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Aniline

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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), 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 as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.

Quantity Value Units Method Reference Comment
Deltafgas20.80 ± 0.21kcal/molCcbHatton, Hildenbrand, et al., 1962ALS
Deltafgas19.7kcal/molCcbVriens and Hill, 1952ALS
Deltafgas19.9kcal/molN/ACole and Gilbert, 1951Value computed using «DELTA»fHliquid° value of 30.8 kj/mol from Cole and Gilbert, 1951 and «DELTA»vapH° value of 52.4 kj/mol from Vriens and Hill, 1952.; DRB
Deltafgas19.3 ± 0.6kcal/molCcbAnderson and Gilbert, 1942%hf calculated possible error by author; ALS
Deltafgas20.4kcal/molN/ALemoult, 1907Value computed using «DELTA»fHliquid° value of 33.0 kj/mol from Lemoult, 1907 and «DELTA»vapH° value of 52.4 kj/mol from Vriens and Hill, 1952.; DRB

Condensed phase thermochemistry data

Go To: Top, Gas phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Ion clustering 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 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
Deltafliquid7.47 ± 0.20kcal/molCcbHatton, Hildenbrand, et al., 1962ALS
Deltafliquid7.1kcal/molCcbVriens and Hill, 1952ALS
Deltafliquid7.37kcal/molCmCole and Gilbert, 1951ALS
Deltafliquid8.0kcal/molCcbLemoult, 1907ALS
Quantity Value Units Method Reference Comment
Deltacliquid-810.96 ± 0.24kcal/molCcbHatton, Hildenbrand, et al., 1962ALS
Deltacliquid-810.7kcal/molCcbVriens and Hill, 1952ALS
Deltacliquid-810.79kcal/molCmCole and Gilbert, 1951ALS
Deltacliquid-810.6 ± 3.0kcal/molCcbAnderson and Gilbert, 1942%hf calculated possible error by author; ALS
Deltacliquid-815.3kcal/molCcbLemoult, 1907ALS
Quantity Value Units Method Reference Comment
liquid45.722cal/mol*KN/AHatton, Hildenbrand, et al., 1962DH
liquid45.79cal/mol*KN/AParks, Huffman, et al., 1933Extrapolation below 90 K, 45.27 J/mol*K.; DH
Quantity Value Units Method Reference Comment
Deltacsolid-810.4kcal/molCcbWillis, 1947ALS

Constant pressure heat capacity of liquid

Cp,liquid (cal/mol*K) Temperature (K) Reference Comment
46.39298.Lesbats and Lichanot, 1987T = 200 to 300 K.; DH
45.652298.15Nichols and Wads, 1975DH
46.30298.Deshpande and Bhatagadde, 1971T = 298 to 318 K.; DH
45.901298.15Hatton, Hildenbrand, et al., 1962T = 15 to 300 K. Cp(liq, cal/mol·K) = 33.71 + 0.0409T (15 to 300 K).; DH
45.89293.Crtzen, Jost, et al., 1957DH
47.20323.Hough, Mason, et al., 1950T = 323 to 453 K.; DH
26.099267.3Ziegler and Andrews, 1942T = 40.84 K.; DH
43.91288.Radulescu and Jula, 1934DH
42.73298.15Ferguson and Miller, 1933T = 293 to 323 K. Data calculated from equation.; DH
45.631298.2Parks, Huffman, et al., 1933T = 94 to 298 K. Value is unsmoothed experimental datum.; DH
46.219298.2Lang, 1928T = 5 to 60°C.; DH
46.01298.von Reis, 1881T = 290 to 465 K.; DH

