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2,6-Xylidine

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Condensed phase thermochemistry data

Go To: Top, Phase change data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), UV/Visible spectrum, Gas Chromatography, 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: Eugene S. Domalski and Elizabeth D. Hearing

Quantity Value Units Method Reference Comment
liquid251.35J/mol*KN/ASteele, Chirico, et al., 1986 

Constant pressure heat capacity of liquid

Cp,liquid (J/mol*K) Temperature (K) Reference Comment
238.86298.15Steele, Chirico, et al., 1986T = 10 to 450 K.

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
DH - Eugene S. Domalski and Elizabeth D. Hearing
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Kenneth Kroenlein director
AC - William E. Acree, Jr., James S. Chickos

Quantity Value Units Method Reference Comment
Tboil487. - 489.KN/AFrinton Laboratories Inc., 1986BS
Quantity Value Units Method Reference Comment
Tfus284.598KN/ASteele, Chirico, et al., 1986DH
Tfus284.16KN/ASchwartzman and Corson, 1954Uncertainty assigned by TRC = 0.3 K; TRC
Tfus284.4KN/ABirch, Dean, et al., 1949Uncertainty assigned by TRC = 1. K; TRC
Quantity Value Units Method Reference Comment
Deltavap59.6 ± 0.3kJ/molN/AVerevkin, 2000AC

Reduced pressure boiling point

Tboil (K) Pressure (bar) Reference Comment
487.20.985Weast and Grasselli, 1989BS

Enthalpy of vaporization

DeltavapH (kJ/mol) Temperature (K) Method Reference Comment
59.2 ± 0.3306.N/AVerevkin, 2000Based on data from 286. - 326. K.; AC
48.5388.AStephenson and Malanowski, 1987Based on data from 373. - 490. K.; AC
50.7332.N/AStull, 1947Based on data from 317. - 491. 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
317. - 491.14.700512157.756-32.151Stull, 1947Coefficents calculated by NIST from author's data.

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:


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 evaluated as indicated in comments:
HL - Edward P. Hunter and Sharon G. Lias
L - Sharon G. Lias

Data compiled as indicated in comments:
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)7.33 ± 0.05eVN/AN/AL
Quantity Value Units Method Reference Comment
Proton affinity (review)901.7kJ/molN/AHunter and Lias, 1998HL
Quantity Value Units Method Reference Comment
Gas basicity869.8kJ/molN/AHunter and Lias, 1998HL

Ionization energy determinations

IE (eV) Method Reference Comment
7.30 ± 0.02PEMaier and Turner, 1973LLK
7.36PECowling and Johnstone, 1973LLK
7.5 ± 0.1CTSFarrell and Newton, 1966RDSH
7.78 ± 0.05PESzepes, Distefano, et al., 1974Vertical value; LLK

IR Spectrum

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Data compiled by: Coblentz Society, Inc.

Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director


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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Mass spectrum
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Additional Data

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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 NIST Mass Spectrometry Data Center, 1998.
NIST MS number 291467

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.


UV/Visible 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: Victor Talrose, Alexander N. Yermakov, Alexy A. Usov, Antonina A. Goncharova, Axlexander N. Leskin, Natalia A. Messineva, Natalia V. Trusova, Margarita V. Efimkina

Spectrum

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UVVis spectrum
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Additional Data

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Source Lang (editor), 1968
Owner INEP CP RAS, NIST OSRD
Collection (C) 2007 copyright by the U.S. Secretary of Commerce
on behalf of the United States of America. All rights reserved.
Origin INSTITUTE OF ENERGY PROBLEMS OF CHEMICAL PHYSICS, RAS
Source reference RAS UV No. 19112
Instrument Spektromom 201
Melting point 216.9

Gas Chromatography

Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), UV/Visible 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

Kovats' RI, non-polar column, isothermal

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Column type Active phase Temperature (C) I Reference Comment
CapillarySPB-1100.1135.52Berezkin, Korolev, et al., 200030. m/0.25 mm/0.25 «mu»m, He
CapillaryDB-1100.1136.26Berezkin, Korolev, et al., 200030. m/0.25 mm/0.25 «mu»m, He
CapillaryZB-1100.1137.15Berezkin, Korolev, et al., 200030. m/0.25 mm/0.25 «mu»m, He
CapillaryBP-1100.1136.34Berezkin, Korolev, et al., 200030. m/0.25 mm/0.25 «mu»m, He
CapillarySE-30100.1137.93Malyukova, Berezkin, et al., 199730. m/0.25 mm/0.25 «mu»m, He
CapillarySE-30100.1143.41Malyukova, Berezkin, et al., 199730. m/0.25 mm/0.25 «mu»m, SF6
CapillarySE-33120.1179.Juvancz, Cserháti, et al., 199410. m/0.20 mm/0.15 «mu»m, H2
CapillaryOV-101110.1140.7Farkas, Sojak, et al., 198914. m/0.325 mm/0.305 «mu»m, H2

