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
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Phase change data
Go To: Top, Gas phase ion energetics 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 |
Gas phase ion energetics data
Go To: Top, 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 as indicated in comments:
B - John E. Bartmess
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
View reactions leading to C14H12O+ (ion structure unspecified)
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
9.13 ± 0.05 | EI | Foffani, Pignataro, et al., 1964 | RDSH |
De-protonation 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; B |
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; B |
References
Go To: Top, Phase change data, Gas phase ion energetics 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]
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]
Foffani, Pignataro, et al., 1964
Foffani, A.; Pignataro, S.; Cantone, B.; Grasso, F.,
Ionization potentials and substituent effects for aromatic carbonyl compounds,
Z. Physik. Chem. (Frankfurt), 1964, 42, 221. [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, Phase change data, Gas phase ion energetics data, References
- Symbols used in this document:
Tboil Boiling point Tfus Fusion (melting) point 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
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