Phase change data

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, Gas phase ion energetics data, Ion clustering 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 as indicated in comments:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny, director
BS - Robert L. Brown and Stephen E. Stein
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
Tboil457. ± 2.KAVGN/AAverage of 46 values; Individual data points
Quantity Value Units Method Reference Comment
Tfus267.0 ± 0.3KAVGN/AAverage of 19 out of 24 values; Individual data points
Quantity Value Units Method Reference Comment
Ttriple267.13KN/AHatton, Hildenbrand, et al., 1962, 2Uncertainty assigned by TRC = 0.02 K; from plot of 1/f vs T; TRC
Ttriple267.300KN/AZiegler and Andrews, 1942, 2Uncertainty assigned by TRC = 0.2 K; TRC
Ttriple266.9KN/AParks, Huffman, et al., 1933, 2Uncertainty assigned by TRC = 0.1 K; TRC
Quantity Value Units Method Reference Comment
Tc698.8 ± 0.4KAVGN/AAverage of 8 values; Individual data points
Quantity Value Units Method Reference Comment
Pc52.4 ± 0.2atmAVGN/AAverage of 6 values; Individual data points
Quantity Value Units Method Reference Comment
rhoc3.48mol/lN/ALagutkin and Kuropatkin, 1981Uncertainty assigned by TRC = 0.05 mol/l; calculated from corr. Zc, and lit. values of Tc and Pc; TRC
Quantity Value Units Method Reference Comment
Zc0.26noneN/ALagutkin and Kuropatkin, 1981Uncertainty assigned by TRC = 0.003 none; Correlation based on literature values of 2nd vireal coeff.; TRC
Quantity Value Units Method Reference Comment
Deltavap13. ± 1.kcal/molAVGN/AAverage of 7 values; Individual data points

Enthalpy of vaporization

DeltavapH (kcal/mol) Temperature (K) Method Reference Comment
12.2 ± 0.05360.EBSteele, Chirico, et al., 2002Based on data from 350. - 499. K.; AC
11.5 ± 0.05400.EBSteele, Chirico, et al., 2002Based on data from 350. - 499. K.; AC
10.8 ± 0.05440.EBSteele, Chirico, et al., 2002Based on data from 350. - 499. K.; AC
10.1 ± 0.1480.EBSteele, Chirico, et al., 2002Based on data from 350. - 499. K.; AC
10.9444.N/ALee, Chen, et al., 1992Based on data from 421. - 591. K.; AC
12.5288.AStephenson and Malanowski, 1987Based on data from 273. - 338. K.; AC
12.8319.AStephenson and Malanowski, 1987Based on data from 304. - 485. K.; AC
11.6388.AStephenson and Malanowski, 1987Based on data from 373. - 458. K.; AC
11.1470.AStephenson and Malanowski, 1987Based on data from 455. - 523. K.; AC
10.14457.2N/AMajer and Svoboda, 1985 
12.3350.N/AMaher and Smith, 1979Based on data from 313. - 386. K.; AC
12.6293.N/ARavdel and Danilov, 1968Based on data from 288. - 298. K.; AC
12.9319.N/AHatton, Hildenbrand, et al., 1962Based on data from 304. - 457. K.; AC
12.7333.CHatton, Hildenbrand, et al., 1962AC

Enthalpy of vaporization

ΔvapH = A exp(-βTr) (1 − Tr)β
    ΔvapH = Enthalpy of vaporization (at saturation pressure) (kcal/mol)
    Tr = reduced temperature (T / Tc)

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Temperature (K) A (kcal/mol) beta Tc (K) Reference Comment
298. - 333.19.280.3744699.Majer and Svoboda, 1985 

Antoine Equation Parameters

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

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Temperature (K) A B C Reference Comment
304. - 457.4.339701661.858-74.048Hatton, Hildenbrand, et al., 1962Coefficents calculated by NIST from author's data.

Enthalpy of fusion

DeltafusH (kcal/mol) Temperature (K) Reference Comment
2.5189267.13Hatton, Hildenbrand, et al., 1962DH
2.519267.1Ahmed and Eades, 1972See also Domalski and Hearing, 1996.; AC
2.610267.3Ziegler and Andrews, 1942AC
2.5229266.8Parks, Huffman, et al., 1933DH

Entropy of fusion

DeltafusS (cal/mol*K) Temperature (K) Reference Comment
9.457266.8Parks, Huffman, et al., 1933DH

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), 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 as indicated in comments:
B - John E. Bartmess
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias
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

Bromine anion + Aniline = (Bromine anion bullet Aniline)

By formula: Br- + C6H7N = (Br- bullet C6H7N)

Quantity Value Units Method Reference Comment
Deltar14.6 ± 1.8kcal/molIMREPaul and Kebarle, 1991gas phase; «DELTA»Gaff measured at 423 K, «DELTA»Saff taken as that of PhNO2..Br-; B,M
Quantity Value Units Method Reference Comment
Deltar20.cal/mol*KN/APaul and Kebarle, 1991gas phase; Entropy change calculated or estimated; M
Quantity Value Units Method Reference Comment
Deltar6.1 ± 1.0kcal/molIMREPaul and Kebarle, 1991gas phase; «DELTA»Gaff measured at 423 K, «DELTA»Saff taken as that of PhNO2..Br-; B

