Home Symbol which looks like a small house Up Solid circle with an upward pointer in it

NOTICE: Due to scheduled maintenance at our Gaithersburg campus, this site will not be available from 5:00 pm EDT (21:00 UTC) on Friday October 25 until 5:00 pm (21:00 UTC) on Sunday October 27. We apologize for any inconvenience this outage may cause.

1,1,1,3,3,3-hexafluoro-2-methylpropan-2-ol


Phase change data

Go To: Top, Reaction thermochemistry data, Gas phase ion energetics data, Ion clustering data, 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: Robert L. Brown and Stephen E. Stein

Quantity Value Units Method Reference Comment
Tboil333.KN/APCR Inc., 1990 

Reaction thermochemistry data

Go To: Top, Phase change data, Gas phase ion energetics data, Ion clustering data, References, Notes

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

Data compiled as indicated in comments:
B - John E. Bartmess
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias

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.

Individual Reactions

Fluorine anion + C4H4F6O = (Fluorine anion bullet C4H4F6O)

By formula: F- + C4H4F6O = (F- bullet C4H4F6O)

Quantity Value Units Method Reference Comment
Deltar46.0 ± 2.0kcal/molIMRELarson and McMahon, 1983gas phase; These relative affinities are ca. 10 kcal/mol weaker than threshold values (see Wenthold and Squires, 1995) for donors greater than ca. 27 kcal/mol in free energy. This discrepancy has not yet been resolved, though the stronger value appears preferable.; B
Quantity Value Units Method Reference Comment
Deltar37.9 ± 2.0kcal/molIMRELarson and McMahon, 1983gas phase; These relative affinities are ca. 10 kcal/mol weaker than threshold values (see Wenthold and Squires, 1995) for donors greater than ca. 27 kcal/mol in free energy. This discrepancy has not yet been resolved, though the stronger value appears preferable.; B

Chlorine anion + C4H4F6O = (Chlorine anion bullet C4H4F6O)

By formula: Cl- + C4H4F6O = (Cl- bullet C4H4F6O)

Quantity Value Units Method Reference Comment
Deltar26.5kcal/molICRLarson and McMahon, 1984gas phase; switching reaction(Cl-)HCOOH, Entropy change calculated or estimated, DG>, «DELTA»rH>; Larson and McMahon, 1984, 2; M
Quantity Value Units Method Reference Comment
Deltar25.0cal/mol*KN/ALarson and McMahon, 1984gas phase; switching reaction(Cl-)HCOOH, Entropy change calculated or estimated, DG>, «DELTA»rH>; Larson and McMahon, 1984, 2; M
Quantity Value Units Method Reference Comment
Deltar19.0kcal/molICRLarson and McMahon, 1984gas phase; switching reaction(Cl-)HCOOH, Entropy change calculated or estimated, DG>, «DELTA»rH>; Larson and McMahon, 1984, 2; M

CN- + C4H4F6O = (CN- bullet C4H4F6O)

By formula: CN- + C4H4F6O = (CN- bullet C4H4F6O)

Quantity Value Units Method Reference Comment
Deltar25.7 ± 3.5kcal/molIMRELarson and McMahon, 1987gas phase; B,M,M
Quantity Value Units Method Reference Comment
Deltar26.4cal/mol*KN/ALarson and McMahon, 1987gas phase; switching reaction,Thermochemical ladder(CN-)H2O, Entropy change calculated or estimated; Payzant, Yamdagni, et al., 1971; M
Deltar26.4cal/mol*KN/ALarson and McMahon, 1987gas phase; switching reaction,Thermochemical ladder(CN-)H2O, Entropy change calculated or estimated; Payzant, Yamdagni, et al., 1971; M
Quantity Value Units Method Reference Comment
Deltar17.8 ± 2.3kcal/molIMRELarson and McMahon, 1987gas phase; B,M,M

C4H3F6O- + Hydrogen cation = C4H4F6O

By formula: C4H3F6O- + H+ = C4H4F6O

Quantity Value Units Method Reference Comment
Deltar348.2 ± 2.1kcal/molG+TSCaldwell, McMahon, et al., 1985gas phase; value altered from reference due to change in acidity scale; B
Quantity Value Units Method Reference Comment
Deltar340.6 ± 2.0kcal/molIMRECaldwell, McMahon, et al., 1985gas phase; value altered from reference due to change in acidity scale; B

Gas phase ion energetics data

Go To: Top, Phase change data, Reaction thermochemistry data, Ion clustering data, References, Notes

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

Data evaluated as indicated in comments:
HL - Edward P. Hunter and Sharon G. Lias

Data compiled as indicated in comments:
B - John E. Bartmess

Quantity Value Units Method Reference Comment
Proton affinity (review)165.2kcal/molN/AHunter and Lias, 1998HL
Quantity Value Units Method Reference Comment
Gas basicity158.0kcal/molN/AHunter and Lias, 1998HL

De-protonation reactions

C4H3F6O- + Hydrogen cation = C4H4F6O

By formula: C4H3F6O- + H+ = C4H4F6O

Quantity Value Units Method Reference Comment
Deltar348.2 ± 2.1kcal/molG+TSCaldwell, McMahon, et al., 1985gas phase; value altered from reference due to change in acidity scale; B
Quantity Value Units Method Reference Comment
Deltar340.6 ± 2.0kcal/molIMRECaldwell, McMahon, et al., 1985gas phase; value altered from reference due to change in acidity scale; B

Ion clustering data

Go To: Top, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, References, Notes

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

Data compiled as indicated in comments:
B - John E. Bartmess
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias

Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. Searches may be limited to ion clustering reactions. A general reaction search form is also available.

