Equilibrium constants for the interconversion of substituted 1-phenylethyl alcohols and ethers. A measurement of intramolecular electrostatic interactions

ME Rothenberg, JP Richard…

Index: Rothenberg, Marc E.; Richard, John P.; Jencks, William P. Journal of the American Chemical Society, 1985 , vol. 107, # 5 p. 1340 - 1346

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Citation Number: 18

Abstract

Abstract: Equilibrium constants for the reactions of ring-substituted 1-phenylethyl alcohols with a series of aliphatic alcohols of pKa 12.4-16 to form the corresponding ethers, and for interconversion of the ethers, have been determined in 50: 45: 5 HOH/CF3CH20H/ROH (v/v/v), p= 0.5 (NaCIO,), at 25 'C. Formation of ethers from the alcohols is favorable, with values of K= 3-74; replacement of water by methanol is favored by factors of 50-74. ...

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Methanol

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2,2,2-Trifluoroethanol Structure

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ethyl ether of ...

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Ethanol Structure

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N/A Structure

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N/A

~%

Methanol Structure

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5,6-dimethyl-N-[(3-nitrophenyl)methylideneamino]-2-phenyl-pyrimidin-4-amine Structure

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Butanol Structure

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5,6-dimethyl-N-[(3-nitrophenyl)methylideneamino]-2-phenyl-pyrimidin-4-amine Structure

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2-methoxyethanol Structure

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2-methoxyethanol

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2,2,2-Trifluoroethanol Structure

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Ethanol Structure

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4-(1-ethoxyethyl)-1-methoxy-2-nitrobenzene Structure

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2,2,2-Trifluoroethanol Structure

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Ethanol Structure

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Ethanol

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1-methoxy-4-[1-...

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2,2,2-Trifluoroethanol Structure

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2,2,2-Trifluoro...

1-(1-ethoxyethyl)-4-methoxybenzene Structure

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2,2,2-Trifluoroethanol Structure

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1-(4-Methoxyphenyl)ethanol Structure

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1-methoxy-4-[1-(2,2,2-trifluoroethoxy)ethyl]benzene Structure

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2,2,2-Trifluoroethanol Structure

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1-methoxy-4-(1-methoxyethyl)benzene Structure

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Methanol Structure

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Methanol

1-methoxy-4-[1-(2,2,2-trifluoroethoxy)ethyl]benzene Structure

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1-methoxy-4-[1-...

2,2,2-Trifluoroethanol Structure

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2,2,2-Trifluoro...

1-(1-ethoxyethyl)-4-methoxybenzene Structure

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1-(1-ethoxyethy...

~%

Ethanol Structure

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Ethanol

1-methoxy-4-[1-(2,2,2-trifluoroethoxy)ethyl]benzene Structure

94670-31-2

1-methoxy-4-[1-...

2,2,2-Trifluoroethanol Structure

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2,2,2-Trifluoro...

1-(1-(2-chloroethoxy)ethyl)-4-methoxybenzene Structure

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1-(1-(2-chloroe...

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1-methoxy-4-[1-(2,2,2-trifluoroethoxy)ethyl]benzene Structure

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2-Chloroethanol Structure

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2,2,2-Trifluoroethanol Structure

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~%

1-methoxy-4-[1-(2,2,2-trifluoroethoxy)ethyl]benzene Structure

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Propargyl alcohol

2,2,2-Trifluoroethanol Structure

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N/A Structure

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N/A

~%

2-methoxyethanol Structure

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2-methoxyethanol

1-methoxy-4-[1-(2,2,2-trifluoroethoxy)ethyl]benzene Structure

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1-methoxy-4-[1-...

2,2,2-Trifluoroethanol Structure

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1-methoxy-4-[1-(2,2,2-trifluoroethoxy)ethyl]benzene Structure

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3-Chloro-1-propanol Structure

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3-Chloro-1-propanol

2,2,2-Trifluoroethanol Structure

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1-(1-(2,2-dichloroethoxy)ethyl)-4-methoxybenzene Structure

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2,2-DICHLOROETHANOL Structure

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2,2-DICHLOROETHANOL

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