Free energy of reaction

DeltarG° (kcal/mol) T (K) Method Reference Comment
6.1423.PHPMSPaul and Kebarle, 1991gas phase; Entropy change calculated or estimated; M

C6H6N- + Hydrogen cation = Aniline

By formula: C6H6N- + H+ = C6H7N

Quantity Value Units Method Reference Comment
Deltar368.18 ± 0.30kcal/molD-EAWren, Vogelhuber, et al., 2012gas phase; B
Deltar366.4 ± 2.1kcal/molG+TSBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale; B
Quantity Value Units Method Reference Comment
Deltar360.91 ± 0.67kcal/molH-TSWren, Vogelhuber, et al., 2012gas phase; B
Deltar359.1 ± 2.0kcal/molIMREBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale; B

C9H13N+ + Aniline = (C9H13N+ bullet Aniline)

By formula: C9H13N+ + C6H7N = (C9H13N+ bullet C6H7N)

Bond type: Charge transfer bond (positive ion)

Quantity Value Units Method Reference Comment
Deltar13.3kcal/molPHPMSMeot-Ner (Mautner) and El-Shall, 1986gas phase; Entropy change calculated or estimated; M
Quantity Value Units Method Reference Comment
Deltar(26.)cal/mol*KN/AMeot-Ner (Mautner) and El-Shall, 1986gas phase; Entropy change calculated or estimated; M

Free energy of reaction

DeltarG° (kcal/mol) T (K) Method Reference Comment
5.9283.PHPMSMeot-Ner (Mautner) and El-Shall, 1986gas phase; Entropy change calculated or estimated; M

C7H9N+ + Aniline = (C7H9N+ bullet Aniline)

By formula: C7H9N+ + C6H7N = (C7H9N+ bullet C6H7N)

Bond type: Charge transfer bond (positive ion)

Quantity Value Units Method Reference Comment
Deltar16.7kcal/molPHPMSMeot-Ner (Mautner) and El-Shall, 1986gas phase; Entropy change calculated or estimated; M
Quantity Value Units Method Reference Comment
Deltar26.cal/mol*KN/AMeot-Ner (Mautner) and El-Shall, 1986gas phase; Entropy change calculated or estimated; M
Quantity Value Units Method Reference Comment
Deltar9.0kcal/molPHPMSMeot-Ner (Mautner) and El-Shall, 1986gas phase; Entropy change calculated or estimated; M

C8H11N+ + Aniline = (C8H11N+ bullet Aniline)

By formula: C8H11N+ + C6H7N = (C8H11N+ bullet C6H7N)

Bond type: Charge transfer bond (positive ion)

Quantity Value Units Method Reference Comment
Deltar14.2kcal/molPHPMSMeot-Ner (Mautner) and El-Shall, 1986gas phase; Entropy change calculated or estimated; M
Quantity Value Units Method Reference Comment
Deltar26.cal/mol*KN/AMeot-Ner (Mautner) and El-Shall, 1986gas phase; Entropy change calculated or estimated; M
Quantity Value Units Method Reference Comment
Deltar6.5kcal/molPHPMSMeot-Ner (Mautner) and El-Shall, 1986gas phase; Entropy change calculated or estimated; M

Fluorine anion + Aniline = (Fluorine anion bullet Aniline)

By formula: F- + C6H7N = (F- bullet C6H7N)

Quantity Value Units Method Reference Comment
Deltar31.2 ± 2.0kcal/molIMRELarson and McMahon, 1983gas phase; B,M
Quantity Value Units Method Reference Comment
Deltar26.2cal/mol*KN/ALarson and McMahon, 1983gas phase; switching reaction(F-)H2O, Entropy change calculated or estimated; Arshadi, Yamdagni, et al., 1970; M
Quantity Value Units Method Reference Comment
Deltar23.4 ± 2.0kcal/molIMRELarson and McMahon, 1983gas phase; B,M

C6H7N+ + Aniline = (C6H7N+ bullet Aniline)

By formula: C6H7N+ + C6H7N = (C6H7N+ bullet C6H7N)

Bond type: Charge transfer bond (positive ion)

