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Hydrogen cation


Reaction thermochemistry data

Go To: Top, References, Notes

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 851 to 900

cyclooctenide anion + Hydrogen cation = Cyclooctene

By formula: C8H13- + H+ = C8H14

Quantity Value Units Method Reference Comment
Deltar1617. ± 21.kJ/molG+TSLee and Squires, 1986gas phase; Between H2O, MeOH
Quantity Value Units Method Reference Comment
Deltar1586. ± 21.kJ/molIMRBLee and Squires, 1986gas phase; Between H2O, MeOH

Cl3Sn- + Hydrogen cation = HCl3Sn

By formula: Cl3Sn- + H+ = HCl3Sn

Quantity Value Units Method Reference Comment
Deltar1208.3kJ/molN/ACheck, Faust, et al., 2001gas phase; NiCl3-; ; «DELTA»S(EA)=4.9
Quantity Value Units Method Reference Comment
Deltar1173.2kJ/molN/ACheck, Faust, et al., 2001gas phase; NiCl3-; ; «DELTA»S(EA)=4.9

C4H7O- + Hydrogen cation = 1-Propene, 2-methoxy-

By formula: C4H7O- + H+ = C4H8O

Quantity Value Units Method Reference Comment
Deltar1614. ± 23.kJ/molG+TSBartmess and Burnham, 1984gas phase; Between H2O, MeOH
Quantity Value Units Method Reference Comment
Deltar1586. ± 23.kJ/molIMRBBartmess and Burnham, 1984gas phase; Between H2O, MeOH

C4H8NO- + Hydrogen cation = Nitrosoethane, 1,1-dimethyl-

By formula: C4H8NO- + H+ = C4H9NO

Quantity Value Units Method Reference Comment
Deltar1613. ± 26.kJ/molG+TSNoest and Nibbering, 1980gas phase; Between H2O, MeOH
Quantity Value Units Method Reference Comment
Deltar1586. ± 25.kJ/molIMRBNoest and Nibbering, 1980gas phase; Between H2O, MeOH

2-methylenenorbornan-3-ide anion + Hydrogen cation = 2-Methylenebicyclo[2.2.1]-heptane

By formula: C8H11- + H+ = C8H12

Quantity Value Units Method Reference Comment
Deltar1628.5 ± 3.6kJ/molG+TSLee and Squires, 1986gas phase; 0.4 kcal < HOH
Quantity Value Units Method Reference Comment
Deltar1599.5 ± 2.5kJ/molIMRELee and Squires, 1986gas phase; 0.4 kcal < HOH

C7H6FO- + Hydrogen cation = Benzene, 1-fluoro-4-methoxy-

By formula: C7H6FO- + H+ = C7H7FO

Quantity Value Units Method Reference Comment
Deltar1618. ± 21.kJ/molG+TSIngemann and Nibbering, 1983gas phase; Between H2O, MeOH
Quantity Value Units Method Reference Comment
Deltar1586. ± 21.kJ/molIMRBIngemann and Nibbering, 1983gas phase; Between H2O, MeOH

C7H6FO- + Hydrogen cation = Benzene, 1-fluoro-2-methoxy-

By formula: C7H6FO- + H+ = C7H7FO

Quantity Value Units Method Reference Comment
Deltar1618. ± 21.kJ/molG+TSIngemann and Nibbering, 1983gas phase; Between H2O, MeOH
Quantity Value Units Method Reference Comment
Deltar1586. ± 21.kJ/molIMRBIngemann and Nibbering, 1983gas phase; Between H2O, MeOH

C3H8FSi- + Hydrogen cation = Trimethylsilyl fluoride

By formula: C3H8FSi- + H+ = C3H9FSi

Quantity Value Units Method Reference Comment
Deltar1625. ± 20.kJ/molG+TSAllison and McMahon, 1990gas phase; Between H2O, HO.
Quantity Value Units Method Reference Comment
Deltar1591. ± 19.kJ/molIMRBAllison and McMahon, 1990gas phase; Between H2O, HO.

