Hydrogen cation


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: John E. Bartmess

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.

Reactions 401 to 450

C6H4F2N- + Hydrogen cation = 2,4-Difluoroaniline

By formula: C6H4F2N- + H+ = C6H5F2N

Quantity Value Units Method Reference Comment
Δr361.0 ± 2.2kcal/molG+TSBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr353.7 ± 2.0kcal/molIMREBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale

C7H9Si- + Hydrogen cation = Methylphenylsilane

By formula: C7H9Si- + H+ = C7H10Si

Quantity Value Units Method Reference Comment
Δr372.6 ± 2.1kcal/molG+TSWetzel, Salomon, et al., 1989gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr364.9 ± 2.0kcal/molIMREWetzel, Salomon, et al., 1989gas phase; value altered from reference due to change in acidity scale

C8H17O- + Hydrogen cation = 2,2,4-Trimethyl-3-pentanol

By formula: C8H17O- + H+ = C8H18O

Quantity Value Units Method Reference Comment
Δr368.8 ± 2.1kcal/molG+TSBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr362.2 ± 2.0kcal/molIMREBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale

C13H9O2- + Hydrogen cation = Methanone, (4-hydroxyphenyl)phenyl-

By formula: C13H9O2- + H+ = C13H10O2

Quantity Value Units Method Reference Comment
Δr332.8 ± 2.1kcal/molG+TSFujio, McIver, et al., 1981gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr326.0 ± 2.0kcal/molIMREFujio, McIver, et al., 1981gas phase; value altered from reference due to change in acidity scale

C7H8NS- + Hydrogen cation = Benzenamine, 3-(methylthio)-

By formula: C7H8NS- + H+ = C7H9NS

Quantity Value Units Method Reference Comment
Δr362.1 ± 2.1kcal/molG+TSBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr354.8 ± 2.0kcal/molIMREBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale

C3H4NO- + Hydrogen cation = Methoxyacetonitrile

By formula: C3H4NO- + H+ = C3H5NO

Quantity Value Units Method Reference Comment
Δr371.8 ± 2.5kcal/molG+TSBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr364.2 ± 2.0kcal/molIMREBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale

C8H5ClN- + Hydrogen cation = Benzeneacetonitrile, 3-chloro-

By formula: C8H5ClN- + H+ = C8H6ClN

Quantity Value Units Method Reference Comment
Δr344.5 ± 2.3kcal/molG+TSFujio, McIver, et al., 1981gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr337.5 ± 2.0kcal/molIMREFujio, McIver, et al., 1981gas phase; value altered from reference due to change in acidity scale

C9H11O- + Hydrogen cation = Phenol, 2-(1-methylethyl)-

By formula: C9H11O- + H+ = C9H12O

Quantity Value Units Method Reference Comment
Δr347.5 ± 2.2kcal/molG+TSFujio, McIver, et al., 1981gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr340.0 ± 2.0kcal/molIMREFujio, McIver, et al., 1981gas phase; value altered from reference due to change in acidity scale

C10H13O- + Hydrogen cation = Phenol, 2-(1,1-dimethylethyl)-

By formula: C10H13O- + H+ = C10H14O

Quantity Value Units Method Reference Comment
Δr345.7 ± 2.2kcal/molG+TSFujio, McIver, et al., 1981gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr338.3 ± 2.0kcal/molIMREFujio, McIver, et al., 1981gas phase; value altered from reference due to change in acidity scale

C7H6NO3- + Hydrogen cation = Phenol, 2-methyl-4-nitro-

By formula: C7H6NO3- + H+ = C7H7NO3

Quantity Value Units Method Reference Comment
Δr328.6 ± 2.2kcal/molG+TSFujio, McIver, et al., 1981gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr321.0 ± 2.0kcal/molIMREFujio, McIver, et al., 1981gas phase; value altered from reference due to change in acidity scale

C4H5O- + Hydrogen cation = Methyl vinyl ketone

By formula: C4H5O- + H+ = C4H6O

Quantity Value Units Method Reference Comment
Δr363.3 ± 2.1kcal/molG+TSBartmess and Kiplinger, 1986gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr356.5 ± 2.0kcal/molIMREBartmess and Kiplinger, 1986gas phase; value altered from reference due to change in acidity scale

