1,3 Diphenylisobenzofuran
- Formula: C20H14O
- Molecular weight: 270.3246
- IUPAC Standard InChIKey: ZKSVYBRJSMBDMV-UHFFFAOYSA-N
- CAS Registry Number: 5471-63-6
- 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: Diphenylisobenzofuran; 1,4-Diphenyl-2,3-benzofuran; Isobenzofuran, 1,3-diphenyl-; 1,3-Diphenylbenzo[c]furan
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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 | 203. ± 10. | kJ/mol | Ccb | Hussein and Akasheh, 1985 |
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 | 81.0 ± 9.2 | kJ/mol | Ccb | Hussein and Akasheh, 1985 | |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°solid | -9952.0 ± 9.1 | kJ/mol | Ccb | Hussein and Akasheh, 1985 | Corresponding ΔfHºsolid = 81.0 kJ/mol (simple calculation by NIST; no Washburn corrections) |
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:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔsubH° | 121.5 ± 0.9 | kJ/mol | C | Hussein and Akasheh, 1985 | ALS |
ΔsubH° | 122.0 | kJ/mol | N/A | Hussein and Akasheh, 1985 | DRB |
Reaction 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
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
+
= C23H17NO
By formula: C3H3N + C20H14O = C23H17NO
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -87. | kJ/mol | Kin | Samuilov, Nurullina, et al., 1983 | liquid phase; solvent: Dichloroethane; Unpublished results |
ΔrH° | -87.4 ± 0.8 | kJ/mol | Cm | Kiselev, Ustyugov, et al., 1977 | liquid phase; solvent: 1,2-Dichloroethane |
+
= C26H22O5
By formula: C20H14O + C6H8O4 = C26H22O5
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -62. | kJ/mol | Kin | Samuilov, Nurullina, et al., 1983 | liquid phase; solvent: Dichloroethane |
ΔrH° | -62. | kJ/mol | Kin | Samuilov, Nurullina, et al., 1983 | liquid phase; solvent: Nonaquous |
+
= C31H23NO3
By formula: C11H9NO2 + C20H14O = C31H23NO3
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -98.4 | kJ/mol | Cm | Kiselev, Mavrin, et al., 1980 | solid phase |
ΔrH° | -98.41 ± 0.67 | kJ/mol | Cm | Kiselev, Ustyugov, et al., 1977 | liquid phase; solvent: Dioxane |
+
= C30H20N2O5
By formula: C10H6N2O4 + C20H14O = C30H20N2O5
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -96.4 | kJ/mol | Cm | Kiselev, Mavrin, et al., 1980 | solid phase |
ΔrH° | -96.36 ± 0.59 | kJ/mol | Cm | Kiselev, Ustyugov, et al., 1977 | liquid phase; solvent: Dioxane |
+
= C24H16N2O
By formula: C20H14O + C4H2N2 = C24H16N2O
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -82. | kJ/mol | Kin | Samuilov, Nurullina, et al., 1983 | liquid phase; solvent: Dichloroethane; Unpublished results |
+
= C30H20BrNO3
By formula: C10H6BrNO2 + C20H14O = C30H20BrNO3
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -97.45 ± 0.63 | kJ/mol | Cm | Kiselev, Ustyugov, et al., 1977 | liquid phase; solvent: Dioxane |
+
= C31H23NO4
By formula: C11H9NO3 + C20H14O = C31H23NO4
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -99.1 ± 0.4 | kJ/mol | Cm | Kiselev, Ustyugov, et al., 1977 | liquid phase; solvent: Dioxane |
By formula: C20H14O + C10H7NO2 = C30H21NO3
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -98.32 ± 0.75 | kJ/mol | Cm | Kiselev, Ustyugov, et al., 1977 | liquid phase; solvent: Dioxane |
+
= C24H18O3
By formula: C20H14O + C4H4O2 = C24H18O3
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -123. | kJ/mol | Kin | Samuilov, Nurullina, et al., 1983 | liquid phase; solvent: Dichloroethane |
+
= C23H17NO
By formula: C3HN + C20H14O = C23H17NO
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -117. | kJ/mol | Kin | Samuilov, Nurullina, et al., 1983 | liquid phase; solvent: Nonaquous |
+
= C24H16N2O
By formula: C4N2 + C20H14O = C24H16N2O
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -129. | kJ/mol | Kin | Samuilov, Nurullina, et al., 1983 | liquid phase; solvent: Nonaquous |
+
= C28H14Cl4N2O5
By formula: C20H14O + C8Cl4N2O4 = C28H14Cl4N2O5
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -73.2 | kJ/mol | Cm | Adigezalov, Kiselev, et al., 1991 | liquid phase; solvent: Dioxane |
+
= C40H26N2O6
By formula: C20H12N2O5 + C20H14O = C40H26N2O6
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -105. | kJ/mol | Cm | Adigezalov, Kiselev, et al., 1991 | liquid phase; solvent: Dioxane |
+
= C41H28N2O5
By formula: C21H14N2O4 + C20H14O = C41H28N2O5
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -100. | kJ/mol | Cm | Adigezalov, Kiselev, et al., 1991 | liquid phase; solvent: Dioxane |
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 | Shellum and Birks, 1987 |
---|---|
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. 17420 |
Instrument | unknown |
Melting point | 131 |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, UV/Visible spectrum, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Hussein and Akasheh, 1985
Hussein, A.; Akasheh, T.S.,
Heat of combustion of heterocyclic compounds. Part II.,
Dirasat - Univ. Jordan, 1985, 12, 65-72. [all data]
Samuilov, Nurullina, et al., 1983
Samuilov, Ya.D.; Nurullina, R.L.; Konovalov, A.I.,
Thermochemical and kinetic study of the Diels-Alder reaction with ethylene and acetylene dienophiles,
Zh. Org. Khim., 1983, 19, 1431-1435. [all data]
Kiselev, Ustyugov, et al., 1977
Kiselev, V.D.; Ustyugov, A.N.; Breus, I.P.; Konovalov, A.I.,
Kinetic and thermochemical study of the Diels-Alder reaction,
Dokl. Phys. Chem. (Engl. Transl.), 1977, 234, 320-322, In original 1089. [all data]
Kiselev, Mavrin, et al., 1980
Kiselev, V.D.; Mavrin, G.V.; Konovalov, A.I.,
Kinetic and thermochemical study of the Diels-Alder reaction of 1,3-diphenylisobenzofuran with p-benzoquinone and 1,4-naphthoquinone, Deposited Document, SPSTL 10 Khp-D80. Chem Abst. 96:141976a, 1980, 1-6. [all data]
Adigezalov, Kiselev, et al., 1991
Adigezalov, N.R.; Kiselev, V.D.; Konovalov, A.I.,
Bis-reagents in Diels-Alder reactions. V. Kinetics and thermochemistry of reactions of N,N'-bis(dichloromaleimides) with 1,3-diphenylisobenzofuran,
Zh. Org. Khim., 1991, 27, 1774-1779. [all data]
Shellum and Birks, 1987
Shellum, C.L.; Birks, J.W.,
Anal. Chem., 1987, 59, 1834. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, UV/Visible spectrum, References
- Symbols used in this document:
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 ΔrH° Enthalpy of reaction at standard conditions ΔsubH° Enthalpy of sublimation at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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