Quantity Value Units Method Reference Comment
Deltar17.5kcal/molPHPMSMeot-Ner (Mautner) and El-Shall, 1986gas phase; M
Quantity Value Units Method Reference Comment
Deltar24.6cal/mol*KPHPMSMeot-Ner (Mautner) and El-Shall, 1986gas phase; M

Aniline + Phthalic anhydride = Benzoic acid, 2-[(phenylamino)carbonyl]-

By formula: C6H7N + C8H4O3 = C14H11NO3

Quantity Value Units Method Reference Comment
Deltar-12.8kcal/molKinKalnin'sh, 1988liquid phase; solvent: Acetonitrile; ALS
Deltar-13.0kcal/molKinPravednikov, Kardash, et al., 1973solid phase; solvent: Tetrahydrofuran; ALS

Aniline, N-methyl- = 0.5Benzenamine, N,N-dimethyl- + 0.5Aniline

By formula: C7H9N = 0.5C8H11N + 0.5C6H7N

Quantity Value Units Method Reference Comment
Deltar-0.8kcal/molEqkMatvienko, Kachurin, et al., 1982liquid phase; Methansulfonic acid; ALS
Deltar-0.9kcal/molKinKachurin, Matvienko, et al., 1979liquid phase; ALS

Potassium ion (1+) + Aniline = (Potassium ion (1+) bullet Aniline)

By formula: K+ + C6H7N = (K+ bullet C6H7N)

Quantity Value Units Method Reference Comment
Deltar22.8kcal/molHPMSDavidson and Kebarle, 1976gas phase; M
Quantity Value Units Method Reference Comment
Deltar23.7cal/mol*KHPMSDavidson and Kebarle, 1976gas phase; M

Benzoyl iodide + Aniline = Hydrogen iodide + Benzamide, N-phenyl-

By formula: C7H5IO + C6H7N = HI + C13H11NO

Quantity Value Units Method Reference Comment
Deltar-39.7 ± 0.5kcal/molCacKiselev, Khuzyasheva, et al., 1979liquid phase; solvent: Benzene; ALS

Benzoyl bromide + Aniline = Hydrogen bromide + Benzamide, N-phenyl-

By formula: C7H5BrO + C6H7N = HBr + C13H11NO

Quantity Value Units Method Reference Comment
Deltar-38.6 ± 0.2kcal/molCacKiselev, Khuzyasheva, et al., 1979liquid phase; solvent: Benzene; ALS

Aniline + Benzoyl chloride = Hydrogen chloride + Benzamide, N-phenyl-

By formula: C6H7N + C7H5ClO = HCl + C13H11NO

Quantity Value Units Method Reference Comment
Deltar-35.6 ± 0.2kcal/molCacKiselev, Khuzyasheva, et al., 1979liquid phase; solvent: Benzene; ALS

Acetamide, N-phenyl- + Water = Aniline + Acetic acid

By formula: C8H9NO + H2O = C6H7N + C2H4O2

Quantity Value Units Method Reference Comment
Deltar-10.05 ± 0.06kcal/molCmWadso, 1965solid phase; Heat of hydrolysis; ALS

Benzene, 1-isocyanato-4-nitro- + Aniline = N-(4-Nitrophenyl)-N'-phenyl-urea

By formula: C7H4N2O3 + C6H7N = C13H11N3O3

Quantity Value Units Method Reference Comment
Deltar-20.0 ± 0.07kcal/molCmKiselev, Malkov, et al., 1989liquid phase; solvent: Dioxane; #TDE; ALS

Cyclohexane, isocyanato- + Aniline = Urea, N-cyclohexyl-N'-phenyl-

By formula: C7H11NO + C6H7N = C13H18N2O

Quantity Value Units Method Reference Comment
Deltar-23.5 ± 0.26kcal/molCmKiselev, Malkov, et al., 1989liquid phase; solvent: Dioxane; ALS

2-Propanol, 1-phenoxy-3-(phenylamino)- = Oxirane, (phenoxymethyl)- + Aniline

By formula: C15H17NO2 = C9H10O2 + C6H7N

Quantity Value Units Method Reference Comment
Deltar27.1 ± 0.5kcal/molCmKuznetsova, Rakova, et al., 1975solid phase; solvent: DMF; ALS

Benzene, isocyanato- + Aniline = Urea, N,N-diphenyl-

By formula: C7H5NO + C6H7N = C13H12N2O

Quantity Value Units Method Reference Comment
Deltar-19.7 ± 0.48kcal/molCmKiselev, Malkov, et al., 1989liquid phase; solvent: Dioxane; ALS

