Silane, phenyl-
- Formula: C6H8Si
- Molecular weight: 108.2132
- IUPAC Standard InChIKey: PARWUHTVGZSQPD-UHFFFAOYSA-N
- CAS Registry Number: 694-53-1
- 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: Benzene, silyl-; Phenylsilane; Phenylsilane, silyl-; Silylbenzene; Fenylsilan
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Phase change 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: William E. Acree, Jr., James S. Chickos
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
36.6 ± 0.3 | 314. | Zelenina, Chusova, et al., 2006 | Based on data from 238. to 390. K. |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Reference |
---|---|---|
8.4 | 201. | Zelenina, Chusova, et al., 2006 |
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
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Individual Reactions
C6H7Si- + =
By formula: C6H7Si- + H+ = C6H8Si
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 1545. ± 8.8 | kJ/mol | G+TS | Gal, Decouzon, et al., 2001 | gas phase |
ΔrH° | 1540. ± 8.8 | kJ/mol | G+TS | Wetzel, Salomon, et al., 1989 | gas phase; 1.2 kcal/mol stronger than tBuCH(iPr)OH; value altered from reference due to change in acidity scale |
ΔrH° | 1543. ± 13. | kJ/mol | D-EA | Wetzel, Salomon, et al., 1989 | gas phase; D-EA cycle give BDE=87.7±2.2 kcal/mol |
ΔrH° | 1551. ± 17. | kJ/mol | G+TS | Damrauer, Kass, et al., 1988 | gas phase; Between HF and acetone |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 1515. ± 8.4 | kJ/mol | IMRE | Gal, Decouzon, et al., 2001 | gas phase |
ΔrG° | 1510. ± 8.4 | kJ/mol | IMRE | Wetzel, Salomon, et al., 1989 | gas phase; 1.2 kcal/mol stronger than tBuCH(iPr)OH; value altered from reference due to change in acidity scale |
ΔrG° | 1513. ± 13. | kJ/mol | H-TS | Wetzel, Salomon, et al., 1989 | gas phase; D-EA cycle give BDE=87.7±2.2 kcal/mol |
ΔrG° | 1521. ± 17. | kJ/mol | IMRB | Damrauer, Kass, et al., 1988 | gas phase; Between HF and acetone |
Gas phase ion energetics 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 as indicated in comments:
B - John E. Bartmess
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
9.25 | PE | Pitt, 1973 | LLK |
9.09 | PE | McLean, 1973 | LLK |
De-protonation reactions
C6H7Si- + =
By formula: C6H7Si- + H+ = C6H8Si
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 1545. ± 8.8 | kJ/mol | G+TS | Gal, Decouzon, et al., 2001 | gas phase; B |
ΔrH° | 1540. ± 8.8 | kJ/mol | G+TS | Wetzel, Salomon, et al., 1989 | gas phase; 1.2 kcal/mol stronger than tBuCH(iPr)OH; value altered from reference due to change in acidity scale; B |
ΔrH° | 1543. ± 13. | kJ/mol | D-EA | Wetzel, Salomon, et al., 1989 | gas phase; D-EA cycle give BDE=87.7±2.2 kcal/mol; B |
ΔrH° | 1551. ± 17. | kJ/mol | G+TS | Damrauer, Kass, et al., 1988 | gas phase; Between HF and acetone; B |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 1515. ± 8.4 | kJ/mol | IMRE | Gal, Decouzon, et al., 2001 | gas phase; B |
ΔrG° | 1510. ± 8.4 | kJ/mol | IMRE | Wetzel, Salomon, et al., 1989 | gas phase; 1.2 kcal/mol stronger than tBuCH(iPr)OH; value altered from reference due to change in acidity scale; B |
ΔrG° | 1513. ± 13. | kJ/mol | H-TS | Wetzel, Salomon, et al., 1989 | gas phase; D-EA cycle give BDE=87.7±2.2 kcal/mol; B |
ΔrG° | 1521. ± 17. | kJ/mol | IMRB | Damrauer, Kass, et al., 1988 | gas phase; Between HF and acetone; B |
IR Spectrum
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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: Coblentz Society, Inc.
Condensed Phase Spectrum
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Notice: Except where noted, spectra from this collection were measured on dispersive instruments, often in carefully selected solvents, and hence may differ in detail from measurements on FTIR instruments or in other chemical environments. More information on the manner in which spectra in this collection were collected can be found here.
Notice: Concentration information is not available for this spectrum and, therefore, molar absorptivity values cannot be derived.
Additional Data
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Owner | Copyright (C) 1987 by the Coblentz Society Collection (C) 2018 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
---|---|
Origin | DOW CORNING CORP. |
Source reference | COBLENTZ NO. 5593 |
Date | 1966/03/09 |
Name(s) | phenylsilane |
State | SOLUTION (12% CCl4 FOR 3800-1300, 2% CS2 FOR 1300-600, AND 12% CCl4 FOR 600-250) |
Instrument | PERKIN-ELMER 521 (GRATING) |
Instrument parameters | FILTERS AT 3150, 2500, 2000, 1150, 700, 410. GRATING CHANGES: 2000, 630 |
Path length | 0.012 CM, 0.011 CM, AND 0.010 CM |
Resolution | 2 |
Boiling point | 120 C |
References
Go To: Top, Phase change data, Reaction thermochemistry data, 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.
Zelenina, Chusova, et al., 2006
Zelenina, L.N.; Chusova, T.P.; Stenin, Yu.G.; Bakovets, V.V.,
The thermodynamic properties of talyl-and phenylsilanes,
Russ. J. Phys. Chem., 2006, 80, 2, 139-142, https://doi.org/10.1134/S0036024406020014
. [all data]
Gal, Decouzon, et al., 2001
Gal, J.F.; Decouzon, M.; Maria, P.C.; Gonzalez, A.I.; Mo, O.; Yanez, M.; El Chaouch, S.; Guillemin, J.C.,
Acidity trends in alpha,beta-unsaturated alkanes, silanes, germanes, and stannanes,
J. Am. Chem. Soc., 2001, 123, 26, 6353-6359, https://doi.org/10.1021/ja004079j
. [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]
Damrauer, Kass, et al., 1988
Damrauer, R.; Kass, S.R.; DePuy, C.H.,
Gas-Phase Acidities of Methylsilanes: C-H versus Si-H,
Organomet., 1988, 7, 3, 637, https://doi.org/10.1021/om00093a011
. [all data]
Pitt, 1973
Pitt, C.G.,
Hyperconjugation and its role in group IV chemistry,
J. Organomet. Chem., 1973, 61, 49. [all data]
McLean, 1973
McLean, R.A.N.,
The bonding of a silicon atom with a phenyl ring: The photoelectron spectrum of phenylsilane,
Can. J. Chem., 1973, 51, 2089. [all data]
Notes
Go To: Top, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, IR Spectrum, References
- Symbols used in this document:
ΔfusH Enthalpy of fusion ΔrG° Free energy of reaction at standard conditions ΔrH° Enthalpy of reaction at standard conditions ΔvapH Enthalpy of vaporization - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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