Benzyl sulfone
- Formula: C14H14O2S
- Molecular weight: 246.325
- IUPAC Standard InChIKey: AWHNUHMUCGRKRA-UHFFFAOYSA-N
- CAS Registry Number: 620-32-6
- 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: Dibenzyl sulfone; Benzene, 1,1'-[sulfonylbis(methylene)]bis-; Dibenzyl sulphone
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Gas phase thermochemistry data
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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 | -37.55 ± 0.76 | kcal/mol | Ccr | Mackle and O'Hare, 1961 | Reanalyzed by Cox and Pilcher, 1970, Original value = -36.0 ± 0.6 kcal/mol; Haet of combustion corrected for pressure |
Condensed phase thermochemistry data
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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 | -67.55 ± 0.29 | kcal/mol | Ccr | Mackle and O'Hare, 1961 | Reanalyzed by Cox and Pilcher, 1970, Original value = -63.3 ± 0.2 kcal/mol; Haet of combustion corrected for pressure |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°solid | -1871.33 ± 0.24 | kcal/mol | Ccr | Mackle and O'Hare, 1961 | Reanalyzed by Cox and Pilcher, 1970, Original value = -1875.55 ± 0.05 kcal/mol; Haet of combustion corrected for pressure |
Phase change data
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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:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tfus | 422.7 | K | N/A | Kaldor and Hammond, 1991 | Uncertainty assigned by TRC = 1. K; TRC |
Tfus | 425. | K | N/A | Jarvis, Hoey, et al., 1988 | Uncertainty assigned by TRC = 3. K; TRC |
Tfus | 402. | K | N/A | Olah and Gupta, 1983 | Uncertainty assigned by TRC = 2. K; TRC |
Tfus | 425. | K | N/A | Boehme and Sitorus, 1972 | Uncertainty assigned by TRC = 3. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔsubH° | 27.3 ± 0.5 | kcal/mol | V | Mackle and O'Hare, 1961 | Haet of combustion corrected for pressure; ALS |
IR Spectrum
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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
Gas Phase Spectrum
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Additional Data
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Owner | SRD/NIST Collection (C) 2018 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
---|---|
Origin | EPA-IR VAPOR PHASE LIBRARY |
State | gas |
Mass spectrum (electron ionization)
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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
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Additional Data
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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 | NIST Mass Spectrometry Data Center |
NIST MS number | 343155 |
UV/Visible spectrum
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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Spectrum
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Additional Data
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Source | Fehnel and Carmack, 1949 |
---|---|
Owner | INEP CP RAS, NIST OSRD Collection (C) 2007 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
Origin | INSTITUTE OF ENERGY PROBLEMS OF CHEMICAL PHYSICS, RAS |
Source reference | RAS UV No. 10018 |
Instrument | n.i.g. |
Melting point | 152 |
Boiling point | 290 dec |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, IR Spectrum, Mass spectrum (electron ionization), UV/Visible spectrum, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Mackle and O'Hare, 1961
Mackle, H.; O'Hare, P.A.G.,
Studies in the thermochemistry of sulphones. Part 6 - Heats of combustion, fusion, vaporization and atomization of six aromatic and two allylic sulphones,
Trans. Faraday Soc., 1961, 57, 1521-1526. [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]
Kaldor and Hammond, 1991
Kaldor, S.W.; Hammond, M.,
A Mild Osmium Tetraoxide-Catalyzed Method for the Oxidation of Sulfides to Sulfones,
Tetrahedron Lett., 1991, 32, 5043-6. [all data]
Jarvis, Hoey, et al., 1988
Jarvis, W.T.; Hoey, M.D.; Finocchio, A.L.; Dittmar, D.C.,
Organic reactions of Reduced Species of Sulfur Dioxide,
J. Org. Chem., 1988, 53, 5750-6. [all data]
Olah and Gupta, 1983
Olah, G.A.; Gupta, B.G.B.,
Onium Ions 27. Oxidation of Sulfoxides to Sulfones with Nitronium Salts,
J. Org. Chem., 1983, 48, 3585-7. [all data]
Boehme and Sitorus, 1972
Boehme, V.H.; Sitorus, U.,
Oxidation of Thioethers to Sulfones with Hydrogen Peroxide in Alkaline Solution,
Chem.-Ztg., 1972, 96, 37-8. [all data]
Fehnel and Carmack, 1949
Fehnel, E.A.; Carmack, M.,
J. Am. Chem. Soc., 1949, 71, 231. [all data]
Notes
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- Symbols used in this document:
Tfus Fusion (melting) point ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions ΔsubH° Enthalpy of sublimation at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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