C9H9- + Hydrogen cation = α-Methylstyrene

By formula: C9H9- + H+ = C9H10

Quantity Value Units Method Reference Comment
Deltar1613. ± 23.kJ/molG+TSBartmess and Burnham, 1984gas phase; between H2O, MeOH
Quantity Value Units Method Reference Comment
Deltar1586. ± 23.kJ/molIMRBBartmess and Burnham, 1984gas phase; between H2O, MeOH

C9H12N3O4- + Hydrogen cation = Deoxycytidine

By formula: C9H12N3O4- + H+ = C9H13N3O4

Quantity Value Units Method Reference Comment
Deltar1409.0 ± 2.5kJ/molCIDCKumari, Devi, et al., 2010gas phase; The entropy of acidity values from the kinetic method given, seem unreasonably small for the structures shown - JEB

C10H12N5O3- + Hydrogen cation = Adenosine, 2'-deoxy-

By formula: C10H12N5O3- + H+ = C10H13N5O3

Quantity Value Units Method Reference Comment
Deltar1426.0 ± 1.5kJ/molCIDCKumari, Devi, et al., 2010gas phase; The entropy of acidity values from the kinetic method given, seem unreasonably small for the structures shown - JEB

C2F- + Hydrogen cation = Ethyne, fluoro-

By formula: C2F- + H+ = C2HF

Quantity Value Units Method Reference Comment
Deltar<1540. ± 79.kJ/molD-EAThynne and MacNiel, 1971gas phase; From CH2=CF2
Quantity Value Units Method Reference Comment
Deltar<1510. ± 79.kJ/molH-TSThynne and MacNiel, 1971gas phase; From CH2=CF2

C10H14N2O5- + Hydrogen cation = Thymidine

By formula: C10H14N2O5- + H+ = C10H14N2O5

Quantity Value Units Method Reference Comment
Deltar1399.0 ± 1.7kJ/molCIDCKumari, Devi, et al., 2010gas phase; The entropy of acidity values from the kinetic method given, seem unreasonably small for the structures shown - JEB

C2Cl5- + Hydrogen cation = Ethane, pentachloro-

By formula: C2Cl5- + H+ = C2HCl5

Quantity Value Units Method Reference Comment
Deltar1559. ± 10.kJ/molD-EAGaines, Kay, et al., 1966gas phase; The Magnetron method, lacking mass analysis, is not considered reliable. G3MP2B3 calculations indicate an EA of ca. 3.2 eV

C4H8NO- + Hydrogen cation = 2-Propanone, O-methyloxime

By formula: C4H8NO- + H+ = C4H9NO

Quantity Value Units Method Reference Comment
Deltar1560. ± 17.kJ/molN/AHair, Carrigan, et al., 1989gas phase; Acidity near DMSO.
Quantity Value Units Method Reference Comment
Deltar1530. ± 15.kJ/molIMRBHair, Carrigan, et al., 1989gas phase; Acidity near DMSO.

F3Sn- + Hydrogen cation = HF3Sn

By formula: F3Sn- + H+ = HF3Sn

Quantity Value Units Method Reference Comment
Deltar1259.0kJ/molN/ACheck, Faust, et al., 2001gas phase; NiH-; ; «DELTA»S(EA)=3.9
Quantity Value Units Method Reference Comment
Deltar1225.9kJ/molN/ACheck, Faust, et al., 2001gas phase; NiH-; ; «DELTA»S(EA)=3.9

C6H4N3- + Hydrogen cation = 1H-Benzotriazole

By formula: C6H4N3- + H+ = C6H5N3

Quantity Value Units Method Reference Comment
Deltar1415. ± 8.8kJ/molG+TSCatalan, Claramunt, et al., 1988gas phase; Revised: 91TAF
Quantity Value Units Method Reference Comment
Deltar1384. ± 8.4kJ/molIMRECatalan, Claramunt, et al., 1988gas phase; Revised: 91TAF

