Phenol, 2-methyl-
- Formula: C7H8O
- Molecular weight: 108.1378
- IUPAC Standard InChIKey: QWVGKYWNOKOFNN-UHFFFAOYSA-N
- CAS Registry Number: 95-48-7
- 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. - Other names: o-Cresol; o-Hydroxytoluene; o-Methylphenol; o-Methylphenylol; o-Oxytoluene; 1-Hydroxy-2-methylbenzene; 2-Cresol; 2-Hydroxytoluene; 2-Methylphenol; Orthocresol; o-Kresol; Rcra waste number U052; o-Cresylic acid; 1-Methyl-2-hydroxybenzene; NSC 23076; o-Toluol
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Gas phase thermochemistry data
Go To: Top, Phase change 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:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
GT - Glushko Thermocenter, Russian Academy of Sciences, Moscow
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°gas | -128.3 ± 0.88 | kJ/mol | Ccb | Cox, 1961 | ALS |
ΔfH°gas | -128.6 ± 0.92 | kJ/mol | Ccb | Andon, Biddiscombe, et al., 1960 | ALS |
Constant pressure heat capacity of gas
Cp,gas (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
38.22 | 50. | Kudchadker S.A., 1978 | Selected entropy values at 298.15 and 400 K are lower than the experimental ones by 2.2 and 2.1 J/mol*K, respectively. The discrepancy is close to the experimental uncertainty. The same entropy values calculated by [ Green J.H.S., 1962] are greater than the observed by 2.8 and 3.9 J/mol*K.; GT |
59.18 | 100. | ||
75.09 | 150. | ||
91.26 | 200. | ||
117.84 | 273.15 | ||
127.30 | 298.15 | ||
128.00 | 300. | ||
164.31 | 400. | ||
195.29 | 500. | ||
220.43 | 600. | ||
240.85 | 700. | ||
257.68 | 800. | ||
271.77 | 900. | ||
283.70 | 1000. | ||
293.87 | 1100. | ||
302.60 | 1200. | ||
310.11 | 1300. | ||
316.61 | 1400. | ||
322.25 | 1500. |
Phase change data
Go To: Top, Gas phase thermochemistry 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:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
AC - William E. Acree, Jr., James S. Chickos
DRB - Donald R. Burgess, Jr.
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 464.3 ± 0.6 | K | AVG | N/A | Average of 11 out of 12 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 304. ± 1. | K | AVG | N/A | Average of 15 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 304.20 | K | N/A | Andon, Counsell, et al., 1967 | Uncertainty assigned by TRC = 0.02 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tc | 697.6 | K | N/A | Delaunois, 1968 | Uncertainty assigned by TRC = 0.4 K; TRC |
Tc | 697.55 | K | N/A | Ambrose, 1963 | Uncertainty assigned by TRC = 0.23 K; TRC |
Tc | 695.15 | K | N/A | Glaser and Ruland, 1957 | Uncertainty assigned by TRC = 2. K; TRC |
Tc | 695.5 | K | N/A | Radice, 1899 | Uncertainty assigned by TRC = 3. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Pc | 41.70 | bar | N/A | Delaunois, 1968 | Uncertainty assigned by TRC = 0.3922 bar; TRC |
Pc | 48.636 | bar | N/A | Glaser and Ruland, 1957 | Uncertainty assigned by TRC = 3.0398 bar; TRC |
Pc | 50.0546 | bar | N/A | Herz and Neukirch, 1923 | Uncertainty assigned by TRC = 0.7092 bar; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 44.89 | kJ/mol | C | Glaser and Ruland, 1957 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔsubH° | 73.7 ± 0.5 | kJ/mol | C | Richard, Bernardes, et al., 2007 | AC |
ΔsubH° | 76.0 | kJ/mol | N/A | Cox, 1961 | DRB |
ΔsubH° | 76.02 ± 0.75 | kJ/mol | V | Andon, Biddiscombe, et al., 1960 | ALS |
ΔsubH° | 76.0 | kJ/mol | N/A | Andon, Biddiscombe, et al., 1960 | DRB |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
58.5 | 319. | A | Stephenson and Malanowski, 1987 | Based on data from 304. to 409. K.; AC |
