Enthalpies of transfer of transition states in the Menshutkin reaction from a polar protic to a dipolar aprotic solvent

Paul Haberfield; Abraham Nudelman; Allen Bloom; Richard Romm; Henry Ginsberg

doi:10.1021/jo00812a016

Enthalpies of transfer of transition states in the Menshutkin reaction from a polar protic to a dipolar aprotic solvent

The Journal of Organic Chemistry ◽

10.1021/jo00812a016 ◽

1971 ◽

Vol 36 (13) ◽

pp. 1792-1795 ◽

Cited By ~ 39

Author(s):

Paul Haberfield ◽

Abraham Nudelman ◽

Allen Bloom ◽

Richard Romm ◽

Henry Ginsberg

Keyword(s):

Aprotic Solvent ◽

Transition States ◽

Dipolar Aprotic Solvent ◽

Enthalpies Of Transfer ◽

Menshutkin Reaction

Enthalpies of transfer of SN2 and SNAr transition states from a protic to a dipolar aprotic solvent

Journal of the American Chemical Society ◽

10.1021/ja01031a070 ◽

1969 ◽

Vol 91 (3) ◽

pp. 787-788 ◽

Cited By ~ 20

Author(s):

Paul Haberfield ◽

Lewis Clayman ◽

Jay S. Cooper

Keyword(s):

Aprotic Solvent ◽

Transition States ◽

Dipolar Aprotic Solvent ◽

Enthalpies Of Transfer

Solvation of ions. XIV. Protic-dipolar aprotic solvent effects on rates of bimolecular reactions. Solvent activity coefficients of reactants and transition states at 25°.

Journal of the American Chemical Society ◽

10.1021/ja01021a002 ◽

1968 ◽

Vol 90 (19) ◽

pp. 5049-5069 ◽

Cited By ~ 103

Author(s):

R. Alexander ◽

E. C. F. Ko ◽

A. J. Parker ◽

T. J. Broxton

Keyword(s):

Activity Coefficients ◽

Solvent Effects ◽

Aprotic Solvent ◽

Transition States ◽

Bimolecular Reactions ◽

Dipolar Aprotic Solvent ◽

Solvation Of Ions ◽

Solvent Activity

ChemInform Abstract: RATES, ACTIVATION PARAMETERS, AND ENTHALPIES OF TRANSFER OF TRANSITION STATES FOR THE REACTION OF IMIDAZOLE WITH AROMATIC SULPHONYL CHLORIDES IN METHANOL AND ACETONITRILE

Chemischer Informationsdienst ◽

10.1002/chin.197329140 ◽

1973 ◽

Vol 4 (29) ◽

pp. no-no

Author(s):

OTTO ROGNE

Keyword(s):

Transition States ◽

Activation Parameters ◽

Enthalpies Of Transfer

Butadiene sulfone as ‘volatile’, recyclable dipolar, aprotic solvent for conducting substitution and cycloaddition reactions

Sustainable Chemical Processes ◽

10.1186/s40508-015-0040-7 ◽

2015 ◽

Vol 3 (1) ◽

Cited By ~ 1

Author(s):

Yong Huang ◽

Esteban E. Ureña-Benavides ◽

Afrah J. Boigny ◽

Zachary S. Campbell ◽

Fiaz S. Mohammed ◽

...

Keyword(s):

Aprotic Solvent ◽

Cycloaddition Reactions ◽

Dipolar Aprotic Solvent

Conductance of Electrolytes in Dipolar Aprotic Solvent Mixtures. II. Conductance of Lithium Perchlorate in Mixtures of Ethyl Methyl Ketone and Acetone withN,N-Dimethylformamide at 25 °C

Bulletin of the Chemical Society of Japan ◽

10.1246/bcsj.61.2165 ◽

1988 ◽

Vol 61 (6) ◽

pp. 2165-2170 ◽

Cited By ~ 9

Author(s):