Br3Sn- + Hydrogen cation = HBr3Sn

By formula: Br3Sn- + H+ = HBr3Sn

Quantity Value Units Method Reference Comment
Deltar1207.1kJ/molN/ACheck, Faust, et al., 2001gas phase; Ni-; ; «DELTA»S(EA)=5.8
Quantity Value Units Method Reference Comment
Deltar1171.1kJ/molN/ACheck, Faust, et al., 2001gas phase; Ni-; ; «DELTA»S(EA)=5.8

C3H5N2O2- + Hydrogen cation = Acetamide, N-(aminocarbonyl)-

By formula: C3H5N2O2- + H+ = C3H6N2O2

Quantity Value Units Method Reference Comment
Deltar1458. ± 12.kJ/molG+TSCumming and Kebarle, 1978gas phase; Acid: acetylurea
Quantity Value Units Method Reference Comment
Deltar1427. ± 8.4kJ/molIMRECumming and Kebarle, 1978gas phase; Acid: acetylurea

C10H6F6NO- + Hydrogen cation = C10H7F6NO

By formula: C10H6F6NO- + H+ = C10H7F6NO

Quantity Value Units Method Reference Comment
Deltar1422. ± 9.6kJ/molG+TSBadal and Mishima, 2010gas phase; (E) isomer
Quantity Value Units Method Reference Comment
Deltar1393. ± 9.2kJ/molIMREBadal and Mishima, 2010gas phase; (E) isomer

C9H7F3NO- + Hydrogen cation = Ethanone, 1-[3-(trifluoromethyl)phenyl]-, oxime

By formula: C9H7F3NO- + H+ = C9H8F3NO

Quantity Value Units Method Reference Comment
Deltar1448. ± 9.6kJ/molG+TSBadal and Mishima, 2010gas phase; (E) isomer
Quantity Value Units Method Reference Comment
Deltar1419. ± 9.2kJ/molIMREBadal and Mishima, 2010gas phase; (E) isomer

C8H7N2O3- + Hydrogen cation = (E)-1-(3-Nitrophenyl)ethanone oxime

By formula: C8H7N2O3- + H+ = C8H8N2O3

Quantity Value Units Method Reference Comment
Deltar1433. ± 9.6kJ/molG+TSBadal and Mishima, 2010gas phase; (E) isomer
Quantity Value Units Method Reference Comment
Deltar1405. ± 9.2kJ/molIMREBadal and Mishima, 2010gas phase; (E) isomer

C5H7O2- + Hydrogen cation = 2-Pentenoic acid

By formula: C5H7O2- + H+ = C5H8O2

Quantity Value Units Method Reference Comment
Deltar1444. ± 12.kJ/molG+TSGraul, Schnute, et al., 1990gas phase; Trans isomer
Quantity Value Units Method Reference Comment
Deltar1415. ± 12.kJ/molCIDCGraul, Schnute, et al., 1990gas phase; Trans isomer

C8H7FNO- + Hydrogen cation = C8H8FNO

By formula: C8H7FNO- + H+ = C8H8FNO

Quantity Value Units Method Reference Comment
Deltar1463. ± 9.6kJ/molG+TSBadal and Mishima, 2010gas phase; (E) isomer
Quantity Value Units Method Reference Comment
Deltar1434. ± 9.2kJ/molIMREBadal and Mishima, 2010gas phase; (E) isomer

C8H11O2- + Hydrogen cation = 1,3-Cyclohexanedione, 5,5-dimethyl-

By formula: C8H11O2- + H+ = C8H12O2

Quantity Value Units Method Reference Comment
Deltar1418. ± 8.8kJ/molG+TSCumming and Kebarle, 1978gas phase; Acid: dimedone
Quantity Value Units Method Reference Comment
Deltar1385. ± 8.4kJ/molIMRECumming and Kebarle, 1978gas phase; Acid: dimedone

