Methylamine

• Formula: CH₅N
• Molecular weight: 31.0571
• IUPAC Standard InChI: InChI=1S/CH5N/c1-2/h2H2,1H3 Copy

  
• IUPAC Standard InChIKey: BAVYZALUXZFZLV-UHFFFAOYSA-N Copy
• CAS Registry Number: 74-89-5
• 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.
• Isotopologues:
  • methan-d3-amine
• Other names: Methanamine; Aminomethane; Carbinamine; Monomethylamine; CH3NH2; Mercurialin; Methylaminen; Metilamine; Metyloamina; UN 1061; MMA
• Permanent link for this species. Use this link for bookmarking this species for future reference.
• Information on this page:
  • Gas phase thermochemistry data
  • Condensed phase thermochemistry data
  • Phase change data
  • Reaction thermochemistry data
  • Gas phase ion energetics data
  • Ion clustering data
  • Mass spectrum (electron ionization)
  • References
  • Notes
• Other data available:
  • Henry's Law data
  • IR Spectrum
  • UV/Visible spectrum
  • Vibrational and/or electronic energy levels
  • Gas Chromatography
• Data at other public NIST sites:
  • Gas Phase Kinetics Database
• Options:
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Data at NIST subscription sites:

• NIST / TRC Web Thermo Tables, "lite" edition (thermophysical and thermochemical data)
• NIST / TRC Web Thermo Tables, professional edition (thermophysical and thermochemical data)

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Gas phase thermochemistry data

Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Ion clustering data, 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: Donald R. Burgess, Jr.

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 as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing

Constant pressure heat capacity of liquid

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
DH - Eugene S. Domalski and Elizabeth D. Hearing
AC - William E. Acree, Jr., James S. Chickos
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Enthalpy of vaporization

Entropy of vaporization

Antoine Equation Parameters

log₁₀(P) = A − (B / (T + C))
    P = vapor pressure (bar)
    T = temperature (K)

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Enthalpy of fusion

Entropy of fusion

Reaction thermochemistry data

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, Ion clustering data, 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 as indicated in comments:
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias
RCD - Robert C. Dunbar
B - John E. Bartmess
MS - José A. Martinho Simões
ALS - 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: Li⁺ + CH₅N = (Li⁺ • CH₅N)

C₃H₉Sn⁺ +  = (C₃H₉Sn⁺ • )

By formula: C₃H₉Sn⁺ + CH₅N = (C₃H₉Sn⁺ • CH₅N)

Free energy of reaction

 +  = ( • )

By formula: K⁺ + CH₅N = (K⁺ • CH₅N)

 +  = ( • )

By formula: Na⁺ + CH₅N = (Na⁺ • CH₅N)

Free energy of reaction

(CH₆N⁺ • 2) +  = (CH₆N⁺ • 3)

By formula: (CH₆N⁺ • 2CH₅N) + CH₅N = (CH₆N⁺ • 3CH₅N)

(CH₆N⁺ • ) +  = (CH₆N⁺ • 2)

By formula: (CH₆N⁺ • CH₅N) + CH₅N = (CH₆N⁺ • 2CH₅N)

CH₄N^- +  =

By formula: CH₄N^- + H⁺ = CH₅N

C₃H₉Si⁺ +  = (C₃H₉Si⁺ • )

By formula: C₃H₉Si⁺ + CH₅N = (C₃H₉Si⁺ • CH₅N)

CH₆N⁺ +  = (CH₆N⁺ • )

By formula: CH₆N⁺ + CH₅N = (CH₆N⁺ • CH₅N)

C₆H₁₂NO₃⁺ +  = (C₆H₁₂NO₃⁺ • )

By formula: C₆H₁₂NO₃⁺ + CH₅N = (C₆H₁₂NO₃⁺ • CH₅N)

Bond type: Hydrogen bonds with polydentate bonding in positive ions

( • ) +  = ( • 2)

By formula: (Pb⁺ • CH₅N) + CH₅N = (Pb⁺ • 2CH₅N)

 +  = ( • )

By formula: Pb⁺ + CH₅N = (Pb⁺ • CH₅N)

(CH₆N⁺ • 3) +  = (CH₆N⁺ • 4)

By formula: (CH₆N⁺ • 3CH₅N) + CH₅N = (CH₆N⁺ • 4CH₅N)

C₂H₈N⁺ +  = (C₂H₈N⁺ • )

By formula: C₂H₈N⁺ + CH₅N = (C₂H₈N⁺ • CH₅N)

C₅H₁₁BrMg (solution) +  (solution) = CH₄BrMgN (solution) +  (solution)

By formula: C₅H₁₁BrMg (solution) + CH₅N (solution) = CH₄BrMgN (solution) + C₅H₁₂ (solution)

2 =  + 

By formula: 2CH₅N = C₂H₇N + H₃N

2 =  + 

By formula: 2C₂H₇N = CH₅N + C₃H₉N

Gas phase ion energetics data

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Ion clustering data, 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 evaluated as indicated in comments:
HL - Edward P. Hunter and Sharon G. Lias
L - Sharon G. Lias

Data compiled as indicated in comments:
B - John E. Bartmess
LBLHLM - Sharon G. Lias, John E. Bartmess, Joel F. Liebman, John L. Holmes, Rhoda D. Levin, and W. Gary Mallard
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron

View reactions leading to CH₅N⁺ (ion structure unspecified)

Ionization energy determinations

Appearance energy determinations

De-protonation reactions

CH₄N^- +  =

By formula: CH₄N^- + H⁺ = CH₅N

Ion clustering 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:
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias
RCD - Robert C. Dunbar

Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. Searches may be limited to ion clustering reactions. A general reaction search form is also available.