50.1 | 414. | A | Stephenson and Malanowski, 1987 | Based on data from 399. to 470. K.; AC |
46.2 | 478. | A | Stephenson and Malanowski, 1987 | Based on data from 463. to 526. K.; AC |
44.0 | 532. | A | Stephenson and Malanowski, 1987 | Based on data from 517. to 630. K.; AC |
51.3 | 398. | GS,EB | Stephenson and Malanowski, 1987 | Based on data from 383. to 473. K. See also Andon, Biddiscombe, et al., 1960, 2 and Kkykj and Repas, 1973.; AC |
48.2 | 438. | N/A | Goldblum, Martin, et al., 1947 | Based on data from 415. to 462. 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 |
---|---|---|---|---|---|
393.37 to 464.10 | 3.96775 | 1391.332 | -112.974 | Dreisbach and Shrader, 1949 | Coefficents calculated by NIST from author's data. |
Enthalpy of sublimation
ΔsubH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
74.8 | 288. | A | Stephenson and Malanowski, 1987 | Based on data from 273. to 303. K.; AC |
76.0 ± 0.8 | 288. | N/A | Andon, Biddiscombe, et al., 1960, 2 | Based on data from 273. to 303. K. See also Cox and Pilcher, 1970.; AC |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
14.800 | 304.05 | N/A | Meva'a and Lichanot, 1990 | DH |
13.938 | 303.0 | N/A | Poeti, Fanelli, et al., 1982 | DH |
15.820 | 304.20 | N/A | Andon, Counsell, et al., 1967, 2 | DH |
14.8 | 305.4 | DSC | Richard, Bernardes, et al., 2007 | AC |
15.9 | 304.1 | DSC | Jamróz, Palczewska-Tulinska, et al., 1998 | AC |
15.82 | 304.2 | N/A | Domalski and Hearing, 1996 | AC |
14.8 | 304.1 | N/A | Meva'a and Lichanot, 1990 | AC |
Entropy of fusion
ΔfusS (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
49. | 304.05 | Meva'a and Lichanot, 1990 | DH |
46.00 | 303.0 | Poeti, Fanelli, et al., 1982 | DH |
52.00 | 304.20 | Andon, Counsell, et al., 1967, 2 | DH |
Mass spectrum (electron ionization)
Go To: Top, Gas phase thermochemistry data, Phase change 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
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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 | Japan AIST/NIMC Database- Spectrum MS-NW-6819 |
NIST MS number | 228359 |
References
Go To: Top, Gas phase thermochemistry data, Phase change 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.
Cox, 1961
Cox, J.D.,
The heats of combustion of phenol and the three cresols,
Pure Appl. Chem., 1961, 2, 125-128. [all data]
Andon, Biddiscombe, et al., 1960
Andon, R.J.L.; Biddiscombe, D.P.; Cox, J.D.; Handley, R.; Harrop, D.; Herington, E.F.G.; Martin, J.F.,
Thermodynamic properties of organic oxygen compounds. Part I. Preparation and physical properties of pure phenol, cresols, and xylenols,
J. Chem. Soc., 1960, 5246-5254. [all data]
Kudchadker S.A., 1978
Kudchadker S.A.,
Ideal gas thermodynamic properties of phenol and cresols,
J. Phys. Chem. Ref. Data, 1978, 7, 417-423. [all data]
Green J.H.S., 1962
Green J.H.S.,
Normal frequencies, thermodynamic properties and equilibrium of the cresols,
Chem. Ind. (London), 1962, 1575-1576. [all data]
Andon, Counsell, et al., 1967
Andon, R.J.L.; Counsell, J.F.; Lees, E.B.; Martin, J.F.; Mash, C.J.,
Thermodynamic Properties of Organic Oxygen Compounds Part 17. Low- temperature Heat Capacity and Entropy of the Cresols,
Trans. Faraday Soc., 1967, 63, 1115. [all data]
Delaunois, 1968
Delaunois, C.,
Effect of the Filling Rate of a Reactor on the Vapor Tension and the Temperature at the Beginning of Cracking of Phenols at High Pressures,
Ann. Mines Belg., 1968, No. 1, 9-16. [all data]
Ambrose, 1963
Ambrose, D.,
Critical Temperatures of Some Phenols and Other Organic Compounds,
