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1H-Pyrrole, 1-methyl-

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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, 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
Deltafgas103.1 ± 0.54kJ/molCcbGood, 1972 

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

Quantity Value Units Method Reference Comment
Deltafliquid62.38 ± 0.50kJ/molCcbGood, 1972ALS
Quantity Value Units Method Reference Comment
Deltacliquid-3030.3 ± 0.42kJ/molCcbGood, 1972ALS
Quantity Value Units Method Reference Comment
liquid200.519J/mol*KN/AMesserly, Todd, et al., 1988DH
liquid200.48J/mol*KN/AMesserly, Todd, et al., 1987DH
liquid200.48J/mol*KN/ASteele, Chirico, et al., 1986DH

Constant pressure heat capacity of liquid

Cp,liquid (J/mol*K) Temperature (K) Reference Comment
150.058298.150Messerly, Todd, et al., 1988T = 10 to 400 K.; DH
150.06298.15Messerly, Todd, et al., 1987T = 10 to 370 K.; DH
150.06298.15Steele, Chirico, et al., 1986T = 10 to 370 K.; DH

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:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny, director
DH - Eugene S. Domalski and Elizabeth D. Hearing
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
AC - William E. Acree, Jr., James S. Chickos

Quantity Value Units Method Reference Comment
Tboil386. ± 1.KAVGN/AAverage of 6 values; Individual data points
Quantity Value Units Method Reference Comment
Tfus216.912KN/ASteele, Chirico, et al., 1986DH
Tfus216.82KN/AGuanquan, Ott, et al., 1986Uncertainty assigned by TRC = 0.08 K; TRC
Tfus231.2KN/AMilazzo, 1941Uncertainty assigned by TRC = 0.5 K; TRC
Quantity Value Units Method Reference Comment
Ttriple216.910KN/AMesserly, Todd, et al., 1988, 2Uncertainty assigned by TRC = 0.03 K; obs. at indicated sample purity.; TRC
Ttriple216.910KN/AMesserly, Todd, et al., 1988, 2Uncertainty assigned by TRC = 0.02 K; calc for 100% purity; TRC
Ttriple216.87KN/AAnonymous, 1960Uncertainty assigned by TRC = 0.01 K; TRC
Quantity Value Units Method Reference Comment
Deltavap44.6 ± 0.02kJ/molVMesserly, Todd, et al., 1988, 2ALS
Deltavap40.8 ± 0.2kJ/molVGood, 1972ALS
Deltavap40.7kJ/molN/AGood, 1972DRB

Enthalpy of vaporization

DeltavapH (kJ/mol) Temperature (K) Method Reference Comment
39.336.A,EB,IPStephenson and Malanowski, 1987Based on data from 321. - 423. K. See also Osborn and Douslin, 1968 and Dykyj, 1972.; AC
38.343.IEon, Pommier, et al., 1971Based on data from 333. - 373. K.; AC

Antoine Equation Parameters

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

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Temperature (K) A B C Reference Comment
333.4 - 373.55.213472030.1235.169Eon, Pommier, et al., 1971Coefficents calculated by NIST from author's data.
322.11 - 422.594.21281370.499-60.141Osborn and Douslin, 1968 

Enthalpy of fusion

DeltafusH (kJ/mol) Temperature (K) Reference Comment
7.82477216.912Messerly, Todd, et al., 1988DH
7.8248216.912Messerly, Todd, et al., 1987DH
7.82216.9Domalski and Hearing, 1996AC

Entropy of fusion

DeltafusS (J/mol*K) Temperature (K) Reference Comment
36.07216.912Messerly, Todd, et al., 1987DH

In addition to the Thermodynamics Research Center (TRC) data available from this site, much more physical and chemical property data is available from the following TRC products:


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, 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 as indicated in comments:
B - John E. Bartmess
RCD - Robert C. Dunbar

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

C5H6N- + Hydrogen cation = 1H-Pyrrole, 1-methyl-

By formula: C5H6N- + H+ = C5H7N

Quantity Value Units Method Reference Comment
Deltar1643. ± 13.kJ/molG+TSDePuy, Kass, et al., 1988gas phase; Anion of N-methyl-pyrrole. Between Me2NH, H2O.; B
Quantity Value Units Method Reference Comment
Deltar1615. ± 13.kJ/molIMRBDePuy, Kass, et al., 1988gas phase; Anion of N-methyl-pyrrole. Between Me2NH, H2O.; B

Lithium ion (1+) + 1H-Pyrrole, 1-methyl- = (Lithium ion (1+) bullet 1H-Pyrrole, 1-methyl-)

By formula: Li+ + C5H7N = (Li+ bullet C5H7N)

Quantity Value Units Method Reference Comment
Deltar186. ± 17.kJ/molCIDTHuang and Rodgers, 2002RCD