Kovats' RI, polar column, isothermal

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Column type Active phase Temperature (C) I Reference Comment
CapillaryCarbowax 20M130.1940.Hedin, Thopson, et al., 1972N2; Column length: 15.24 m; Column diameter: 0.5 mm

Van Den Dool and Kratz RI, non-polar column, temperature ramp

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Column type Active phase I Reference Comment
CapillaryOV-11136.2Gautzsch and Zinn, 19968. K/min; Tstart: 35. C; Tend: 300. C
CapillaryDB-51167.Rostad and Pereira, 198630. m/0.26 mm/0.25 «mu»m, He, 50. C @ 4. min, 6. K/min, 300. C @ 20. min

Normal alkane RI, non-polar column, isothermal

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Column type Active phase Temperature (C) I Reference Comment
CapillarySE-30120.1149.Berezkin, Korolev, et al., 199875. m/0.14 mm/0.30 «mu»m, He
CapillarySE-3090.1134.Berezkin and Korolev, 1985Helium; Column length: 25. m; Column diameter: 0.32 mm
CapillarySE-3090.1143.Berezkin and Korolev, 1985Helium; Column length: 25. m; Column diameter: 0.32 mm
CapillarySE-3090.1143.Berezkin and Korolev, 1985Helium; Column length: 25. m; Column diameter: 0.32 mm
CapillarySE-3090.1146.Berezkin and Korolev, 1985Helium; Column length: 25. m; Column diameter: 0.32 mm
CapillarySE-3090.1157.Berezkin and Korolev, 1985Helium; Column length: 25. m; Column diameter: 0.32 mm
CapillarySE-3090.1173.Berezkin and Korolev, 1985Helium; Column length: 25. m; Column diameter: 0.32 mm

Normal alkane RI, non-polar column, temperature ramp

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Column type Active phase I Reference Comment
CapillaryDB-51168.19Kim, Kim, et al., 199330. m/0.25 mm/0.241 «mu»m, 60. C @ 2. min, 4. K/min; Tend: 160. C
CapillaryUltra-11131.Okumura, 199125. m/0.32 mm/0.25 «mu»m, He, 3. K/min; Tstart: 80. C; Tend: 260. C

Normal alkane RI, non-polar column, custom temperature program

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Column type Active phase I Reference Comment
CapillaryOV-11130.Waggott and Davies, 1984Hydrogen; Column length: 50. m; Column diameter: 0.32 mm; Program: not specified

Lee's RI, non-polar column, temperature ramp

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Column type Active phase I Reference Comment
CapillaryDB-5196.15Rostad and Pereira, 198630. m/0.26 mm/0.25 «mu»m, He, 50. C @ 4. min, 6. K/min, 300. C @ 20. min

References

Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), UV/Visible spectrum, Gas Chromatography, Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

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]

Frinton Laboratories Inc., 1986
Frinton Laboratories Inc., Catalog Number 11, Frinton Laboratories Inc., Vineland, NJ, 1986, 99. [all data]

Schwartzman and Corson, 1954
Schwartzman, L.H.; Corson, B.B., Steric Hinderance I. 2,6-Dimethylacetophenone and 2,6-Dimethylstyrene, J. Am. Chem. Soc., 1954, 76, 781. [all data]

Birch, Dean, et al., 1949
Birch, S.F.; Dean, R.A.; Fidler, F.A.; Lowry, R.A., The preparation of the c(10) monocyclic aromatic hydrocarbons, J. Am. Chem. Soc., 1949, 71, 1362. [all data]

Verevkin, 2000
Verevkin, Sergey P., Thermochemical study of the ortho interactions in alkyl substituted anilines, The Journal of Chemical Thermodynamics, 2000, 32, 2, 247-259, https://doi.org/10.1006/jcht.1999.0587 . [all data]

Weast and Grasselli, 1989
CRC Handbook of Data on Organic Compounds, 2nd Editon, Weast,R.C and Grasselli, J.G., ed(s)., CRC Press, Inc., Boca Raton, FL, 1989, 1. [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]

Stull, 1947
Stull, Daniel R., Vapor Pressure of Pure Substances. Organic and Inorganic Compounds, Ind. Eng. Chem., 1947, 39, 4, 517-540, https://doi.org/10.1021/ie50448a022 . [all data]

Hunter and Lias, 1998
Hunter, E.P.; Lias, S.G., Evaluated Gas Phase Basicities and Proton Affinities of Molecules: An Update, J. Phys. Chem. Ref. Data, 1998, 27, 3, 413-656, https://doi.org/10.1063/1.556018 . [all data]

Maier and Turner, 1973
Maier, J.P.; Turner, D.W., Steric inhibition of resonance studied by molecular photoelectron spectroscopy Part 3. Anilines, Phenols and Related Compounds, J. Chem. Soc. Faraday Trans. 2, 1973, 69, 521. [all data]