C2H8BS- + Hydrogen cation = Borane-methyl sulfide complex

By formula: C2H8BS- + H+ = (C2H6S).(BH3)

Quantity Value Units Method Reference Comment
Deltar1559. ± 8.8kJ/molG+TSRen, Workman, et al., 1998gas phase
Quantity Value Units Method Reference Comment
Deltar1524. ± 8.4kJ/molIMRBRen, Workman, et al., 1998gas phase

C10H6- + Hydrogen cation = Naphth-2-yl

By formula: C10H6- + H+ = C10H7

Quantity Value Units Method Reference Comment
Deltar1633. ± 17.kJ/molG+TSReed, Hare, et al., 2000gas phase
Quantity Value Units Method Reference Comment
Deltar1600. ± 17.kJ/molIMRBReed, Hare, et al., 2000gas phase

P- + Hydrogen cation = Phosphinidene

By formula: P- + H+ = HP

Quantity Value Units Method Reference Comment
Deltar1538. ± 33.kJ/molD-EAAndersson, Lindahl, et al., 2007gas phase
Quantity Value Units Method Reference Comment
Deltar1515. ± 34.kJ/molH-TSAndersson, Lindahl, et al., 2007gas phase

C3H11BP- + Hydrogen cation = p,p,p-Trimethylphosphine-borane

By formula: C3H11BP- + H+ = C3H12BP

Quantity Value Units Method Reference Comment
Deltar1567. ± 8.8kJ/molG+TSRen, Workman, et al., 1998gas phase
Quantity Value Units Method Reference Comment
Deltar1529. ± 8.4kJ/molIMRBRen, Workman, et al., 1998gas phase

CH3O2- + Hydrogen cation = Methyl peroxide

By formula: CH3O2- + H+ = CH4O2

Quantity Value Units Method Reference Comment
Deltar1567.5 ± 3.2kJ/molG+TSBlanksby, Ramond, et al., 2001gas phase
Quantity Value Units Method Reference Comment
Deltar1538.0 ± 2.9kJ/molIMREBlanksby, Ramond, et al., 2001gas phase

C9H15- + Hydrogen cation = C9H16

By formula: C9H15- + H+ = C9H16

Quantity Value Units Method Reference Comment
Deltar1709.2 ± 3.8kJ/molBranReed, Kass, et al., 2002gas phase
Quantity Value Units Method Reference Comment
Deltar1677. ± 4.2kJ/molH-TSReed, Kass, et al., 2002gas phase

C8H8Cl- + Hydrogen cation = Benzene, 1-(chloromethyl)-4-methyl-

By formula: C8H8Cl- + H+ = C8H9Cl

Quantity Value Units Method Reference Comment
Deltar1569. ± 9.6kJ/molD-EAHammad and Wenthold, 2000gas phase
Quantity Value Units Method Reference Comment
Deltar1539. ± 10.kJ/molH-TSHammad and Wenthold, 2000gas phase

BCl2- + Hydrogen cation = dichloroborane

By formula: BCl2- + H+ = HBCl2

Quantity Value Units Method Reference Comment
Deltar1680. ± 100.kJ/molAcidChase Jr., Curnutt, et al., 1982gas phase; Est: from IP,EA of isoelectronic NO2, BF2, AlF2. Calc G2: 1.47 eV Baeck, Choi, et al., 1999

C4H9O2- + Hydrogen cation = tert-Butyl Hydroperoxide

By formula: C4H9O2- + H+ = C4H10O2

Quantity Value Units Method Reference Comment
Deltar1552. ± 8.8kJ/molG+TSClifford, Wenthold, et al., 1998gas phase
Quantity Value Units Method Reference Comment
Deltar1520. ± 8.4kJ/molIMREClifford, Wenthold, et al., 1998gas phase

