Benzene, 1-bromo-2-methyl-
- Formula: C7H7Br
- Molecular weight: 171.034
- IUPAC Standard InChIKey: QSSXJPIWXQTSIX-UHFFFAOYSA-N
- CAS Registry Number: 95-46-5
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
The 3d structure may be viewed using Java or Javascript. - Other names: Toluene, o-bromo-; o-Bromotoluene; o-Tolyl bromide; 1-Bromo-2-methylbenzene; 2-Bromotoluene; 2-Methylbromobenzene; 2-Tolyl bromide; o-Methylphenyl bromide; 1-Methyl-2-bromobenzene; 2-Bromo-1-methylbenzene; NSC 6532
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Gas phase ion energetics data
Go To: Top, IR Spectrum, 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
L - Sharon G. Lias
Data compiled as indicated in comments:
B - John E. Bartmess
LBLHLM - Sharon G. Lias, John E. Bartmess, Joel F. Liebman, John L. Holmes, Rhoda D. Levin, and W. Gary Mallard
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
IE (evaluated) | 8.56 ± 0.03 | eV | N/A | N/A | L |
Quantity | Value | Units | Method | Reference | Comment |
Proton affinity (review) | 775.3 | kJ/mol | N/A | Hunter and Lias, 1998 | HL |
Quantity | Value | Units | Method | Reference | Comment |
Gas basicity | 745.8 | kJ/mol | N/A | Hunter and Lias, 1998 | HL |
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
8.53 | PE | Baidin, Misharev, et al., 1985 | LBLHLM |
8.6 ± 0.1 | EI | Tajima and Tsuchiya, 1972 | LLK |
8.78 ± 0.01 | PI | Watanabe, 1957 | RDSH |
8.85 | PE | Baidin, Misharev, et al., 1985 | Vertical value; LBLHLM |
Appearance energy determinations
Ion | AE (eV) | Other Products | Method | Reference | Comment |
---|---|---|---|---|---|
C5H5+ | 15.2 ± 0.2 | C2H2+Br | EI | Tajima and Tsuchiya, 1973 | LLK |
C5H5+ | 15.19 ± 0.15 | ? | EI | Tajima and Tsuchiya, 1972 | LLK |
C7H7+ | 11.1 ± 0.1 | ? | EI | Tajima and Tsuchiya, 1972 | LLK |
C7H7+ | 11.2 | Br | EI | Yeo and Williams, 1970 | RDSH |
De-protonation reactions
C7H6Br- + =
By formula: C7H6Br- + H+ = C7H7Br
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 1563. ± 13. | kJ/mol | G+TS | Wenthold, Wierschke, et al., 1994 | gas phase; Between MeOCH2CH2OH and tBuCH2OH, near CH2Cl2; B |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 1533. ± 13. | kJ/mol | IMRB | Wenthold, Wierschke, et al., 1994 | gas phase; Between MeOCH2CH2OH and tBuCH2OH, near CH2Cl2; B |
IR Spectrum
Go To: Top, Gas phase ion energetics data, References, Notes
Data compiled by: Coblentz Society, Inc.
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
References
Go To: Top, Gas phase ion energetics data, IR Spectrum, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
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]
Baidin, Misharev, et al., 1985
Baidin, V.N.; Misharev, A.D.; Takhistov, V.V.,
Effect of alkyl substituents on the ionization potentials of halogenobenzenes,
Zh. Org. Khim., 1985, 21, 817. [all data]
Tajima and Tsuchiya, 1972
Tajima, S.; Tsuchiya, T.,
The effects of the repeller voltage and the shield voltage on appearance potential measurements by electron impact,
Shitsuryo Bunseki, 1972, 20, 117. [all data]
Watanabe, 1957
Watanabe, K.,
Ionization potentials of some molecules,
J. Chem. Phys., 1957, 26, 542. [all data]
Tajima and Tsuchiya, 1973
Tajima, S.; Tsuchiya, T.,
Energetics consideration of C5H5+ ions produced from various precursors by electron impact,
Bull. Chem. Soc. Jpn., 1973, 46, 3291. [all data]
Yeo and Williams, 1970
Yeo, A.N.H.; Williams, D.H.,
Rearrangement in the molecular ions of halogenotoluenes prior to fragmentation in the mass spectrometer,
Chem. Commun., 1970, 886. [all data]
Wenthold, Wierschke, et al., 1994
Wenthold, P.G.; Wierschke, S.G.; Nash, J.J.; Squires, R.R.,
Biradical thermochemistry from collision-induced dissociation threshold energy measurements .2. Experimental and theoretical studies of the Mechanism and Thermochemistry of Formation of alph,
J. Am. Chem. Soc., 1994, 116, 16, 7378, https://doi.org/10.1021/ja00095a048
. [all data]
Notes
Go To: Top, Gas phase ion energetics data, IR Spectrum, References
- Symbols used in this document:
AE Appearance energy IE (evaluated) Recommended ionization energy ΔrG° Free energy of reaction at standard conditions ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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