Urea, N,N'-diphenyl- = Benzene, isocyanato- + Aniline

By formula: C13H12N2O = C7H5NO + C6H7N

Quantity Value Units Method Reference Comment
Deltar43.4 ± 1.0kcal/molEqkChimishkyan, Svetlova, et al., 1984solid phase; Dissociation; ALS

Iodide + Aniline = (Iodide bullet Aniline)

By formula: I- + C6H7N = (I- bullet C6H7N)

Quantity Value Units Method Reference Comment
Deltar12.9 ± 1.0kcal/molTDAsCaldwell, Masucci, et al., 1989gas phase; B,M

1-[1,2,4]Triazol-1-ylethanone + Aniline = Acetamide, N-phenyl- + 1H-1,2,4-Triazole

By formula: C4H5N3O + C6H7N = C8H9NO + C2H3N3

Quantity Value Units Method Reference Comment
Deltar-17.28 ± 0.08kcal/molCmWadso, 1962solid phase; ALS

1-Acetyl-1H-tetrazole + Aniline = Acetamide, N-phenyl- + 1H-Tetrazole

By formula: C3H4N4O + C6H7N = C8H9NO + CH2N4

Quantity Value Units Method Reference Comment
Deltar-20.22 ± 0.08kcal/molCmWadso, 1962solid phase; ALS

Acetic anhydride + Aniline = Acetamide, N-phenyl- + Acetic acid

By formula: C4H6O3 + C6H7N = C8H9NO + C2H4O2

Quantity Value Units Method Reference Comment
Deltar-24.11 ± 0.06kcal/molCmWadso, 1962liquid phase; ALS

Benzene, isocyanato- + Aniline = Urea, N,N'-diphenyl-

By formula: C7H5NO + C6H7N = C13H12N2O

Quantity Value Units Method Reference Comment
Deltar-21.3 ± 1.2kcal/molCmPannone and Macosko, 1987liquid phase; ALS

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), 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 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 C6H7N+ (ion structure unspecified)

Quantity Value Units Method Reference Comment
IE (evaluated)7.720 ± 0.002eVN/AN/AL
Quantity Value Units Method Reference Comment
Proton affinity (review)210.9kcal/molN/AHunter and Lias, 1998HL
Quantity Value Units Method Reference Comment
Gas basicity203.3kcal/molN/AHunter and Lias, 1998HL

Ionization energy determinations

IE (eV) Method Reference Comment
7.736 ± 0.008PEMeek, Sekreta, et al., 1985LBLHLM
7.720 ± 0.0002PIHager, Smith, et al., 1985LBLHLM
7.720 ± 0.002SSmith, Hager, et al., 1984LBLHLM
~7.48PEKlasinc, Kovac, et al., 1983LBLHLM
8.0PEKimura, Katsumata, et al., 1981LLK
8.27 ± 0.05EIZaretskii, Oren, et al., 1976LLK
7.80PEBehan, Johnstone, et al., 1976LLK
8.35EIBaldwin, Loudon, et al., 1976LLK
7.71 ± 0.01PEDebies and Rabalais, 1974LLK
7.65 ± 0.02PEMaier and Turner, 1973LLK
7.6 ± 0.1EIGilbert, Leach, et al., 1973LLK
7.71PEDebies and Rabalais, 1973LLK
7.66PECowling and Johnstone, 1973LLK
7.63EICooks, Bertrand, et al., 1973LLK
7.89 ± 0.03EIJohnstone and Mellon, 1972LLK
8.1 ± 0.1EIGross, 1972LLK
7.70 ± 0.01PIPotapov and Iskakov, 1971LLK
7.89EIJohnstone, Mellon, et al., 1971LLK
7.61 ± 0.05SIZandberg and Rasulev, 1969RDSH
7.68PEEland, 1969RDSH
7.67 ± 0.03PIAkopyan and Vilesov, 1964RDSH
7.7PITerenin, 1961RDSH
7.70 ± 0.02PIWatanabe and Mottl, 1957RDSH
7.69 ± 0.02PIVilesov and Terenin, 1957RDSH
8.05PEFurin, Sultanov, et al., 1987Vertical value; LBLHLM
8.02PEKlasinc, Kovac, et al., 1983Vertical value; LBLHLM
8.04PEMeeks, Wahlborg, et al., 1981Vertical value; LLK
8.05PEPalmer, Moyes, et al., 1979Vertical value; LLK
8.03PEKobayashi, 1978Vertical value; LLK
8.05PEKobayashi and Nagakura, 1974Vertical value; LLK
8.10PEHaink, Adams, et al., 1974Vertical value; LLK
8.02PEDebies and Rabalais, 1973Vertical value; LLK
8.05PEKobayashi and Nagakura, 1972Vertical value; LLK