C8H6ClO- + Hydrogen cation = Acetophenone, 3'-chloro-

By formula: C8H6ClO- + H+ = C8H7ClO

Quantity Value Units Method Reference Comment
Δr357.2 ± 2.1kcal/molG+TSBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr350.4 ± 2.0kcal/molIMREBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale

NO2S- + Hydrogen cation = HNO2S

By formula: NO2S- + H+ = HNO2S

Quantity Value Units Method Reference Comment
Δr331.5 ± 7.6kcal/molG+TSMorgon, Linnert, et al., 1995gas phase; Between MeCHClCO2H,CF3CO2H. Calculations say acid=HNSO2.
Quantity Value Units Method Reference Comment
Δr323.9 ± 7.5kcal/molIMRBMorgon, Linnert, et al., 1995gas phase; Between MeCHClCO2H,CF3CO2H. Calculations say acid=HNSO2.

C7H15O- + Hydrogen cation = 3-Pentanol, 3-ethyl-

By formula: C7H15O- + H+ = C7H16O

Quantity Value Units Method Reference Comment
Δr370.9 ± 2.8kcal/molG+TSBoand, Houriet, et al., 1983gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr364.3 ± 2.7kcal/molCIDCBoand, Houriet, et al., 1983gas phase; value altered from reference due to change in acidity scale

C7H15O- + Hydrogen cation = 3-Pentanol, 2,4-dimethyl-

By formula: C7H15O- + H+ = C7H16O

Quantity Value Units Method Reference Comment
Δr370.7 ± 3.1kcal/molG+TSBoand, Houriet, et al., 1983gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr364.1 ± 3.0kcal/molCIDCBoand, Houriet, et al., 1983gas phase; value altered from reference due to change in acidity scale

C3H7O2- + Hydrogen cation = Ethanol, 2-methoxy-

By formula: C3H7O2- + H+ = C3H8O2

Quantity Value Units Method Reference Comment
Δr373.7 ± 2.1kcal/molG+TSBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr366.8 ± 2.0kcal/molIMREBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale

C2H3F2O- + Hydrogen cation = CHF2CH2OH

By formula: C2H3F2O- + H+ = C2H4F2O

Quantity Value Units Method Reference Comment
Δr366.3 ± 2.2kcal/molG+TSBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr359.2 ± 2.0kcal/molIMREBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale

C6H5O2- + Hydrogen cation = Hydroquinone

By formula: C6H5O2- + H+ = C6H6O2

Quantity Value Units Method Reference Comment
Δr350.4 ± 2.1kcal/molG+TSFujio, McIver, et al., 1981gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr343.1 ± 2.0kcal/molIMREFujio, McIver, et al., 1981gas phase; value altered from reference due to change in acidity scale

C7H5O2- + Hydrogen cation = Benzaldehyde, 3-hydroxy-

By formula: C7H5O2- + H+ = C7H6O2

Quantity Value Units Method Reference Comment
Δr340.5 ± 2.1kcal/molG+TSFujio, McIver, et al., 1981gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr333.6 ± 2.0kcal/molIMREFujio, McIver, et al., 1981gas phase; value altered from reference due to change in acidity scale

C8H9O- + Hydrogen cation = Phenol, 3-ethyl-

By formula: C8H9O- + H+ = C8H10O

Quantity Value Units Method Reference Comment
Δr349.2 ± 2.1kcal/molG+TSFujio, McIver, et al., 1981gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr342.4 ± 2.0kcal/molIMREFujio, McIver, et al., 1981gas phase; value altered from reference due to change in acidity scale

C7H5O2- + Hydrogen cation = Benzaldehyde, 4-hydroxy-

By formula: C7H5O2- + H+ = C7H6O2

Quantity Value Units Method Reference Comment
Δr333.0 ± 2.1kcal/molG+TSFujio, McIver, et al., 1981gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr326.1 ± 2.0kcal/molIMREFujio, McIver, et al., 1981gas phase; value altered from reference due to change in acidity scale

C8H9O- + Hydrogen cation = Phenol, 4-ethyl-

By formula: C8H9O- + H+ = C8H10O

Quantity Value Units Method Reference Comment
Δr349.7 ± 2.1kcal/molG+TSFujio, McIver, et al., 1981gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr342.9 ± 2.0kcal/molIMREFujio, McIver, et al., 1981gas phase; value altered from reference due to change in acidity scale

