Effect of Aqueous PEG or PPG Solvents on Reaction Selectivity and Gibbs Energies.

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Title: Effect of Aqueous PEG or PPG Solvents on Reaction Selectivity and Gibbs Energies.
Authors: Leininger, Neff F.1, Gainer, John L.1, Kirwan, Donald J.1 djk@virginia.edu
Source: AIChE Journal. Feb2004, Vol. 50 Issue 2, p511-517. 7p. 2 Diagrams, 1 Chart, 6 Graphs.
Subjects: Molecular weights, Polyethylene glycol, Solvents, Diels-Alder reaction, Chemical reactions, Organic solvents
Abstract: Low molecular weight polyethylene glycol (PEG 300), polypropylene glycol (PPG 425), and their aqueous solutions are investigated for use as novel, nonvolatile, environmentally friendly reaction solvents. The kinetics and selectivities of a S[subN]1 and a Diels-Alder reaction (reactions commonly used in pharmaceutical synthesis) in the polyglycol-H[sub2]O solutions are reported. Reaction rate constants and product selectivities in the polyglycol-H[sub2]O solvents were comparable to those observed in the traditional organic solvents used with these reactions. Gibbs free energy calculations show that the reactants and reaction transition states for the S[subN]1 and Diels-Alder reactions are stabilized in the presence of the polyglycol-H[sub2]O solvents. [ABSTRACT FROM AUTHOR]
Copyright of AIChE Journal is the property of Wiley-Blackwell and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract. (Copyright applies to all Abstracts.)
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DbLabel: Engineering Source
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  Data: Effect of Aqueous PEG or PPG Solvents on Reaction Selectivity and Gibbs Energies.
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  Data: <searchLink fieldCode="AR" term="%22Leininger%2C+Neff+F%2E%22">Leininger, Neff F.</searchLink><relatesTo>1</relatesTo><br /><searchLink fieldCode="AR" term="%22Gainer%2C+John+L%2E%22">Gainer, John L.</searchLink><relatesTo>1</relatesTo><br /><searchLink fieldCode="AR" term="%22Kirwan%2C+Donald+J%2E%22">Kirwan, Donald J.</searchLink><relatesTo>1</relatesTo><i> djk@virginia.edu</i>
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  Data: <searchLink fieldCode="JN" term="%22AIChE+Journal%22">AIChE Journal</searchLink>. Feb2004, Vol. 50 Issue 2, p511-517. 7p. 2 Diagrams, 1 Chart, 6 Graphs.
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  Data: <searchLink fieldCode="DE" term="%22Molecular+weights%22">Molecular weights</searchLink><br /><searchLink fieldCode="DE" term="%22Polyethylene+glycol%22">Polyethylene glycol</searchLink><br /><searchLink fieldCode="DE" term="%22Solvents%22">Solvents</searchLink><br /><searchLink fieldCode="DE" term="%22Diels-Alder+reaction%22">Diels-Alder reaction</searchLink><br /><searchLink fieldCode="DE" term="%22Chemical+reactions%22">Chemical reactions</searchLink><br /><searchLink fieldCode="DE" term="%22Organic+solvents%22">Organic solvents</searchLink>
– Name: Abstract
  Label: Abstract
  Group: Ab
  Data: Low molecular weight polyethylene glycol (PEG 300), polypropylene glycol (PPG 425), and their aqueous solutions are investigated for use as novel, nonvolatile, environmentally friendly reaction solvents. The kinetics and selectivities of a S[subN]1 and a Diels-Alder reaction (reactions commonly used in pharmaceutical synthesis) in the polyglycol-H[sub2]O solutions are reported. Reaction rate constants and product selectivities in the polyglycol-H[sub2]O solvents were comparable to those observed in the traditional organic solvents used with these reactions. Gibbs free energy calculations show that the reactants and reaction transition states for the S[subN]1 and Diels-Alder reactions are stabilized in the presence of the polyglycol-H[sub2]O solvents. [ABSTRACT FROM AUTHOR]
– Name: AbstractSuppliedCopyright
  Label:
  Group: Ab
  Data: <i>Copyright of AIChE Journal is the property of Wiley-Blackwell and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract.</i> (Copyright applies to all Abstracts.)
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        Value: 10.1002/aic.10044
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      – Code: eng
        Text: English
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        PageCount: 7
        StartPage: 511
    Subjects:
      – SubjectFull: Molecular weights
        Type: general
      – SubjectFull: Polyethylene glycol
        Type: general
      – SubjectFull: Solvents
        Type: general
      – SubjectFull: Diels-Alder reaction
        Type: general
      – SubjectFull: Chemical reactions
        Type: general
      – SubjectFull: Organic solvents
        Type: general
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      – TitleFull: Effect of Aqueous PEG or PPG Solvents on Reaction Selectivity and Gibbs Energies.
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              Text: Feb2004
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