Appearance energy determinations

Ion AE (eV) Other Products MethodReferenceComment
C4H4N+12.3 ± 0.1?PIAkopyan and Vilesov, 1964RDSH
C5H5+15.2 ± 0.2CHN+HEITajima and Tsuchiya, 1973LLK
C5H5+15.24CHN+HEIOccolowitz and White, 1968RDSH
C5H6+11.3 ± 0.1CHNTRPILifshitz and Malinovich, 1984LBLHLM
C5H6+11.3 ± 0.2CHNEILifshitz, Gotchiguian, et al., 1983LBLHLM
C5H6+12.77 ± 0.05CHNEIZaretskii, Oren, et al., 1976LLK
C5H6+12.13 ± 0.06CHNEIBentley, Johnstone, et al., 1973LLK
C5H6+12.0 ± 0.1?EIGross, 1972LLK
C5H6+12.3 ± 0.1CHNPIAkopyan and Vilesov, 1964RDSH

De-protonation reactions

C6H6N- + Hydrogen cation = Aniline

By formula: C6H6N- + H+ = C6H7N

Quantity Value Units Method Reference Comment
Deltar368.18 ± 0.30kcal/molD-EAWren, Vogelhuber, et al., 2012gas phase; B
Deltar366.4 ± 2.1kcal/molG+TSBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale; B
Quantity Value Units Method Reference Comment
Deltar360.91 ± 0.67kcal/molH-TSWren, Vogelhuber, et al., 2012gas phase; B
Deltar359.1 ± 2.0kcal/molIMREBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale; 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), 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 as indicated in comments:
B - John E. Bartmess
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias

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

Bromine anion + Aniline = (Bromine anion bullet Aniline)

By formula: Br- + C6H7N = (Br- bullet C6H7N)

Quantity Value Units Method Reference Comment
Deltar14.6 ± 1.8kcal/molIMREPaul and Kebarle, 1991gas phase; «DELTA»Gaff measured at 423 K, «DELTA»Saff taken as that of PhNO2..Br-; B,M
Quantity Value Units Method Reference Comment
Deltar20.cal/mol*KN/APaul and Kebarle, 1991gas phase; Entropy change calculated or estimated; M
Quantity Value Units Method Reference Comment
Deltar6.1 ± 1.0kcal/molIMREPaul and Kebarle, 1991gas phase; «DELTA»Gaff measured at 423 K, «DELTA»Saff taken as that of PhNO2..Br-; B

Free energy of reaction

DeltarG° (kcal/mol) T (K) Method Reference Comment
6.1423.PHPMSPaul and Kebarle, 1991gas phase; Entropy change calculated or estimated; M

C6H7N+ + Aniline = (C6H7N+ bullet Aniline)

By formula: C6H7N+ + C6H7N = (C6H7N+ bullet C6H7N)

Bond type: Charge transfer bond (positive ion)

Quantity Value Units Method Reference Comment
Deltar17.5kcal/molPHPMSMeot-Ner (Mautner) and El-Shall, 1986gas phase; M
Quantity Value Units Method Reference Comment
Deltar24.6cal/mol*KPHPMSMeot-Ner (Mautner) and El-Shall, 1986gas phase; M

C7H9N+ + Aniline = (C7H9N+ bullet Aniline)

By formula: C7H9N+ + C6H7N = (C7H9N+ bullet C6H7N)

Bond type: Charge transfer bond (positive ion)

Quantity Value Units Method Reference Comment
Deltar16.7kcal/molPHPMSMeot-Ner (Mautner) and El-Shall, 1986gas phase; Entropy change calculated or estimated; M
Quantity Value Units Method Reference Comment
Deltar26.cal/mol*KN/AMeot-Ner (Mautner) and El-Shall, 1986gas phase; Entropy change calculated or estimated; M
Quantity Value Units Method Reference Comment
Deltar9.0kcal/molPHPMSMeot-Ner (Mautner) and El-Shall, 1986gas phase; Entropy change calculated or estimated; M

