Methanone, (4-methylphenyl)phenyl-
- Formula: C14H12O
- Molecular weight: 196.2445
- IUPAC Standard InChIKey: WXPWZZHELZEVPO-UHFFFAOYSA-N
- CAS Registry Number: 134-84-9
- 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: Benzophenone, 4-methyl-; p-Benzoyltoluene; p-Methylbenzophenone; Phenyl p-tolyl ketone; 4-Methylbenzophenone; p-Benzophenone, methyl-; USAF DO-54; (4-Methylphenyl)(phenyl)methanone; 4-Benzoyltoluene; NSC 4898; 4-Methylphenyl phenyl ketone
- 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.
Condensed phase thermochemistry data
Go To: Top, Phase change data, Reaction thermochemistry 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: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°solid | -18.60 ± 0.51 | kcal/mol | Ccb | Colomina, Cambeiro, et al., 1959 | Reanalyzed by Cox and Pilcher, 1970, Original value = -18.7 kcal/mol |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°solid | -1708.0 ± 0.5 | kcal/mol | Ccb | Colomina, Cambeiro, et al., 1959 | Corresponding ΔfHºsolid = -18.6 kcal/mol (simple calculation by NIST; no Washburn corrections) |
Phase change data
Go To: Top, Condensed phase thermochemistry data, Reaction thermochemistry 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 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
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 599.2 | K | N/A | Aldrich Chemical Company Inc., 1990 | BS |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 327. | K | N/A | Lapkin and Lyubimova, 1949 | Uncertainty assigned by TRC = 4. K; TRC |
Tfus | 327. | K | N/A | Simons, Randall, et al., 1939 | Uncertainty assigned by TRC = 3. K; TRC |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
17.2 | 465. | A | Stephenson and Malanowski, 1987 | Based on data from 450. to 492. K.; AC |
Reaction thermochemistry data
Go To: Top, Condensed 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: John E. Bartmess
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
C14H11O- + =
By formula: C14H11O- + H+ = C14H12O
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 360.2 ± 2.1 | kcal/mol | G+TS | Taft and Topsom, 1987 | gas phase; value altered from reference due to change in acidity scale |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 353.5 ± 2.0 | kcal/mol | IMRE | Taft and Topsom, 1987 | gas phase; value altered from reference due to change in acidity scale |
References
Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Colomina, Cambeiro, et al., 1959
Colomina, M.; Cambeiro, M.; Perez-Ossorio, R.; Latorre, C.,
Estudios acerca de calores de combustion. II. Calores de combustion de benzofenona y sus p-alquilderivados,
Ber. Bunsenges. Phys. Chem., 1959, 59, 1-6. [all data]
Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G.,
Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [all data]
Aldrich Chemical Company Inc., 1990
Aldrich Chemical Company Inc.,
Catalog Handbook of Fine Chemicals, Aldrich Chemical Company, Inc., Milwaukee WI, 1990, 1. [all data]
Lapkin and Lyubimova, 1949
Lapkin, I.I.; Lyubimova, A.V.,
Steric Hinderance in Organomagnesium Reactions IX. Preparation of Ketones by Reaction of Acyl Halides with Organomagnesium Compounds,
Zh. Obshch. Khim., 1949, 19, 707-16. [all data]
Simons, Randall, et al., 1939
Simons, J.H.; Randall, D.I.; Archer, S.,
Hydrogen Fluoride as A Condensing Agent VI. The Acylaction of Aromatic Compounds,
J. Am. Chem. Soc., 1939, 61, 1795. [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]
Taft and Topsom, 1987
Taft, R.W.; Topsom, R.D.,
The Nature and Analysis of Substituent Effects,
Prog. Phys. Org. Chem., 1987, 16, 1. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, References
- Symbols used in this document:
Tboil Boiling point Tfus Fusion (melting) point ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions ΔrG° Free energy of reaction at standard conditions ΔrH° Enthalpy of reaction at standard conditions ΔvapH Enthalpy of vaporization - 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.