C9H11O- + Hydrogen cation = Phenol, 3-(1-methylethyl)-

By formula: C9H11O- + H+ = C9H12O

Quantity Value Units Method Reference Comment
Δr349.0 ± 2.1kcal/molG+TSFujio, McIver, et al., 1981gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr342.2 ± 2.0kcal/molIMREFujio, McIver, et al., 1981gas phase; value altered from reference due to change in acidity scale

C8H7O2- + Hydrogen cation = Ethanone, 1-(3-hydroxyphenyl)-

By formula: C8H7O2- + H+ = C8H8O2

Quantity Value Units Method Reference Comment
Δr342.5 ± 2.1kcal/molG+TSFujio, McIver, et al., 1981gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr335.6 ± 2.0kcal/molIMREFujio, McIver, et al., 1981gas phase; value altered from reference due to change in acidity scale

C8H10NO- + Hydrogen cation = 4-(Dimethylamino)phenol

By formula: C8H10NO- + H+ = C8H11NO

Quantity Value Units Method Reference Comment
Δr351.2 ± 2.1kcal/molG+TSFujio, McIver, et al., 1981gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr344.4 ± 2.0kcal/molIMREFujio, McIver, et al., 1981gas phase; value altered from reference due to change in acidity scale

C6H4NO3- + Hydrogen cation = Phenol, 4-nitro-

By formula: C6H4NO3- + H+ = C6H5NO3

Quantity Value Units Method Reference Comment
Δr327.7 ± 2.1kcal/molG+TSFujio, McIver, et al., 1981gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr320.9 ± 2.0kcal/molIMREFujio, McIver, et al., 1981gas phase; value altered from reference due to change in acidity scale

C10H13O- + Hydrogen cation = Phenol, m-tert-butyl-

By formula: C10H13O- + H+ = C10H14O

Quantity Value Units Method Reference Comment
Δr348.5 ± 2.1kcal/molG+TSFujio, McIver, et al., 1981gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr341.7 ± 2.0kcal/molIMREFujio, McIver, et al., 1981gas phase; value altered from reference due to change in acidity scale

C7H4F3O- + Hydrogen cation = 4-(Trifluoromethyl)-phenol

By formula: C7H4F3O- + H+ = CF3C6H4OH

Quantity Value Units Method Reference Comment
Δr337.0 ± 2.1kcal/molG+TSFujio, McIver, et al., 1981gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr330.1 ± 2.0kcal/molIMREFujio, McIver, et al., 1981gas phase; value altered from reference due to change in acidity scale

C2H4NO- + Hydrogen cation = Acetaldoxime

By formula: C2H4NO- + H+ = C2H5NO

Quantity Value Units Method Reference Comment
Δr365.5 ± 2.2kcal/molG+TSBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr358.6 ± 2.0kcal/molIMREBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale

C3H6NO- + Hydrogen cation = 2-Propanone, oxime

By formula: C3H6NO- + H+ = C3H7NO

Quantity Value Units Method Reference Comment
Δr366.0 ± 2.2kcal/molG+TSBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr359.1 ± 2.0kcal/molIMREBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale

C5H10NO- + Hydrogen cation = Propanal, 2,2-dimethyl-, oxime

By formula: C5H10NO- + H+ = C5H11NO

Quantity Value Units Method Reference Comment
Δr362.7 ± 2.7kcal/molG+TSBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr355.8 ± 2.5kcal/molIMREBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale

C7H6NO- + Hydrogen cation = Benzaldehyde, oxime

By formula: C7H6NO- + H+ = C7H7NO

Quantity Value Units Method Reference Comment
Δr352.8 ± 3.4kcal/molG+TSBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr345.9 ± 2.0kcal/molIMREBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale

C2H6O4P- + Hydrogen cation = C2H7O4P

By formula: C2H6O4P- + H+ = C2H7O4P

Quantity Value Units Method Reference Comment
Δr331.6 ± 4.1kcal/molG+TSLum and Grabowski, 1992gas phase; Between HCl, Cl2CHCO2H
Quantity Value Units Method Reference Comment
Δr325.0 ± 4.0kcal/molIMRBLum and Grabowski, 1992gas phase; Between HCl, Cl2CHCO2H
Δr343. ± 20.kcal/molIMRBHodges, Sullivan, et al., 1980gas phase

C12H12NO5- + Hydrogen cation = C12H13NO5

By formula: C12H12NO5- + H+ = C12H13NO5

Quantity Value Units Method Reference Comment
Δr331.8 ± 2.1kcal/molG+TSMishima, Matsuoka, et al., 2004gas phase; Calc: keto and enol forms of acid of equal stablity.
Quantity Value Units Method Reference Comment
Δr324.1 ± 2.0kcal/molIMREMishima, Matsuoka, et al., 2004gas phase; Calc: keto and enol forms of acid of equal stablity.