Clustering reactions

CN- + C4H4F6O = (CN- bullet C4H4F6O)

By formula: CN- + C4H4F6O = (CN- bullet C4H4F6O)

Quantity Value Units Method Reference Comment
Deltar25.7 ± 3.5kcal/molIMRELarson and McMahon, 1987gas phase; B,M,M
Quantity Value Units Method Reference Comment
Deltar26.4cal/mol*KN/ALarson and McMahon, 1987gas phase; switching reaction,Thermochemical ladder(CN-)H2O, Entropy change calculated or estimated; Payzant, Yamdagni, et al., 1971; M
Deltar26.4cal/mol*KN/ALarson and McMahon, 1987gas phase; switching reaction,Thermochemical ladder(CN-)H2O, Entropy change calculated or estimated; Payzant, Yamdagni, et al., 1971; M
Quantity Value Units Method Reference Comment
Deltar17.8 ± 2.3kcal/molIMRELarson and McMahon, 1987gas phase; B,M,M

Chlorine anion + C4H4F6O = (Chlorine anion bullet C4H4F6O)

By formula: Cl- + C4H4F6O = (Cl- bullet C4H4F6O)

Quantity Value Units Method Reference Comment
Deltar26.5kcal/molICRLarson and McMahon, 1984gas phase; switching reaction(Cl-)HCOOH, Entropy change calculated or estimated, DG>, «DELTA»rH>; Larson and McMahon, 1984, 2; M
Quantity Value Units Method Reference Comment
Deltar25.0cal/mol*KN/ALarson and McMahon, 1984gas phase; switching reaction(Cl-)HCOOH, Entropy change calculated or estimated, DG>, «DELTA»rH>; Larson and McMahon, 1984, 2; M
Quantity Value Units Method Reference Comment
Deltar19.0kcal/molICRLarson and McMahon, 1984gas phase; switching reaction(Cl-)HCOOH, Entropy change calculated or estimated, DG>, «DELTA»rH>; Larson and McMahon, 1984, 2; M

Fluorine anion + C4H4F6O = (Fluorine anion bullet C4H4F6O)

By formula: F- + C4H4F6O = (F- bullet C4H4F6O)

Quantity Value Units Method Reference Comment
Deltar46.0 ± 2.0kcal/molIMRELarson and McMahon, 1983gas phase; These relative affinities are ca. 10 kcal/mol weaker than threshold values (see Wenthold and Squires, 1995) for donors greater than ca. 27 kcal/mol in free energy. This discrepancy has not yet been resolved, though the stronger value appears preferable.; B
Quantity Value Units Method Reference Comment
Deltar37.9 ± 2.0kcal/molIMRELarson and McMahon, 1983gas phase; These relative affinities are ca. 10 kcal/mol weaker than threshold values (see Wenthold and Squires, 1995) for donors greater than ca. 27 kcal/mol in free energy. This discrepancy has not yet been resolved, though the stronger value appears preferable.; B

References

Go To: Top, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Ion clustering data, Notes

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

PCR Inc., 1990
PCR Inc., Research Chemicals Catalog 1990-1991, PCR Inc., Gainesville, FL, 1990, 1. [all data]

Larson and McMahon, 1983
Larson, J.W.; McMahon, T.B., Strong hydrogen bonding in gas-phase anions. An ion cyclotron resonance determination of fluoride binding energetics to bronsted acids from gas-phase fluoride exchange equilibria measurements, J. Am. Chem. Soc., 1983, 105, 2944. [all data]

Wenthold and Squires, 1995
Wenthold, P.G.; Squires, R.R., Bond dissociation energies of F2(-) and HF2(-). A gas-phase experimental and G2 theoretical study, J. Phys. Chem., 1995, 99, 7, 2002, https://doi.org/10.1021/j100007a034 . [all data]

Larson and McMahon, 1984
Larson, J.W.; McMahon, T.B., Hydrogen bonding in gas phase anions. An experimental investigation of the interaction between chloride ion and bronsted acids from ICR chloride exchange equilibria, J. Am. Chem. Soc., 1984, 106, 517. [all data]

Larson and McMahon, 1984, 2
Larson, J.W.; McMahon, T.B., Gas phase negative ion chemistry of alkylchloroformates, Can. J. Chem., 1984, 62, 675. [all data]

Larson and McMahon, 1987
Larson, J.W.; McMahon, T.B., Hydrogen bonding in gas phase anions. The energetics of interaction between cyanide ion and bronsted acids, J. Am. Chem. Soc., 1987, 109, 6230. [all data]

Payzant, Yamdagni, et al., 1971
Payzant, J.D.; Yamdagni, R.; Kebarle, P., Hydration of CN-, NO2-, NO3-, and HO- in the gas phase, Can. J. Chem., 1971, 49, 3308. [all data]

Caldwell, McMahon, et al., 1985
Caldwell, G.; McMahon, T.B.; Kebarle, P.; Bartmess, J.E.; Kiplinger, J.P., Methyl substituent effects in the gas phase acidities of halosubstituted oxygen acids. A realignment with substituent effects in solution, J. Am. Chem. Soc., 1985, 107, 80. [all data]

Hunter and Lias, 1998
Hunter, E.P.; Lias, S.G., Evaluated Gas Phase Basicities and Proton Affinities of Molecules: An Update, J. Phys. Chem. Ref. Data, 1998, 27, 3, 413-656, https://doi.org/10.1063/1.556018 . [all data]


Notes

Go To: Top, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Ion clustering data, References