M. S. K. Niazi

Keyword(s):

Methyl Ketone ◽

Aprotic Solvent ◽

Lithium Perchlorate ◽

Solvent Mixtures ◽

Dipolar Aprotic Solvent ◽

Ethyl Methyl ◽

Ethyl Methyl Ketone

ChemInform Abstract: AROMATIC NUCLEOPHILIC EXCHANGE REACTIONS PART 3, DIPOLAR APROTIC SOLVENT EFFECTS

Chemischer Informationsdienst ◽

10.1002/chin.197330117 ◽

1973 ◽

Vol 4 (30) ◽

pp. no-no

Author(s):

BRIAN DACRE ◽

DAVID F. MAUNDRELL ◽

SUSAN E. REES

Keyword(s):

Solvent Effects ◽

Aprotic Solvent ◽

Exchange Reactions ◽

Dipolar Aprotic Solvent ◽

Nucleophilic Exchange

γ-Valerolactone as a Renewable Dipolar Aprotic Solvent Deriving from Biomass Degradation for the Hiyama Reaction

ACS Sustainable Chemistry & Engineering ◽

10.1021/sc5004727 ◽

2014 ◽

Vol 2 (10) ◽

pp. 2461-2464 ◽

Cited By ~ 81

Author(s):

Ermal Ismalaj ◽

Giacomo Strappaveccia ◽

Eleonora Ballerini ◽

Fausto Elisei ◽

Oriana Piermatti ◽

...

Keyword(s):

Aprotic Solvent ◽

Biomass Degradation ◽

Dipolar Aprotic Solvent

Liquid Ammonia as a Dipolar Aprotic Solvent for Aliphatic Nucleophilic Substitution Reactions

The Journal of Organic Chemistry ◽

10.1021/jo102173k ◽

2011 ◽

Vol 76 (5) ◽

pp. 1425-1435 ◽

Cited By ~ 17

Author(s):

Pengju Ji ◽

John Atherton ◽

Michael I. Page

Keyword(s):

Nucleophilic Substitution ◽

Liquid Ammonia ◽

Aprotic Solvent ◽

Substitution Reactions ◽

Dipolar Aprotic Solvent ◽

Nucleophilic Substitution Reactions

Dipolar-Aprotic Solvent The Commission recommends discontinuation of the term.

IUPAC Standards Online ◽

10.1515/iupac.55.0145 ◽

2016 ◽

Author(s):

V. Gold

Keyword(s):

Aprotic Solvent ◽

Dipolar Aprotic Solvent

Réactions dans le sulfolane. VI. Etude de solutions des acides perchlonque, fluorosulfurique, pyrosulfurique et hexachloroantimonique

Canadian Journal of Chemistry ◽

10.1139/v70-393 ◽

1970 ◽

Vol 48 (15) ◽

pp. 2353-2359 ◽

Cited By ~ 23

Author(s):

R. L. Benoit ◽

C. Buisson ◽

G. Choux

Keyword(s):

Nuclear Magnetic Resonance ◽

Magnetic Resonance ◽

Aprotic Solvent ◽

Strong Acid ◽

Acid Strength ◽

Protic Solvent ◽

Dilute Solution ◽

Conductivity Data ◽

Dipolar Aprotic Solvent ◽

Nuclear Magnetic

Nuclear magnetic resonance and certain conductivity data are reported for solutions of perchloric and fluorosulfuric acids in sulfolane. Additional measurements were made on solutions of disulfuric and hexachloroantimony (V) acids. HSbCl6 is a strong acid in this weakly basic dipolar aprotic solvent. HClO4, HSO3F, and H2S2O7 are incompletely dissociated with K = 10−2.7, 10−3.3, and ~ 10−5, respectively. The acid strength in dilute solution in sulfolane follows the order HClO4 > HSO3F > H2S2O7, which differs from that known in H2SO4 which is a strongly associated polar protic solvent.