Acetamide, N-(4-methylphenyl)-
- Formula: C9H11NO
- Molecular weight: 149.1897
- IUPAC Standard InChIKey: YICAMJWHIUMFDI-UHFFFAOYSA-N
- CAS Registry Number: 103-89-9
- 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: p-Acetotoluidide; p-Acetamidotoluene; p-Acetotoluide; p-Methylacetanilide; Acetyl-p-toluidine; N-Acetyl-p-toluidine; 1-Acetamido-4-methylbenzene; 4-(Acetylamino)toluene; 4-Acetotoluide; 4-Methylacetanilide; Acet-p-toluidide; 4'-Methylacetanilide; p-Acetotoluidine; N-(4-Methylphenyl)acetamide; N-Acetyl-p-toluidide; 4-Acetotoluidide; NSC 7644
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Condensed phase thermochemistry data
Go To: Top, Phase change data, 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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔcH°solid | -1176.08 | kcal/mol | Ccb | Swarts, 1909 |
Phase change data
Go To: Top, Condensed phase thermochemistry data, 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
AC - William E. Acree, Jr., James S. Chickos
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 580.2 | K | N/A | Aldrich Chemical Company Inc., 1990 | BS |
Enthalpy of sublimation
ΔsubH (kcal/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
23.7 | 341. | Aihara, 1960 | Based on data from 331. to 350. K.; AC |
Enthalpy of fusion
ΔfusH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
6.914 | 424. | DSC | Huang, 2003 | See also Huang, Tang, et al., 2005.; AC |
Gas phase ion energetics 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 as indicated in comments:
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
7.75 ± 0.02 | EI | Benezra and Bursey, 1972 | LLK |
8.2 ± 0.2 | EI | Gamble, Gilbert, et al., 1970 | RDSH |
Appearance energy determinations
Ion | AE (eV) | Other Products | Method | Reference | Comment |
---|---|---|---|---|---|
C7H8N+ | 14.21 ± 0.02 | CH3CO | EI | Benezra and Bursey, 1972 | LLK |
C7H9N+ | 10.12 ± 0.02 | CH2=C=O | EI | Benezra and Bursey, 1972 | LLK |
C7H9N+ | 10.6 ± 0.2 | ? | EI | Gamble, Gilbert, et al., 1970 | RDSH |
References
Go To: Top, Condensed phase thermochemistry data, 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.
Swarts, 1909
Swarts, M.F.,
Sur la chaleur de formation de l'aniline et de quelquesuns de ses derives,
Recl. Trav. Chim. Pays-Bas, 1909, 28, 155-165. [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]
Aihara, 1960
Aihara, Ariyuki,
Estimation of the Energy of Hydrogen Bonds Formed in Crystals. III. Amides,
Bull. Chem. Soc. Jpn., 1960, 33, 9, 1188-1194, https://doi.org/10.1246/bcsj.33.1188
. [all data]
Huang, 2003
Huang, C.-Y.,
, M.S. Thesis, Chinese Culture University, 2003. [all data]
Huang, Tang, et al., 2005
Huang, Chih-Yung; Tang, Muoi; Chen, Yan-Ping,
Solid-Liquid Equilibria for 3-Aminophenol + 2-Aminophenol, 4-(Acetylamino)toluene + 2-(Acetylamino)toluene, and 3,4,5-Trimethoxybenzoic Acid + 2,4,5-Trimethoxybenzoic Acid,
J. Chem. Eng. Data, 2005, 50, 1, 40-43, https://doi.org/10.1021/je049878m
. [all data]
Benezra and Bursey, 1972
Benezra, S.A.; Bursey, M.M.,
Hydrogen bonding in mass spectral activated complexes. A correction,
J. Chem. Soc. Perkin Trans. 2, 1972, 11, 1537. [all data]
Gamble, Gilbert, et al., 1970
Gamble, A.A.; Gilbert, J.R.; Tillett, J.G.,
Substituent effects in the fragmentation of acetanilides,,
J. Chem. Soc. B, 1970, 1231. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, References
- Symbols used in this document:
AE Appearance energy Tboil Boiling point ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfusH Enthalpy of fusion ΔsubH Enthalpy of sublimation - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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