Phenol, 2,4-dichloro-
- Formula: C6H4Cl2O
- Molecular weight: 163.001
- IUPAC Standard InChIKey: HFZWRUODUSTPEG-UHFFFAOYSA-N
- CAS Registry Number: 120-83-2
- 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: DCP; 2,4-Dichlorophenol; 4,6-Dichlorophenol; NCI-C55345; 1-Hydroxy-2,4-dichlorobenzene; 2,4-DCP; Rcra waste number U081; 1,3-Dichloro-4-hydroxybenzene; NSC 2879
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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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°gas | -37.36 ± 0.45 | kcal/mol | Ccr | Ribeiro Da Silva, Ferrao, et al., 1994 | HCl (1:600 H2O) |
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
AC - William E. Acree, Jr., James S. Chickos
DH - Eugene S. Domalski and Elizabeth D. Hearing
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 483.2 | K | N/A | Weast and Grasselli, 1989 | BS |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 318.0 | K | N/A | Poeti, Faneli, et al., 1982 | Uncertainty assigned by TRC = 0.2 K; TRC |
Tfus | 323. | K | N/A | Vorob'ev, Borisov, et al., 1981 | Uncertainty assigned by TRC = 2. K; TRC |
Tfus | 318. | K | N/A | van de Lande, 1932 | Uncertainty assigned by TRC = 3. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 14.1 ± 0.1 | kcal/mol | GS | Verevkin, Emel'yanenko, et al., 2007 | Based on data from 317. to 344. K.; AC |
ΔvapH° | 13.9 ± 0.07 | kcal/mol | N/A | Mokbel, Pauchon, et al., 1995 | Based on data from 323. to 443. K. See also Verevkin, Emel'yanenko, et al., 2007.; AC |
Quantity | Value | Units | Method | Reference | Comment |
ΔsubH° | 18.6 ± 0.07 | kcal/mol | GS | Verevkin, Emel'yanenko, et al., 2007 | Based on data from 278. to 315. K.; AC |
ΔsubH° | 16.8 ± 0.26 | kcal/mol | C | Ribeiro Da Silva, Ferrao, et al., 1994 | HCl (1:600 H2O); ALS |
ΔsubH° | 16.8 ± 0.26 | kcal/mol | C | da Silva, 1994 | AC |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
13.5 | 331. | GS | Verevkin, Emel'yanenko, et al., 2007 | Based on data from 317. to 344. K.; AC |
12.5 | 383. | N/A | Mokbel, Pauchon, et al., 1995 | Based on data from 323. to 443. K. See also Verevkin, Emel'yanenko, et al., 2007.; AC |
14.5 | 341. | A | Stephenson and Malanowski, 1987 | Based on data from 326. to 483. K. See also Stull, 1947 and Arro, Melder, et al., 1975.; AC |
8.7906 | 491. | N/A | Vorob'ev, Borisov, et al., 1981 | DH |
Entropy of vaporization
ΔvapS (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
17.9 | 491. | Vorob'ev, Borisov, et al., 1981 | DH |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (atm)
T = temperature (K)
View plot Requires a JavaScript / HTML 5 canvas capable browser.
Temperature (K) | A | B | C | Reference | Comment |
---|---|---|---|---|---|
326. to 483. | 5.26153 | 2330.829 | -39.935 | Stull, 1947 | Coefficents calculated by NIST from author's data. |
Enthalpy of fusion
ΔfusH (kcal/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
4.8016 | 318.0 | Poeti, Fanelli, et al., 1982 | DH |
4.802 | 318. | Domalski and Hearing, 1996 | AC |
6.7902 | 323. | Vorob'ev, Borisov, et al., 1981 | DH |
Entropy of fusion
ΔfusS (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
15.10 | 318.0 | Poeti, Fanelli, et al., 1982 | DH |
21.0 | 323. | Vorob'ev, Borisov, et al., 1981 | 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
Notice: This spectrum may be better viewed with a Javascript and HTML 5 enabled browser.
Additional Data
View image of digitized spectrum (can be printed in landscape orientation).
Due to licensing restrictions, this spectrum cannot be downloaded.
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-8655 |
NIST MS number | 228373 |
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.
Ribeiro Da Silva, Ferrao, et al., 1994
Ribeiro Da Silva, M.A.V.; Ferrao, M.L.C.C.H.; Jiye, F.,
Standard enthalpies of combustion of the six dichlorophenols by rotating-bomb calorimetry,
J. Chem. Thermodyn., 1994, 26, 839-846. [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]
Poeti, Faneli, et al., 1982
Poeti, G.; Faneli, E.; Braghetti, M.J.,
A differential scanning calorimetric study of some phenol derivatives,
Therm. Anal., 1982, 24, 2, 273, https://doi.org/10.1007/BF01913681
. [all data]
Vorob'ev, Borisov, et al., 1981
Vorob'ev, G.I.; Borisov, N.N.; Novikova, G.A.; Efimova, V.L.,
Physicochemical properties of 2,4-dichloro-1-(4-nitrophenoxy)benzene,
Khim. Prom. (Moscow), 1981, (12), 728. [all data]
van de Lande, 1932
van de Lande, L.M.F.,
The Action of Sodium Methylate on SOme Derivatives of m-Dichlorobenzene,
Recl. Trav. Chim. Pays-Bas, 1932, 51, 98-113. [all data]
Verevkin, Emel'yanenko, et al., 2007
Verevkin, Sergey P.; Emel'yanenko, Vladimir N.; Klamt, Andreas,
Thermochemistry of Chlorobenzenes and Chlorophenols: Ambient Temperature Vapor Pressures and Enthalpies of Phase Transitions,
J. Chem. Eng. Data, 2007, 52, 2, 499-510, https://doi.org/10.1021/je060429r
. [all data]
Mokbel, Pauchon, et al., 1995
Mokbel, I.; Pauchon, V.; Jose, J.,
Vapor pressures and sublimation pressures of 2,4-dichlorophenol, 2,6-dichlorophenol, and 2,4,6-trichlorophenol,
ELDATA: Int. Electron. J. Phys. Chem. Data, 1995, 1, 1, 53. [all data]
da Silva, 1994
da Silva, M.,
Standard enthalpies of combustion of the six dichlorophenols by rotating-bomb calorimetry,
The Journal of Chemical Thermodynamics, 1994, 26, 8, 839-846, https://doi.org/10.1006/jcht.1994.1100
. [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]
Arro, Melder, et al., 1975
Arro, J.; Melder, L.; Tamvelius, H.,
Trudy Tallinskogo Politekhnicheskogo Instit., 1975, 390, 37. [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]
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:
Tboil Boiling point Tfus Fusion (melting) point ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfusH Enthalpy of fusion ΔfusS Entropy of fusion ΔsubH° Enthalpy of sublimation 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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