Sodium ion (1+) + 1H-Pyrrole, 1-methyl- = (Sodium ion (1+) bullet 1H-Pyrrole, 1-methyl-)

By formula: Na+ + C5H7N = (Na+ bullet C5H7N)

Quantity Value Units Method Reference Comment
Deltar111. ± 3.kJ/molCIDTHuang and Rodgers, 2002RCD

Potassium ion (1+) + 1H-Pyrrole, 1-methyl- = (Potassium ion (1+) bullet 1H-Pyrrole, 1-methyl-)

By formula: K+ + C5H7N = (K+ bullet C5H7N)

Quantity Value Units Method Reference Comment
Deltar87.9 ± 6.3kJ/molCIDTHuang and Rodgers, 2002RCD

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, 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 evaluated as indicated in comments:
L - Sharon G. Lias

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

Quantity Value Units Method Reference Comment
IE (evaluated)7.99 ± 0.07eVN/AN/AL

Ionization energy determinations

IE (eV) Method Reference Comment
7.94 ± 0.02PICooper, Williamson, et al., 1980LLK
8.4EISucrow, Bethke, et al., 1971LLK
8.09 ± 0.01PIPotapov and Yuzhakova, 1970RDSH
7.95 ± 0.05PEBaker, Betteridge, et al., 1970RDSH

Appearance energy determinations

Ion AE (eV) Other Products MethodReferenceComment
C5H6N+11.2 ± 0.1HPIPotapov and Yuzhakova, 1970RDSH

De-protonation reactions

C5H6N- + Hydrogen cation = 1H-Pyrrole, 1-methyl-

By formula: C5H6N- + H+ = C5H7N

Quantity Value Units Method Reference Comment
Deltar1643. ± 13.kJ/molG+TSDePuy, Kass, et al., 1988gas phase; Anion of N-methyl-pyrrole. Between Me2NH, H2O.; B
Quantity Value Units Method Reference Comment
Deltar1615. ± 13.kJ/molIMRBDePuy, Kass, et al., 1988gas phase; Anion of N-methyl-pyrrole. Between Me2NH, H2O.; B

Ion clustering data

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry 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: 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

Potassium ion (1+) + 1H-Pyrrole, 1-methyl- = (Potassium ion (1+) bullet 1H-Pyrrole, 1-methyl-)

By formula: K+ + C5H7N = (K+ bullet C5H7N)

Quantity Value Units Method Reference Comment
Deltar87.9 ± 6.3kJ/molCIDTHuang and Rodgers, 2002 

Lithium ion (1+) + 1H-Pyrrole, 1-methyl- = (Lithium ion (1+) bullet 1H-Pyrrole, 1-methyl-)

By formula: Li+ + C5H7N = (Li+ bullet C5H7N)

Quantity Value Units Method Reference Comment
Deltar186. ± 17.kJ/molCIDTHuang and Rodgers, 2002 

Sodium ion (1+) + 1H-Pyrrole, 1-methyl- = (Sodium ion (1+) bullet 1H-Pyrrole, 1-methyl-)

By formula: Na+ + C5H7N = (Na+ bullet C5H7N)

Quantity Value Units Method Reference Comment
Deltar111. ± 3.kJ/molCIDTHuang and Rodgers, 2002 

IR Spectrum

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), 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

Gas Phase Spectrum

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IR spectrum
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Notice: Concentration information is not available for this spectrum and, therefore, molar absorptivity values cannot be derived.

Additional Data

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Download spectrum in JCAMP-DX format.

Owner NIST Standard Reference Data Program
Collection (C) 2018 copyright by the U.S. Secretary of Commerce
on behalf of the United States of America. All rights reserved.
Origin Sadtler Research Labs Under US-EPA Contract
State gas

This IR spectrum is from the NIST/EPA Gas-Phase Infrared Database .


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, 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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Mass spectrum
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1.) Enter the desired X axis range (e.g., 100, 200)
2.) Check here for automatic Y scaling
3.) Press here to zoom

Additional Data

View image of digitized spectrum (can be printed in landscape orientation).

View spectrum image in SVG format.

Download spectrum in JCAMP-DX format.

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 Japan AIST/NIMC Database- Spectrum MS-NW-1140
NIST MS number 230408

All mass spectra in this site (plus many more) are available from the NIST/EPA/NIH Mass Spectral Library. Please see the following for information about the library and its accompanying search program.


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, 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.