Cowling and Johnstone, 1973
Cowling, S.A.; Johnstone, R.A.W., Photoelectron spectroscopy: The effects of steric inhibition to resonance in anilines, J. Electron Spectrosc. Relat. Phenom., 1973, 2, 161. [all data]

Farrell and Newton, 1966
Farrell, P.G.; Newton, J., Ionization potentials of primary aromatic amines and aza-hydrocarbons, Tetrahedron Lett., 1966, 5517. [all data]

Szepes, Distefano, et al., 1974
Szepes, L.; Distefano, G.; Pignataro, S., Steric inhibition of resonance in acetanilides by UV photoelectron spectroscopy, Ann. Chim., 1974, 64, 159. [all data]

Lang (editor), 1968
Lang (editor), L., Absorption Spectra in the Ultraviolet and Visible Region, 1968, 10, 65. [all data]

Berezkin, Korolev, et al., 2000
Berezkin, V.G.; Korolev, A.A.; Malyukova, I.V., A comparative analysis of retention values obtained on fused silica capillary columns from various manufacturers, Analusis, 2000, 28, 2, 132-135, https://doi.org/10.1051/analusis:2000105 . [all data]

Malyukova, Berezkin, et al., 1997
Malyukova, I.V.; Berezkin, V.G.; Kramers, K.; Jansen, H.G., Capillary chromatrography of hydrocarbons and their derivatives. Use of sulphur hexafluoride as the carrier gas, Pet. Chem. USSR (Engl. Transl.), 1997, 37, 3, 265-272. [all data]

Juvancz, Cserháti, et al., 1994
Juvancz, Z.; Cserháti, T.; Markides, K.E.; Bradshaw, J.S.; Lee, M.L., Characterization of some new polysiloxane stationary phases by principal component analysis, Chromatographia, 1994, 38, 3/4, 227-231, https://doi.org/10.1007/BF02290341 . [all data]

Farkas, Sojak, et al., 1989
Farkas, P.; Sojak, L.; Kovac, M.; Janak, J., Interface Adsorption and Reproducibility of Retention Indices in Glass Capillary Columns with Dimethylpolysiloxane Stationary Phases Cross-Linked by «gamma»-Irradiation, J. Chromatogr., 1989, 471, 251-261, https://doi.org/10.1016/S0021-9673(00)94173-6 . [all data]

Hedin, Thopson, et al., 1972
Hedin, P.A.; Thopson, A.C.; Gueldner, R.C.; Minyard, J.P., Volatile constituents of the boll weevil, J. Insect. Physiol., 1972, 18, 1, 79-86, https://doi.org/10.1016/0022-1910(72)90066-2 . [all data]

Gautzsch and Zinn, 1996
Gautzsch, R.; Zinn, P., Use of incremental models to estimate the retention indexes of aromatic compounds, Chromatographia, 1996, 43, 3/4, 163-176, https://doi.org/10.1007/BF02292946 . [all data]

Rostad and Pereira, 1986
Rostad, C.E.; Pereira, W.E., Kovats and Lee retention indices determined by gas chromatography/mass spectrometry for organic compounds of environmental interest, J. Hi. Res. Chromatogr. Chromatogr. Comm., 1986, 9, 6, 328-334, https://doi.org/10.1002/jhrc.1240090603 . [all data]

Berezkin, Korolev, et al., 1998
Berezkin, V.G.; Korolev, A.A.; Malyukova, I.V., Dependence of the relative retention of compounds on the average pressure of helium as a carrier gas in capillary GLC, Russ. Chem. Bull. (Engl. Transl.), 1998, 47, 2, 307-309, https://doi.org/10.1007/BF02498955 . [all data]

Berezkin and Korolev, 1985
Berezkin, V.G.; Korolev, A.A., Investigation of the role of adsorption at the stationary phase interface in capillary columns with cross-linked phases, Chromatographia, 1985, 20, 8, 482-486, https://doi.org/10.1007/BF02344790 . [all data]

Kim, Kim, et al., 1993
Kim, K.-R.; Kim, J.-H.; Park, H.-K.; Oh, C.-H., Dual capillary column system for the qualitative gas chromatography: 2. Comparison between splitless and on-column injection modes, Bull. Korean Chem. Soc., 1993, 14, 2, 250-255. [all data]

Okumura, 1991
Okumura, T., retention indices of environmental chemicals on methyl silicone capillary column, Journal of Environmental Chemistry (Japan), 1991, 1, 2, 333-358, https://doi.org/10.5985/jec.1.333 . [all data]

Waggott and Davies, 1984
Waggott, A.; Davies, I.W., Identification of organic pollutants using linear temperature programmed retention indices (LTPRIs) - Part II, 1984, retrieved from http://dwi.defra.gov.uk/research/completed-research/reports/dwi0383.pdf. [all data]


Notes

Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), UV/Visible spectrum, Gas Chromatography, References