Trans. Faraday Soc., 1963, 59, 1988. [all data]
Glaser and Ruland, 1957
Glaser, F.; Ruland, H.,
Untersuchungsen über dampfdruckkurven und kritische daten einiger technisch wichtiger organischer substanzen,
Chem. Ing. Techn., 1957, 29, 772. [all data]
Radice, 1899
Radice, G.,
, Ph. D. Thesis, Univ. of Geneve, 1899. [all data]
Herz and Neukirch, 1923
Herz, W.; Neukirch, E.,
On Knowldge of the Critical State,
Z. Phys. Chem., Stoechiom. Verwandtschaftsl., 1923, 104, 433-50. [all data]
Richard, Bernardes, et al., 2007
Richard, Laurence S.; Bernardes, Carlos E.S.; Diogo, Hermínio P.; Leal, João P.; Minas da Piedade, Manuel E.,
Energetics of Cresols and of Methylphenoxyl Radicals,
J. Phys. Chem. A, 2007, 111, 35, 8741-8748, https://doi.org/10.1021/jp073515m
. [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]
Andon, Biddiscombe, et al., 1960, 2
Andon, R.J.L.; Biddiscombe, D.P.; Cox, J.D.; Handley, R.; Harrop, D.; Herington, E.F.G.; Martin, J.F.,
1009. Thermodynamic properties of organic oxygen compounds. Part I. Preparation and physical properties of pure phenol, cresols, and xylenols,
J. Chem. Soc., 1960, 5246, https://doi.org/10.1039/jr9600005246
. [all data]
Kkykj and Repas, 1973
Kkykj, J.; Repas, M.,
Petrochemia, 1973, 13, 179. [all data]
Goldblum, Martin, et al., 1947
Goldblum, K.B.; Martin, R.W.; Young, R.B.,
Vapor Pressure Data for Phenols,
Ind. Eng. Chem., 1947, 39, 11, 1474-1476, https://doi.org/10.1021/ie50455a017
. [all data]
Dreisbach and Shrader, 1949
Dreisbach, R.R.; Shrader, S.A.,
Vapor Pressure--Temperature Data on Some Organic Compounds,
Ind. Eng. Chem., 1949, 41, 12, 2879-2880, https://doi.org/10.1021/ie50480a054
. [all data]
Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G.,
Thermochemistry of Organic and Organometallic Compounds, Academic Press Inc., London, 1970, 643. [all data]
Meva'a and Lichanot, 1990
Meva'a, L.M.; Lichanot, A.,
Proprietes thermodynamiques en phase condensee des ortho, meta et para fluorotoluene, cresol et toluidine,
Thermochim. Acta, 1990, 158, 335-345. [all data]
Poeti, Fanelli, et al., 1982
Poeti, G.; Fanelli, E.; Braghetti, M.,
A differential scanning calorimetric study of some phenol derivatives,
J. Therm. Anal., 1982, 24(2), 273-279. [all data]
Andon, Counsell, et al., 1967, 2
Andon, R.J.L.; Counsell, J.F.; Lees, E.B.; Martin, J.F.; Mash, C.J.,
Thermodynamic properties of organic oxygen compounds. Part 17. Low-temperature heat capacity and entropy of the cresols,
Trans. Faraday Soc., 1967, 63, 1115-1121. [all data]
Jamróz, Palczewska-Tulinska, et al., 1998
Jamróz, Malgorzata E.; Palczewska-Tulinska, Marcela; Wyrzykowska-Stankiewicz, Danuta; Szafranski, Andrzej M.; Polaczek, Jerzy; Dobrowolski, Jan Cz.; Jamróz, Michal H.; Mazurek, Aleksander P.,
The urea--phenol(s) systems,
Fluid Phase Equilibria, 1998, 152, 2, 307-326, https://doi.org/10.1016/S0378-3812(98)90206-0
. [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]
Notes
Go To: Top, Gas phase thermochemistry data, Phase change data, Mass spectrum (electron ionization), References
- Symbols used in this document:
Cp,gas Constant pressure heat capacity of gas Pc Critical pressure Tboil Boiling point Tc Critical temperature Tfus Fusion (melting) point Ttriple Triple point temperature ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfusH Enthalpy of fusion ΔfusS Entropy of fusion ΔsubH Enthalpy of sublimation ΔsubH° Enthalpy of sublimation at standard conditions ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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