C7H6F- + Hydrogen cation = Benzene, 1-fluoro-2-methyl-

By formula: C7H6F- + H+ = C7H7F

Quantity Value Units Method Reference Comment
Deltar1571. ± 13.kJ/molD-EAKim, Wenthold, et al., 1999gas phase
Quantity Value Units Method Reference Comment
Deltar1541. ± 13.kJ/molH-TSKim, Wenthold, et al., 1999gas phase

C2H7Si- + Hydrogen cation = C2H8Si

By formula: C2H7Si- + H+ = C2H8Si

Quantity Value Units Method Reference Comment
Deltar1571. ± 8.8kJ/molG+TSGal, Decouzon, et al., 2001gas phase
Quantity Value Units Method Reference Comment
Deltar1540. ± 8.4kJ/molIMREGal, Decouzon, et al., 2001gas phase

C4H7O- + Hydrogen cation = Propanal, 2-methyl-

By formula: C4H7O- + H+ = C4H8O

Quantity Value Units Method Reference Comment
Deltar1535. ± 13.kJ/molD-EAAlconcel, Deyerl, et al., 2001gas phase
Quantity Value Units Method Reference Comment
Deltar1504. ± 13.kJ/molH-TSAlconcel, Deyerl, et al., 2001gas phase

C2H5Si- + Hydrogen cation = C2H6Si

By formula: C2H5Si- + H+ = C2H6Si

Quantity Value Units Method Reference Comment
Deltar1562. ± 9.6kJ/molG+TSGal, Decouzon, et al., 2001gas phase
Quantity Value Units Method Reference Comment
Deltar1530. ± 8.4kJ/molIMREGal, Decouzon, et al., 2001gas phase

C2H5Ge- + Hydrogen cation = C2H6Ge

By formula: C2H5Ge- + H+ = C2H6Ge

Quantity Value Units Method Reference Comment
Deltar1499. ± 7.1kJ/molG+TSGal, Decouzon, et al., 2001gas phase
Quantity Value Units Method Reference Comment
Deltar1467. ± 5.0kJ/molIMREGal, Decouzon, et al., 2001gas phase

C8H15OS2- + Hydrogen cation = C8H16OS2

By formula: C8H15OS2- + H+ = C8H16OS2

Quantity Value Units Method Reference Comment
Deltar1513. ± 5.4kJ/molG+TSAdeuya, Artau, et al., 2004gas phase
Quantity Value Units Method Reference Comment
Deltar1485. ± 5.0kJ/molCIDCAdeuya, Artau, et al., 2004gas phase

C8H15OS2- + Hydrogen cation = C8H16OS2

By formula: C8H15OS2- + H+ = C8H16OS2

Quantity Value Units Method Reference Comment
Deltar1494. ± 12.kJ/molG+TSAdeuya, Artau, et al., 2004gas phase
Quantity Value Units Method Reference Comment
Deltar1465. ± 12.kJ/molCIDCAdeuya, Artau, et al., 2004gas phase

C6H10NO4- + Hydrogen cation = C6H11NO4

By formula: C6H10NO4- + H+ = C6H11NO4

Quantity Value Units Method Reference Comment
Deltar1420. ± 13.kJ/molCIDCFournier, Afonso, et al., 2008gas phase
Quantity Value Units Method Reference Comment
Deltar1395. ± 13.kJ/molCIDCFournier, Afonso, et al., 2008gas phase

C5H8NO4- + Hydrogen cation = C5H9NO4

By formula: C5H8NO4- + H+ = C5H9NO4

Quantity Value Units Method Reference Comment
Deltar1413. ± 13.kJ/molCIDCFournier, Afonso, et al., 2008gas phase
Quantity Value Units Method Reference Comment
Deltar1384. ± 13.kJ/molCIDCFournier, Afonso, et al., 2008gas phase

C6H2F3- + Hydrogen cation = 1,2,3-Trifluorobenzene

By formula: C6H2F3- + H+ = C6H3F3

Quantity Value Units Method Reference Comment
Deltar1571. ± 8.8kJ/molG+TSBuker, Nibbering, et al., 1997gas phase
Quantity Value Units Method Reference Comment
Deltar1537. ± 8.4kJ/molIMREBuker, Nibbering, et al., 1997gas phase