C8H11N+ + Aniline = (C8H11N+ bullet Aniline)

By formula: C8H11N+ + C6H7N = (C8H11N+ bullet C6H7N)

Bond type: Charge transfer bond (positive ion)

Quantity Value Units Method Reference Comment
Deltar14.2kcal/molPHPMSMeot-Ner (Mautner) and El-Shall, 1986gas phase; Entropy change calculated or estimated; M
Quantity Value Units Method Reference Comment
Deltar26.cal/mol*KN/AMeot-Ner (Mautner) and El-Shall, 1986gas phase; Entropy change calculated or estimated; M
Quantity Value Units Method Reference Comment
Deltar6.5kcal/molPHPMSMeot-Ner (Mautner) and El-Shall, 1986gas phase; Entropy change calculated or estimated; M

C9H13N+ + Aniline = (C9H13N+ bullet Aniline)

By formula: C9H13N+ + C6H7N = (C9H13N+ bullet C6H7N)

Bond type: Charge transfer bond (positive ion)

Quantity Value Units Method Reference Comment
Deltar13.3kcal/molPHPMSMeot-Ner (Mautner) and El-Shall, 1986gas phase; Entropy change calculated or estimated; M
Quantity Value Units Method Reference Comment
Deltar(26.)cal/mol*KN/AMeot-Ner (Mautner) and El-Shall, 1986gas phase; Entropy change calculated or estimated; M

Free energy of reaction

DeltarG° (kcal/mol) T (K) Method Reference Comment
5.9283.PHPMSMeot-Ner (Mautner) and El-Shall, 1986gas phase; Entropy change calculated or estimated; M

Fluorine anion + Aniline = (Fluorine anion bullet Aniline)

By formula: F- + C6H7N = (F- bullet C6H7N)

Quantity Value Units Method Reference Comment
Deltar31.2 ± 2.0kcal/molIMRELarson and McMahon, 1983gas phase; B,M
Quantity Value Units Method Reference Comment
Deltar26.2cal/mol*KN/ALarson and McMahon, 1983gas phase; switching reaction(F-)H2O, Entropy change calculated or estimated; Arshadi, Yamdagni, et al., 1970; M
Quantity Value Units Method Reference Comment
Deltar23.4 ± 2.0kcal/molIMRELarson and McMahon, 1983gas phase; B,M

Iodide + Aniline = (Iodide bullet Aniline)

By formula: I- + C6H7N = (I- bullet C6H7N)

Quantity Value Units Method Reference Comment
Deltar12.9 ± 1.0kcal/molTDAsCaldwell, Masucci, et al., 1989gas phase; B,M

Potassium ion (1+) + Aniline = (Potassium ion (1+) bullet Aniline)

By formula: K+ + C6H7N = (K+ bullet C6H7N)

Quantity Value Units Method Reference Comment
Deltar22.8kcal/molHPMSDavidson and Kebarle, 1976gas phase; M
Quantity Value Units Method Reference Comment
Deltar23.7cal/mol*KHPMSDavidson and Kebarle, 1976gas phase; M

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), UV/Visible spectrum, References, Notes

Data compiled by: Coblentz Society, Inc.

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


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, 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

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 290555

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

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, Notes

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, Eugeny B. Stern, Antonina A. Goncharova, 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 Ramart-Lucas, Hoch, et al., 1949
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. 168
Instrument n.i.g.
Melting point -6.0
Boiling point 184.1

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), UV/Visible spectrum, 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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Vriens and Hill, 1952
Vriens, G.N.; Hill, A.G., Equilibria of several reactions of aromatic amines, Ind. Eng. Chem., 1952, 44, 2732-27. [all data]

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Cole, L.G.; Gilbert, E.C., The heats of combustion of some nitrogen compounds and the apparent energy of the N-N bond, J. Am. Chem. Soc., 1951, 73, 5423-5427. [all data]

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Davidson, W.R.; Kebarle, P., Binding Energies and Stabilities of Potassium Ion Complexes from Studies of Gas Phase Ion Equilibria K+ + M = K+.M, J. Am. Chem. Soc., 1976, 98, 20, 6133, https://doi.org/10.1021/ja00436a011 . [all data]

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Notes

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