Clustering reactions

CH₆N⁺ +  = (CH₆N⁺ • )

By formula: CH₆N⁺ + CH₅N = (CH₆N⁺ • CH₅N)

(CH₆N⁺ • ) +  = (CH₆N⁺ • 2)

By formula: (CH₆N⁺ • CH₅N) + CH₅N = (CH₆N⁺ • 2CH₅N)

(CH₆N⁺ • 2) +  = (CH₆N⁺ • 3)

By formula: (CH₆N⁺ • 2CH₅N) + CH₅N = (CH₆N⁺ • 3CH₅N)

(CH₆N⁺ • 3) +  = (CH₆N⁺ • 4)

By formula: (CH₆N⁺ • 3CH₅N) + CH₅N = (CH₆N⁺ • 4CH₅N)

C₂H₈N⁺ +  = (C₂H₈N⁺ • )

By formula: C₂H₈N⁺ + CH₅N = (C₂H₈N⁺ • CH₅N)

C₃H₉Si⁺ +  = (C₃H₉Si⁺ • )

By formula: C₃H₉Si⁺ + CH₅N = (C₃H₉Si⁺ • CH₅N)

C₃H₉Sn⁺ +  = (C₃H₉Sn⁺ • )

By formula: C₃H₉Sn⁺ + CH₅N = (C₃H₉Sn⁺ • CH₅N)

Free energy of reaction

C₆H₁₂NO₃⁺ +  = (C₆H₁₂NO₃⁺ • )

By formula: C₆H₁₂NO₃⁺ + CH₅N = (C₆H₁₂NO₃⁺ • CH₅N)

Bond type: Hydrogen bonds with polydentate bonding in positive ions

 +  = ( • )

By formula: K⁺ + CH₅N = (K⁺ • CH₅N)

 +  = ( • )

By formula: Li⁺ + CH₅N = (Li⁺ • CH₅N)

 +  = ( • )

By formula: Na⁺ + CH₅N = (Na⁺ • CH₅N)

Free energy of reaction

 +  = ( • )

By formula: Pb⁺ + CH₅N = (Pb⁺ • CH₅N)

( • ) +  = ( • 2)

By formula: (Pb⁺ • CH₅N) + CH₅N = (Pb⁺ • 2CH₅N)

Mass spectrum (electron ionization)

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Ion clustering 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, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Ion clustering 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.

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Davidson and Kebarle, 1976, 2
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Radisic, Xu, et al., 2002
Radisic, D.; Xu, S.J.; Bowen, K.H., Photoelectron spectroscopy of the anions, CH3NH- and (CH3)(2)N- and the anion complexes, H-(CH3NH2) and (CH3)(2)N-[(CH3)(2)NH), Chem. Phys. Lett., 2002, 354, 1-2, 9-13, https://doi.org/10.1016/S0009-2614(01)01470-1 . [all data]

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Slifkin, M.A.; Allison, A.C., Measurement of ionization potentials from contact charge transfer spectra, Nature, 1967, 215, 949. [all data]

Watanabe and Mottl, 1957
Watanabe, K.; Mottl, J.R., Ionization potentials of ammonia and some amines, J. Chem. Phys., 1957, 26, 1773. [all data]

Notes

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• Symbols used in this document:
  

  AE	Appearance energy
  Cp,liquid	Constant pressure heat capacity of liquid
  IE (evaluated)	Recommended ionization energy
  Pc	Critical pressure
  S°liquid	Entropy of liquid at standard conditions
  T	Temperature
  Tboil	Boiling point
  Tc	Critical temperature
  Tfus	Fusion (melting) point
  Ttriple	Triple point temperature
  Vc	Critical volume
  ΔcH°liquid	Enthalpy of combustion of liquid at standard conditions
  ΔfH°gas	Enthalpy of formation of gas at standard conditions
  ΔfH°liquid	Enthalpy of formation of liquid at standard conditions
  ΔfusH	Enthalpy of fusion
  ΔfusS	Entropy of fusion
  ΔrG°	Free energy of reaction at standard conditions
  ΔrH°	Enthalpy of reaction at standard conditions
  ΔrS°	Entropy of reaction at standard conditions
  ΔvapH	Enthalpy of vaporization
  ΔvapH°	Enthalpy of vaporization at standard conditions
  ΔvapS	Entropy of vaporization

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