Trigonelline

• Formula: C₇H₇NO₂
• Molecular weight: 137.1360
• IUPAC Standard InChI: InChI=1S/C7H7NO2/c1-8-4-2-3-6(5-8)7(9)10/h2-5H,1H3 Copy

  
• IUPAC Standard InChIKey: WWNNZCOKKKDOPX-UHFFFAOYSA-N Copy
• CAS Registry Number: 535-83-1
• Chemical structure:
  This structure is also available as a 2d Mol file
• Other names: Pyridinium, 3-carboxy-1-methyl-, hydroxide, inner salt; Betaine nicotinate; Caffearine; Coffearin; Coffearine; Gynesine; Trigenolline; Betain nicotinate; 3-Carboxy-1-methylpyridinium hydroxide inner salt; N-Methylnicotinate; N-Methylnicotinic acid; N'-Methylnicotinic acid; Nicotinic acid N-methylbetaine; Trigonellin; 1-methylpyridinio-3-carboxylate
• Permanent link for this species. Use this link for bookmarking this species for future reference.
• Information on this page:
  • Reaction thermochemistry data
  • Gas phase ion energetics data
  • Mass spectrum (electron ionization)
  • References
  • Notes
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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

C₇H₆NO₂ +  =

By formula: C₇H₆NO₂ + H⁺ = C₇H₇NO₂

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: John E. Bartmess

View reactions leading to C₇H₇NO₂⁺ (ion structure unspecified)

De-protonation reactions

C₇H₆NO₂ +  =

By formula: C₇H₆NO₂ + H⁺ = C₇H₇NO₂

Mass spectrum (electron ionization)

Go To: Top, Reaction thermochemistry data, Gas phase ion energetics data, 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

References

Go To: Top, Reaction thermochemistry data, Gas phase ion energetics data, 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.

Wang, Broadus, et al., 2000
Wang, X.B.; Broadus, K.M.; Wang, L.S.; Kass, S.R., Photodetachment of the first zwitterionic anions in the gas phase: Probing intramolecular Coulomb repulsion and attraction, J. Am. Chem. Soc., 2000, 122, 34, 8305-8306, https://doi.org/10.1021/ja001943z . [all data]

Broadus and Kass, 2000
Broadus, K.M.; Kass, S.R., Probing Electrostatic Effects: Formation and Characterization of Zwitterionic Ions and their Neutral Counterparts in the Gas Phase, J. Am. Chem. Soc., 2000, 122, 37, 9014, https://doi.org/10.1021/ja0016708 . [all data]

Notes

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

• Symbols used in this document:
  

  ΔrG°	Free energy of reaction at standard conditions
  ΔrH°	Enthalpy of reaction at standard conditions

• Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
• The National Institute of Standards and Technology (NIST) uses its best efforts to deliver a high quality copy of the Database and to verify that the data contained therein have been selected on the basis of sound scientific judgment. However, NIST makes no warranties to that effect, and NIST shall not be liable for any damage that may result from errors or omissions in the Database.
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