1,3 Diphenylisobenzofuran

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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
Δfgas48.4 ± 2.4kcal/molCcbHussein 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
Δfsolid19.4 ± 2.2kcal/molCcbHussein and Akasheh, 1985 
Quantity Value Units Method Reference Comment
Δcsolid-2378.6 ± 2.2kcal/molCcbHussein and Akasheh, 1985Corresponding Δfsolid = 19.4 kcal/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
Δsub29.0 ± 0.2kcal/molCHussein and Akasheh, 1985ALS
Δsub29.16kcal/molN/AHussein and Akasheh, 1985DRB

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

2-Propenenitrile + 1,3 Diphenylisobenzofuran = C23H17NO

By formula: C3H3N + C20H14O = C23H17NO

Quantity Value Units Method Reference Comment
Δr-21.kcal/molKinSamuilov, Nurullina, et al., 1983liquid phase; solvent: Dichloroethane; Unpublished results
Δr-20.9 ± 0.2kcal/molCmKiselev, Ustyugov, et al., 1977liquid phase; solvent: 1,2-Dichloroethane

1,3 Diphenylisobenzofuran + Dimethyl fumarate = C26H22O5

By formula: C20H14O + C6H8O4 = C26H22O5

Quantity Value Units Method Reference Comment
Δr-15.kcal/molKinSamuilov, Nurullina, et al., 1983liquid phase; solvent: Dichloroethane
Δr-15.kcal/molKinSamuilov, Nurullina, et al., 1983liquid phase; solvent: Nonaquous

1H-Pyrrole-2,5-dione, 1-(4-methylphenyl)- + 1,3 Diphenylisobenzofuran = C31H23NO3

By formula: C11H9NO2 + C20H14O = C31H23NO3

Quantity Value Units Method Reference Comment
Δr-23.5kcal/molCmKiselev, Mavrin, et al., 1980solid phase
Δr-23.52 ± 0.16kcal/molCmKiselev, Ustyugov, et al., 1977liquid phase; solvent: Dioxane

Maleimide, N-(p-nitrophenyl)- + 1,3 Diphenylisobenzofuran = C30H20N2O5

By formula: C10H6N2O4 + C20H14O = C30H20N2O5

Quantity Value Units Method Reference Comment
Δr-23.0kcal/molCmKiselev, Mavrin, et al., 1980solid phase
Δr-23.03 ± 0.14kcal/molCmKiselev, Ustyugov, et al., 1977liquid phase; solvent: Dioxane

1,3 Diphenylisobenzofuran + Fumaronitrile = C24H16N2O

By formula: C20H14O + C4H2N2 = C24H16N2O

Quantity Value Units Method Reference Comment
Δr-20.kcal/molKinSamuilov, Nurullina, et al., 1983liquid phase; solvent: Dichloroethane; Unpublished results

N-(4-Bromophenyl)maleimide + 1,3 Diphenylisobenzofuran = C30H20BrNO3

By formula: C10H6BrNO2 + C20H14O = C30H20BrNO3

Quantity Value Units Method Reference Comment
Δr-23.29 ± 0.15kcal/molCmKiselev, Ustyugov, et al., 1977liquid phase; solvent: Dioxane

N-(p-Methoxyphenyl)maleimide + 1,3 Diphenylisobenzofuran = C31H23NO4

By formula: C11H9NO3 + C20H14O = C31H23NO4

Quantity Value Units Method Reference Comment
Δr-23.68 ± 0.09kcal/molCmKiselev, Ustyugov, et al., 1977liquid phase; solvent: Dioxane

1,3 Diphenylisobenzofuran + N-Phenylmaleimide = 4,9-Epoxy-1H-benz[f]isoindole-1,3-(2H)-dione, 3a,4,9,9a-tetrahydro-2,4,9-triphenyl-

By formula: C20H14O + C10H7NO2 = C30H21NO3

Quantity Value Units Method Reference Comment
Δr-23.50 ± 0.18kcal/molCmKiselev, Ustyugov, et al., 1977liquid phase; solvent: Dioxane

1,3 Diphenylisobenzofuran + 2-Propynoic acid, methyl ester = C24H18O3

By formula: C20H14O + C4H4O2 = C24H18O3

Quantity Value Units Method Reference Comment
Δr-29.4kcal/molKinSamuilov, Nurullina, et al., 1983liquid phase; solvent: Dichloroethane

Propiolonitrile + 1,3 Diphenylisobenzofuran = C23H17NO

By formula: C3HN + C20H14O = C23H17NO

Quantity Value Units Method Reference Comment
Δr-28.0kcal/molKinSamuilov, Nurullina, et al., 1983liquid phase; solvent: Nonaquous

2-Butynedinitrile + 1,3 Diphenylisobenzofuran = C24H16N2O

By formula: C4N2 + C20H14O = C24H16N2O

Quantity Value Units Method Reference Comment
Δr-30.8kcal/molKinSamuilov, Nurullina, et al., 1983liquid phase; solvent: Nonaquous

1,3 Diphenylisobenzofuran + 3,4,3',4'-Tetrachloro-bipyrrolyl-2,5,2',5'-tetraone = C28H14Cl4N2O5

By formula: C20H14O + C8Cl4N2O4 = C28H14Cl4N2O5

Quantity Value Units Method Reference Comment
Δr-17.5kcal/molCmAdigezalov, Kiselev, et al., 1991liquid phase; solvent: Dioxane

Bis-(4-(2,5-dioxo-2,5-dihydropyrrol-1-yl)-phenyl)-ether + 1,3 Diphenylisobenzofuran = C40H26N2O6

By formula: C20H12N2O5 + C20H14O = C40H26N2O6

Quantity Value Units Method Reference Comment
Δr-25.1kcal/molCmAdigezalov, Kiselev, et al., 1991liquid phase; solvent: Dioxane

1H-Pyrrole-2,5-dione, 1,1'-(methylenedi-4,1-phenylene)bis- + 1,3 Diphenylisobenzofuran = C41H28N2O5

By formula: C21H14N2O4 + C20H14O = C41H28N2O5

Quantity Value Units Method Reference Comment
Δr-23.9kcal/molCmAdigezalov, Kiselev, et al., 1991liquid phase; solvent: Dioxane

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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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 Japan AIST/NIMC Database- Spectrum MS-NW-2439
NIST MS number 229232

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References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Mass spectrum (electron ionization), 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]


Notes

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Mass spectrum (electron ionization), References