C9H14NO5- + Hydrogen cation = C9H15NO5

By formula: C9H14NO5- + H+ = C9H15NO5

Quantity Value Units Method Reference Comment
Δr339.0 ± 2.1kcal/molG+TSMishima, Matsuoka, et al., 2004gas phase; Calc: keto and enol forms of acid of equal stablity.
Quantity Value Units Method Reference Comment
Δr331.2 ± 2.0kcal/molIMREMishima, Matsuoka, et al., 2004gas phase; Calc: keto and enol forms of acid of equal stablity.

C3H7S- + Hydrogen cation = Propyl mercaptan

By formula: C3H7S- + H+ = C3H8S

Quantity Value Units Method Reference Comment
Δr354.2 ± 2.2kcal/molG+TSBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr347.9 ± 2.0kcal/molIMREBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale

C7H8N- + Hydrogen cation = Benzenamine, 3-methyl-

By formula: C7H8N- + H+ = C7H9N

Quantity Value Units Method Reference Comment
Δr366.8 ± 2.1kcal/molG+TSBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr359.6 ± 2.0kcal/molIMREBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale

C7H8N- + Hydrogen cation = p-Aminotoluene

By formula: C7H8N- + H+ = C7H9N

Quantity Value Units Method Reference Comment
Δr367.3 ± 2.1kcal/molG+TSBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr360.1 ± 2.0kcal/molIMREBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale

C6H5FN- + Hydrogen cation = Benzenamine, 3-fluoro-

By formula: C6H5FN- + H+ = C6H6FN

Quantity Value Units Method Reference Comment
Δr361.2 ± 2.1kcal/molG+TSBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr353.9 ± 2.0kcal/molIMREBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale

C6H5FN- + Hydrogen cation = p-Fluoroaniline

By formula: C6H5FN- + H+ = C6H6FN

Quantity Value Units Method Reference Comment
Δr364.3 ± 2.1kcal/molG+TSBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr357.0 ± 2.0kcal/molIMREBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale

C7H8NO- + Hydrogen cation = Benzenamine, 4-methoxy-

By formula: C7H8NO- + H+ = C7H9NO

Quantity Value Units Method Reference Comment
Δr367.1 ± 2.1kcal/molG+TSBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr359.8 ± 2.0kcal/molIMREBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale

C6H5ClN- + Hydrogen cation = m-Chloroaniline

By formula: C6H5ClN- + H+ = C6H6ClN

Quantity Value Units Method Reference Comment
Δr358.9 ± 2.1kcal/molG+TSBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr351.6 ± 2.0kcal/molIMREBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale

C6H5ClN- + Hydrogen cation = p-Chloroaniline

By formula: C6H5ClN- + H+ = C6H6ClN

Quantity Value Units Method Reference Comment
Δr360.4 ± 2.1kcal/molG+TSBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr353.1 ± 2.0kcal/molIMREBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale

C7H5F3N- + Hydrogen cation = Benzenamine, 4-(trifluoromethyl)-

By formula: C7H5F3N- + H+ = C7H6F3N

Quantity Value Units Method Reference Comment
Δr353.3 ± 2.1kcal/molG+TSBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr346.0 ± 2.0kcal/molIMREBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale

C9H9O2- + Hydrogen cation = 3-Methoxyacetophenone

By formula: C9H9O2- + H+ = C9H10O2

Quantity Value Units Method Reference Comment
Δr360.7 ± 2.1kcal/molG+TSBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr353.9 ± 2.0kcal/molIMREBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale

C4H8NO- + Hydrogen cation = N,N-Dimethylacetamide

By formula: C4H8NO- + H+ = C4H9NO

Quantity Value Units Method Reference Comment
Δr374.8 ± 2.1kcal/molG+TSBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr368.1 ± 2.0kcal/molIMREBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale

