Thermodynamic properties of organic oxygen compounds 41. Enthalpies of formation of eight ethers

Fenwick, J.O.; Harrop, Don; Head, A.J.

doi:10.1016/0021-9614(75)90158-5

Cited by 82 publications

(43 citation statements)

References 23 publications

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“…The value reported by Cohen for this pair is significantly higher than the other data, because his GAV was derived from the highest experimental enthalpy of formation for anisole (Fenwick et al). 44 The assignments by Benson and Cohen and this study for GAV of the linear dependent pair C b A(CO)1COA(C b )(H) match very well, whereas the value reported by Holmes is slightly lower. Good agreement is also noted for the pairs of linear dependent GAVs that include the C b A(C) group.…”

Section: Simultaneous Determination and Validation Of Gavs And Nnissupporting

confidence: 78%

First‐principles based group additivity values for thermochemical properties of substituted aromatic compounds

et al. 2015

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A set of 7 Benson group additive values (GAV) together with 15 correction terms for non-nearest neighbor interactions (NNI) is developed to calculate the gas phase standard enthalpies of formation, entropies and heat capacities of monocyclic aromatic compounds containing methyl, ethyl, vinyl, formyl, hydroxyl, and methoxy substituents. These GAVs are obtained through least squares regression of a database of thermodynamic properties of 143 molecules, calculated at the post-Hartree-Fock G4 composite method. Out of the 15 NNIs, which account for several well-known substituent effects in aromatic molecules, 13 have been determined for the first time. All but two group additively calculated standard enthalpies of formation agree within 4 kJ mol 21. The entropies and the heat capacities generally deviate less than 4 J mol 21 K 21 from the ab initio results. Natural bond orbital analysis is utilized to identify the underlying causes of the observed NNIs.

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Section: Simultaneous Determination and Validation Of Gavs And Nnissupporting

confidence: 78%

First‐principles based group additivity values for thermochemical properties of substituted aromatic compounds

et al. 2015

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“…The large deviation (6.2 kJ mol −1 ) in the latter case is mainly caused by the ambiguity of the

{Δ_{normalf} H}^{0}

value for anisole. The NIST Webbook contains four entries which differ by 8.8 kJ mol −1 for this molecule and only two of them (−67.8 kJ mol −1 and −76.9 kJ mol −1 have reported uncertainties. Ince et al developed BACs considering the average of these two values, which, therefore, is highly uncertain.…”

Section: Resultsmentioning

confidence: 99%

Group additive modeling of substituent effects in monocyclic aromatic hydrocarbon radicals

et al. 2016

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The thermodynamic properties of the unsubstituted and substituted phenyl, phenoxy, anisyl, benzoyl, styryl and benzyl radicals with six substituents (hydroxy, methoxy, formyl, vinyl, methyl, and ethyl) are calculated with the bond additivity corrected (BAC) post‐Hartree‐Fock G4 method. Bond dissociation energies of monocyclic aromatic hydrocarbons are calculated and used to identify substituent interactions in these radicals. Benson's Group Additivity (GA) scheme is extended to aromatic radicals by defining 6 GAV and 29 NNI parameters through least squares regression to a database of thermodynamic properties of 369 radicals. Comparison between G4/BAC and GA calculated thermodynamic values shows that the standard enthalpies of formation generally agree within 4 kJ mol−1, whereas the entropies and the heat capacities deviate less than 4 J mol−1 K−1. © 2016 American Institute of Chemical Engineers AIChE J, 63: 2089–2106, 2017

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“…The thermodynamic properties of the fuel ethers such as the enthalpies of formation in addition to heat capacities are collected in Table 2 [16][17][18][19][20][21][22][23][24].…”

Section: Thermodynamics Of Ether Reactionsmentioning

confidence: 99%

“…2 Thermodynamic properties for the liquid state[16][17][18][19][20][21][22][23][24] The reaction equilibrium constants of the different etherification reactions in the 13.10.3 Chemistry 2867Tab.…”

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confidence: 99%

Etherification

Krause

Keskinen

2008

Handbook of Heterogeneous Catalysis

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The sections in this article are Scope Introduction and History of Tertiary Ethers Chemistry Main Etherification Reactions Most Important Side Reactions Thermodynamics of Ether Reactions Kinetic Models Other Ethers Heavier Ethers C 8 Alkenes Higher Alcohols Polyfunctional Ethers Catalysts Acidic Ion‐Exchange Resins Zeolites and Modified Zeolites Other Acidic Catalysts Catalyst Deactivation Raw Materials and Products Typical Raw Materials Feed Stream Treatment Ether Products Hydrocarbon Products Processes Operating Conditions Processes for MTBE Production Conventional MTBE Units Reactive Distillation in MTBE Production Processes for ETBE Production Conversion of MTBE Plants for ETBE Production Processes for TAME Production Multipurpose Processes for Production of Ethers Diesel Ethers Dimethyl Ether Properties of Dimethyl Ether Processes for Dimethyl Ether Production Di‐ n ‐Pentyl Ether The Future

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Thermodynamic properties of organic oxygen compounds 41. Enthalpies of formation of eight ethers

Cited by 82 publications

References 23 publications

First‐principles based group additivity values for thermochemical properties of substituted aromatic compounds

First‐principles based group additivity values for thermochemical properties of substituted aromatic compounds

Group additive modeling of substituent effects in monocyclic aromatic hydrocarbon radicals

Etherification

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