Good, 1972
Good, W.D., Enthalpies of combustion of nine organic nitrogen compounds related to petroleum, J. Chem. Eng. Data, 1972, 17, 28-31. [all data]

Messerly, Todd, et al., 1988
Messerly, J.F.; Todd, S.S.; Finke, H.L.; Good, W.D.; Gammon, B.E., Condensed-phase heat-capacity studies and derived thermodynamic properties for six cyclic nitrogen compounds, J. Chem. Thermodynam., 1988, 20, 209-224. [all data]

Messerly, Todd, et al., 1987
Messerly, J.F.; Todd, S.S.; Finke, H.L.; Gammon, B.E., Thermodynamic properties of organic nitrogen compounds that occur in shale oil and heavy petroleum-topical report, NIPER Report, 1987, 83, 37p. [all data]

Steele, Chirico, et al., 1986
Steele, W.V.; Chirico, R.D.; Collier, W.B.; Hossenlopp, I.A.; Nguyen, A.; Strube, M.M., Thermochemical and thermophysical properties of organic nitrogen compounds found in fossil materials, NIPER Report, 1986, 188, 112p. [all data]

Guanquan, Ott, et al., 1986
Guanquan, C.; Ott, J.B.; Goates, J.R., (Solid + liquid) Phase Equilibria and Solid-Compound Formation in Tetrachloromethane + furan, + Pyridine, and + N-methylpyrrole, J. Chem. Thermodyn., 1986, 18, 603. [all data]

Milazzo, 1941
Milazzo, G., Boll. Sci. Facolta Chim. Ind. Bologna, 1941, 94. [all data]

Messerly, Todd, et al., 1988, 2
Messerly, J.F.; Todd, s.S.; Finke, H.L.; Good, W.D.; Gammon, B.E., Condensed-phase heat-capacity studies and derived thermodynamic properties for six cyclic nitrogen compounds, J. Chem. Thermodyn., 1988, 20, 209. [all data]

Anonymous, 1960
Anonymous, R., , Natl. Bur. Stand. (U. S.), Tech. News Bull. 44, 1960. [all data]

Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw, Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2 . [all data]

Osborn and Douslin, 1968
Osborn, Ann G.; Douslin, Donald R., Vapor pressure relations of 13 nitrogen compounds related to petroleum, J. Chem. Eng. Data, 1968, 13, 4, 534-537, https://doi.org/10.1021/je60039a024 . [all data]

Dykyj, 1972
Dykyj, J., Petrochemia, 1972, 12, 1, 13. [all data]

Eon, Pommier, et al., 1971
Eon, C.; Pommier, C.; Guiochon, G., Vapor pressures and second virial coefficients of some five-membered heterocyclic derivatives, J. Chem. Eng. Data, 1971, 16, 4, 408-410, https://doi.org/10.1021/je60051a008 . [all data]

Domalski and Hearing, 1996
Domalski, Eugene S.; Hearing, Elizabeth D., Heat Capacities and Entropies of Organic Compounds in the Condensed Phase. Volume III, J. Phys. Chem. Ref. Data, 1996, 25, 1, 1, https://doi.org/10.1063/1.555985 . [all data]

DePuy, Kass, et al., 1988
DePuy, C.H.; Kass, S.R.; Bean, G.P., Formation and Reactions of Heteroaromatic Anions in the Gas Phase, J. Org. Chem., 1988, 53, 19, 4427, https://doi.org/10.1021/jo00254a001 . [all data]

Huang and Rodgers, 2002
Huang, H.; Rodgers, M.T., Sigma versus Pi interactions in alkali metal ion binding to azoles: Threshold collision-induced dissociation and ab initio theory studies, J. Phys. Chem. A, 2002, 106, 16, 4277, https://doi.org/10.1021/jp013630b . [all data]

Cooper, Williamson, et al., 1980
Cooper, C.D.; Williamson, A.D.; Miller, J.C.; Compton, R.N., Resonantly enhanced multiphoton ionization of pyrrole, N-methyl pyrrole, and furan, J. Chem. Phys., 1980, 73, 1527. [all data]

Sucrow, Bethke, et al., 1971
Sucrow, W.; Bethke, H.; Chondromatidis, G., Thermolyse von 1.2.4.5-Tetramethyl-hexahydro- 1.2.4.5-tetrazinen im Massenspektrometer, Tetrahedron Lett., 1971, 19, 1481. [all data]

Potapov and Yuzhakova, 1970
Potapov, V.K.; Yuzhakova, O.A., Photoionization and electronic structure of pyrrole and its methyl derivatives, Dokl. Akad. Nauk SSSR, 1970, 192, 131, In original 365. [all data]

Baker, Betteridge, et al., 1970
Baker, A.D.; Betteridge, D.; Kemp, N.R.; Kirby, R.E., Application of photoelectron spectrometry to pesticide analysis. Photoelectron spectra of fivemembered heterocycles and related molecules, Anal. Chem., 1970, 42, 1064. [all data]


Notes

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, IR Spectrum, Mass spectrum (electron ionization), References