C6HF4- + Hydrogen cation = Benzene, 1,2,3,5-tetrafluoro-

By formula: C6HF4- + H+ = C6H2F4

Quantity Value Units Method Reference Comment
Deltar1521. ± 8.8kJ/molG+TSBuker, Nibbering, et al., 1997gas phase
Quantity Value Units Method Reference Comment
Deltar1487. ± 8.4kJ/molIMREBuker, Nibbering, et al., 1997gas phase

C10H11O2- + Hydrogen cation = Benzoic acid, 2-(1-methylethyl)-

By formula: C10H11O2- + H+ = C10H12O2

Quantity Value Units Method Reference Comment
Deltar1420. ± 9.2kJ/molG+TSFiedler, Kulhanek, et al., 1999gas phase
Quantity Value Units Method Reference Comment
Deltar1390. ± 8.4kJ/molIMREFiedler, Kulhanek, et al., 1999gas phase

C10H11O2- + Hydrogen cation = Benzoic acid, 3-(1-methylethyl)-

By formula: C10H11O2- + H+ = C10H12O2

Quantity Value Units Method Reference Comment
Deltar1420. ± 9.2kJ/molG+TSFiedler, Kulhanek, et al., 1999gas phase
Quantity Value Units Method Reference Comment
Deltar1391. ± 8.4kJ/molIMREFiedler, Kulhanek, et al., 1999gas phase

C11H13O2- + Hydrogen cation = 3-Tert-butylbenzoic acid

By formula: C11H13O2- + H+ = C11H14O2

Quantity Value Units Method Reference Comment
Deltar1419. ± 9.2kJ/molG+TSKulhanek, Decouzon, et al., 1999gas phase
Quantity Value Units Method Reference Comment
Deltar1390. ± 8.4kJ/molIMREKulhanek, Decouzon, et al., 1999gas phase

C11H13O2- + Hydrogen cation = 2-Tert-butylbenzoic acid

By formula: C11H13O2- + H+ = C11H14O2

Quantity Value Units Method Reference Comment
Deltar1407. ± 9.2kJ/molG+TSKulhanek, Decouzon, et al., 1999gas phase
Quantity Value Units Method Reference Comment
Deltar1378. ± 8.4kJ/molIMREKulhanek, Decouzon, et al., 1999gas phase

C2H3Si- + Hydrogen cation = Ethyne, 1-trimethylsilyl-

By formula: C2H3Si- + H+ = C2H4Si

Quantity Value Units Method Reference Comment
Deltar1538. ± 9.6kJ/molG+TSGal, Decouzon, et al., 2001gas phase
Quantity Value Units Method Reference Comment
Deltar1507. ± 8.4kJ/molIMREGal, Decouzon, et al., 2001gas phase

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.

Lee and Squires, 1986
Lee, R.E.; Squires, R.R., Anionic homoaromaticity: A gas phase experimental study, J. Am. Chem. Soc., 1986, 105, 5078. [all data]

Check, Faust, et al., 2001
Check, C.E.; Faust, T.O.; Bailey, J.M.; Wright, B.J.; Gilbert, T.M.; Sunderlin, L.S., Addition of Polarization and Diffuse Functions to the LANL2DZ Basis Set for P-Block Elements, J. Phys. Chem. A,, 2001, 105, 34, 8111, https://doi.org/10.1021/jp011945l . [all data]

Bartmess and Burnham, 1984
Bartmess, J.E.; Burnham, R., Effect of central substituents on the gas phase acidities of propenes, J. Org. Chem., 1984, 49, 1382. [all data]

Noest and Nibbering, 1980
Noest, A.J.; Nibbering, N.M.M., Homoconjugation vs. charge dipole stabilization interaction effects in the stabilization of carbanions in the gas phase, J. Am. Chem. Soc., 1980, 102, 6427. [all data]

