4,4'-Dichlorobenzophenone
- Formula: C13H8Cl2O
- Molecular weight: 251.108
- IUPAC Standard InChI: InChI=1S/C13H8Cl2O/c14-11-5-1-9(2-6-11)13(16)10-3-7-12(15)8-4-10/h1-8H
- IUPAC Standard InChIKey: OKISUZLXOYGIFP-UHFFFAOYSA-N
- CAS Registry Number: 90-98-2
- 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: Methanone, bis(4-chlorophenyl)-; Benzophenone, 4,4'-dichloro-; p,p'-Dichlorobenzophenone; Bis(4-chlorophenyl) ketone; DBP; DCBP; Di(p-Chlorophenyl)ketone; DCB; USAF DO-4; p-Dichlorobenzophenone; DBP (degradation product); NSC 8787; p,p-Dichlorobenzophenone; Dichloro-4,4'-dibenzophenone
- Permanent link for this species. Use this link for bookmarking this species for future reference.
- Information on this page:
- Other data available:
- Options:
Data at NIST subscription sites:
NIST subscription sites provide data under the NIST Standard Reference Data Program, but require an annual fee to access. The purpose of the fee is to recover costs associated with the development of data collections included in such sites. Your institution may already be a subscriber. Follow the links above to find out more about the data in these sites and their terms of usage.
Phase change data
Go To: Top, 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
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| Tboil | 626.2 | K | N/A | Aldrich Chemical Company Inc., 1990 | BS |
| Quantity | Value | Units | Method | Reference | Comment |
| Tfus | 420.0 | K | N/A | Plato, 1972 | Uncertainty assigned by TRC = 0.2 K; TRC |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔsubH° | 117.5 ± 0.3 | kJ/mol | ME | Ribeiro da Silva, Amaral, et al., 2007 | Based on data from 349. to 367. K.; AC |
Enthalpy of sublimation
| ΔsubH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 114.5 ± 0.3 | 358. | ME | Ribeiro da Silva, Amaral, et al., 2007 | Based on data from 349. to 367. K.; AC |
Enthalpy of fusion
| ΔfusH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 30.12 | 420. | DSC | Acree, 1991 | See also Plato, 1972, 2.; AC |
| 21.65 | 338.4 | DSC | Donnelly, Drewes, et al., 1990 | the entry for Ref. Donnelly, Drewes, et al., 1990 may likely be in error. The authors give the name of the compound as 4,4′-dichlorobenzophenone in the paper; however, they give the CAS Registry number of [85-29-0] which corresponds to 2,4′-dichlorobenzophenone. The observed melting point temperature of 338.4 K is more in line with the melting point temperature of 2,4′-dichlorobenzophenone; AC |
Enthalpy of phase transition
| ΔHtrs (kJ/mol) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
|---|---|---|---|---|---|
| 0.146 | 186.1 | crystaline, III | crystaline, II | Ecolivet, Bertault, et al., 1987 | DH |
| 0.251 | 189.5 | crystaline, II | crystaline, I | Ecolivet, Bertault, et al., 1987 | DH |
References
Go To: Top, Phase change data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Aldrich Chemical Company Inc., 1990
Aldrich Chemical Company Inc.,
Catalog Handbook of Fine Chemicals, Aldrich Chemical Company, Inc., Milwaukee WI, 1990, 1. [all data]
Plato, 1972
Plato, C.,
DSC as a general method for determining purity and heat of fusion of high-purity organic chemicals,
Anal. Chem., 1972, 44, 1531. [all data]
Ribeiro da Silva, Amaral, et al., 2007
Ribeiro da Silva, Manuel A.V.; Amaral, Luísa M.P.F.; Gomes, José R.B.,
Experimental and Computational Studies on the Molecular Energetics of Chlorobenzophenones,
J. Phys. Chem. B, 2007, 111, 45, 13033-13040, https://doi.org/10.1021/jp076522j
. [all data]
Acree, 1991
Acree, William E.,
Thermodynamic properties of organic compounds: enthalpy of fusion and melting point temperature compilation,
Thermochimica Acta, 1991, 189, 1, 37-56, https://doi.org/10.1016/0040-6031(91)87098-H
. [all data]
Plato, 1972, 2
Plato, Candace.,
Differential scanning calorimetry as a general method for determining purity and heat of fusion of high-purity organic chemicals. Application to 64 compounds,
Anal. Chem., 1972, 44, 8, 1531-1534, https://doi.org/10.1021/ac60316a049
. [all data]
Donnelly, Drewes, et al., 1990
Donnelly, J.R.; Drewes, L.A.; Johnson, R.L.; Munslow, W.D.; Knapp, K.K.; Sovocool, G.W.,
Purity and heat of fusion data for environmental standards as determined by differential scanning calorimetry,
Thermochimica Acta, 1990, 167, 2, 155-187, https://doi.org/10.1016/0040-6031(90)80476-F
. [all data]
Ecolivet, Bertault, et al., 1987
Ecolivet, C.; Bertault, M.; Mierzejewski, A.; Collet, A.,
Brillouin scattering and calorimetric studies of structural phase transitions in anthracene-TCNB and p-dichlorobenzophenone,
Stud. Phys. Theor. Chem., 1987, 46, 187-192. [all data]
Notes
Go To: Top, Phase change data, References
- Symbols used in this document:
Tboil Boiling point Tfus Fusion (melting) point ΔHtrs Enthalpy of phase transition ΔfusH Enthalpy of fusion ΔsubH Enthalpy of sublimation ΔsubH° Enthalpy of sublimation at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
- The National Institute of Standards and Technology (NIST) uses its best efforts to deliver a high quality copy of the Database and to verify that the data contained therein have been selected on the basis of sound scientific judgment. However, NIST makes no warranties to that effect, and NIST shall not be liable for any damage that may result from errors or omissions in the Database.
- Customer support for NIST Standard Reference Data products.