C3H4N- + Hydrogen cation = Propanenitrile

By formula: C3H4N- + H+ = C3H5N

Quantity Value Units Method Reference Comment
Δr375.0 ± 2.1kcal/molG+TSBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr367.4 ± 2.0kcal/molIMREBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale

C9H5N2- + Hydrogen cation = Benzeneacetonitrile, 4-cyano-

By formula: C9H5N2- + H+ = C9H6N2

Quantity Value Units Method Reference Comment
Δr334.5 ± 2.3kcal/molG+TSFujio, McIver, et al., 1981gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr327.9 ± 2.0kcal/molIMREFujio, McIver, et al., 1981gas phase; value altered from reference due to change in acidity scale

C8H5ClN- + Hydrogen cation = Benzeneacetonitrile, 4-chloro-

By formula: C8H5ClN- + H+ = C8H6ClN

Quantity Value Units Method Reference Comment
Δr345.1 ± 2.3kcal/molG+TSFujio, McIver, et al., 1981gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr338.5 ± 2.0kcal/molIMREFujio, McIver, et al., 1981gas phase; value altered from reference due to change in acidity scale

C8H5N2O2- + Hydrogen cation = Benzeneacetonitrile, 4-nitro-

By formula: C8H5N2O2- + H+ = C8H6N2O2

Quantity Value Units Method Reference Comment
Δr329.3 ± 2.3kcal/molG+TSFujio, McIver, et al., 1981gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr322.7 ± 2.0kcal/molIMREFujio, McIver, et al., 1981gas phase; value altered from reference due to change in acidity scale

References

Go To: Top, Reaction thermochemistry data, Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Bartmess, Scott, et al., 1979
Bartmess, J.E.; Scott, J.A.; McIver, R.T., Jr., The gas phase acidity scale from methanol to phenol, J. Am. Chem. Soc., 1979, 101, 6047. [all data]

Wetzel, Salomon, et al., 1989
Wetzel, D.M.; Salomon, K.E.; Berger, S.; Brauman, J.I., Gas-Phase Acidities of Organosilanes and Electron Affinities of Organosilyl Radicals, J. Am. Chem. Soc., 1989, 111, 11, 3835, https://doi.org/10.1021/ja00193a013 . [all data]

Fujio, McIver, et al., 1981
Fujio, M.; McIver, R.T., Jr.; Taft, R.W., Effects on the acidities of phenols from specific substituent-solvent interactions. Inherent substituent parameters from gas phase acidities, J. Am. Chem. Soc., 1981, 103, 4017. [all data]

Bartmess and Kiplinger, 1986
Bartmess, J.E.; Kiplinger, J.P., 'Kinetic' vs. thermodynamic acidities of enones in the gas phase, J. Org. Chem., 1986, 51, 2173. [all data]

Morgon, Linnert, et al., 1995
Morgon, N.H.; Linnert, H.V.; Riveros, J.M., Experimental and theoretical characterization of the gas-phase NSO2- ion, J. Phys. Chem., 1995, 99, 30, 11667, https://doi.org/10.1021/j100030a008 . [all data]

Boand, Houriet, et al., 1983
Boand, G.; Houriet, R.; Baumann, T., The gas phase acidity of aliphatic alcohols, J. Am. Chem. Soc., 1983, 105, 2203. [all data]

Lum and Grabowski, 1992
Lum, R.C.; Grabowski, J.J., Trimethyl Phosphate - The Intrinsic Reactivity of Carbon Versus Phosphorus Sites with Anionic Nucleophiles, J. Am. Chem. Soc., 1992, 114, 22, 8619, https://doi.org/10.1021/ja00048a041 . [all data]

Hodges, Sullivan, et al., 1980
Hodges, R.V.; Sullivan, S.A.; Beauchamp, J.L., Nucleophilic reactions of anions with trimethyl phosphate in the gas phase by ICR spectroscopy, J. Am. Chem. Soc., 1980, 102, 935. [all data]

Mishima, Matsuoka, et al., 2004
Mishima, M.; Matsuoka, M.; Lei, Y.X.; Rappoport, Z., Gas-phase acidities of disubstituted methanes and of enols of carboxamides substituted by electron-withdrawing groups, J. Org. Chem., 2004, 69, 18, 5947-5965, https://doi.org/10.1021/jo040196b . [all data]


Notes

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