Ingemann and Nibbering, 1983
Ingemann, S.; Nibbering, N.M.M., Gas phase reactions of anions with 2-,3-, and 4-fluoroanisole, J. Org. Chem., 1983, 48, 183. [all data]

Allison and McMahon, 1990
Allison, C.E.; McMahon, T.B., How Strong is the Si=C Bond in Fluoro- and Methyl Substituted Silaethylenes? An Experimental Determination of Pi Bond Strengths, J. Am. Chem. Soc., 1990, 112, 5, 1672, https://doi.org/10.1021/ja00161a002 . [all data]

Kumari, Devi, et al., 2010
Kumari, S.; Devi, C.L.; Prabhakar, S.; Bhanuprakash, K.; Vairaman, M., Estimation of Gas-Phase Acidities of Deoxyribonucleosides: An Experimental and Theoretical Study, J. Am. Soc. Mass Spectrom., 2010, 21, 1, 136-143, https://doi.org/10.1016/j.jasms.2009.09.019 . [all data]

Thynne and MacNiel, 1971
Thynne, J.C.J.; MacNiel, K.A.G., Negative ion formation by ethylene and 1,1-difluoroethylene, J. Phys. Chem., 1971, 75, 2584. [all data]

Gaines, Kay, et al., 1966
Gaines, A.F.; Kay, J.; Page, F.M., Determination of Electron Affinities. Part 8. - CCl4, CHCl3, and CH2Cl2, Trans. Farad. Soc., 1966, 62, 874, https://doi.org/10.1039/tf9666200874 . [all data]

Hair, Carrigan, et al., 1989
Hair, O.; Carrigan, K.E.; Bierbaum, V.M.; DePuy, C.H., Gas Phase Ion Chemistry of Nitrogen Containing Negative Ions: Deprotonated Nitromethane, Acetone Oxime, and Acetone Oxime O-methyl Ether, Int. J. Mass Spectrom. Ion Proc., 1989, 90, 3, 295, https://doi.org/10.1016/0168-1176(89)80074-6 . [all data]

Catalan, Claramunt, et al., 1988
Catalan, J.; Claramunt, R.M.; Elguero, J.; Menedez, M.; Anvia, F.; Quian, J.H.; Taagepera, M.; Taft, R.W., Basicity and Acidity of Azoles. The Annelation Effect in Azoles., J. Am. Chem. Soc., 1988, 110, 13, 4107, https://doi.org/10.1021/ja00221a001 . [all data]

Cumming and Kebarle, 1978
Cumming, J.B.; Kebarle, P., Summary of gas phase measurements involving acids AH. Entropy changes in proton transfer reactions involving negative ions. Bond dissociation energies D(A-H) and electron affinities EA(A), Can. J. Chem., 1978, 56, 1. [all data]

Badal and Mishima, 2010
Badal, M.M.R.; Mishima, M., Gas-Phase Acidities of Acetophenone Oximes. Substituent Effect and Solvent Effects, Bull. Chem. Soc. Japan, 2010, 83, 1, 58-65, https://doi.org/10.1246/bcsj.20090246 . [all data]

Graul, Schnute, et al., 1990
Graul, S.T.; Schnute, M.E.; Squires, R.R., Gas-Phase Acidities of Carboxylic Acids and Alcohols from Collision-Induced Dissociation of Dimer Cluster Ions, Int. J. Mass Spectrom. Ion Proc., 1990, 96, 2, 181, https://doi.org/10.1016/0168-1176(90)87028-F . [all data]

Ren, Workman, et al., 1998
Ren, J.H.; Workman, D.B.; Squires, R.R., Gas-phase negative ion chemistry of Lewis acid-base complexes, J. Am. Chem. Soc., 1998, 120, 40, 10511-10522, https://doi.org/10.1021/ja9804518 . [all data]

Reed, Hare, et al., 2000
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Notes

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