemm, R.B.; Johnson, R.D.; Monks, P.S.; Thorn, R.P.; Stief, L.J., Discharge flow-photoionization mass spectrometric study of HNO: Phtoionization efficiency spectrum and ionization energy and proton affinity of NO, J. Phys. Chem. A, 1997, 101, 4035. [all data]

Notes

Go To: Top, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), References

• Symbols used in this document:
  

  ΔfusH	Enthalpy of fusion
  ΔrG°	Free energy of reaction at standard conditions
  ΔsubH	Enthalpy of sublimation
  ΔsubH°	Enthalpy of sublimation at standard conditions

• Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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