Phenol, 2-(1,1-dimethylethyl)-4-methyl-

Formula: C₁₁H₁₆O
Molecular weight: 164.2441
IUPAC Standard InChI: InChI=1S/C11H16O/c1-8-5-6-10(12)9(7-8)11(2,3)4/h5-7,12H,1-4H3
IUPAC Standard InChIKey: IKEHOXWJQXIQAG-UHFFFAOYSA-N
CAS Registry Number: 2409-55-4
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: p-Cresol, 2-tert-butyl-; o-tert-Butyl-p-cresol; 2-tert-Butyl-p-Cresol; 2-tert-Butyl-4-Methylphenol; 4-Methyl-2-tert-butylphenol; 1-Hydroxy-2-tert-butyl-4-methylbenzene; 2-tert-Butyl-4-methyl-1-phenol; 2-Terc.butyl-p-kresol; 2-t-Butyl-p-cresol; 2-t-Butyl-4-methylphenol; 2-(1,1-Dimethylethyl)-4-methyl-phenol; 2-tert-Butyl-4-cresol; 4-Methyl-2-(1,1-dimethylethyl)phenol; 4-Methyl-6-t-butylphenol; NSC 60301; 2-(1,1'-dimethylethyl)-4-methylphenol
Permanent link for this species. Use this link for bookmarking this species for future reference.
Information on this page:
Other data available:
Options:
- Switch to calorie-based units

Data at NIST subscription sites:

NIST / TRC Web Thermo Tables, professional edition (thermophysical and thermochemical data)

NIST subscription sites provide data under the NIST Standard Reference Data Program, but require an annual fee to access. The purpose of the fee is to recover costs associated with the development of data collections included in such sites. Your institution may already be a subscriber. Follow the links above to find out more about the data in these sites and their terms of usage.

Reaction thermochemistry data

Go To: Top, Gas Chromatography, References, Notes

Data compiled by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

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

+ = 2 Phenol, 2-(1,1-dimethylethyl)-4-methyl-

By formula: C₇H₈O + C₁₅H₂₄O = 2C₁₁H₁₆O

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	-9.7 ± 1.8	kJ/mol	Eqk	Nesterova, Verevkin, et al., 1985	liquid phase

+ = Phenol, 2-(1,1-dimethylethyl)-4-methyl-

By formula: C₇H₈O + C₄H₈ = C₁₁H₁₆O

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	62.7 ± 2.8	kJ/mol	Eqk	Verevkin, Nesterova, et al., 1984	gas phase

Gas Chromatography

Go To: Top, Reaction thermochemistry data, References, Notes

Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director

Kovats' RI, non-polar column, isothermal

View large format table.

Column type	Active phase	Temperature (C)	I	Reference	Comment
Packed	SE-30	250.	1345.	Verevkin, Nesterov, et al., 1990	He, N_AW_HMDS; Column length: 3. m

Van Den Dool and Kratz RI, non-polar column, temperature ramp

View large format table.

Column type	Active phase	I	Reference	Comment
Capillary	BPX-5	1387.	Aaslyng, Elmore, et al., 1998	50. m/0.32 mm/0.50 μm, He, 4. K/min; T_start: 40. C; T_end: 280. C

Van Den Dool and Kratz RI, non-polar column, custom temperature program

View large format table.

Column type	Active phase	I	Reference	Comment
Capillary	VF-5MS	1352.2	Mjøs, Meier, et al., 2006	50. m/0.25 mm/0.25 μm, He; Program: 60C(2min) => 30C/min => 100C => 1C/min =>
Capillary	VF-5MS	1353.1	Mjøs, Meier, et al., 2006	50. m/0.25 mm/0.25 μm, He; Program: 60C(2min) => 30C/min => 100C => 2C/min =>
Capillary	VF-5MS	1355.	Mjøs, Meier, et al., 2006	50. m/0.25 mm/0.25 μm, He; Program: 60C(2min) => 30C/min => 100C => 4C/min =>

Van Den Dool and Kratz RI, polar column, temperature ramp

View large format table.

Column type	Active phase	I	Reference	Comment
Capillary	Supelcowax-10	2235.	Chung, 1999	60. m/0.25 mm/0.25 μm, He, 35. C @ 5. min, 2. K/min, 195. C @ 90. min

References

Go To: Top, Reaction thermochemistry data, Gas Chromatography, Notes

Nesterova, Verevkin, et al., 1985
Nesterova, T.N.; Verevkin, S.P.; Malova, T.N.; Pilshchikov, V.A., Study of an equilibrium of tert-alkylphenols (thermodynamic analysis of the alkylation of phenols by branched olefins), Zh. Prikl. Khim. (Leningrad), 1985, 58, 827-833. [all data]

Verevkin, Nesterova, et al., 1984
Verevkin, S.P.; Nesterova, T.N.; Rozhnov, A.M., The equilibrium in the dealkylation of o-t-butyl-p-cresol, Russ. J. Phys. Chem. (Engl. Transl.), 1984, 58, 284. [all data]

Verevkin, Nesterov, et al., 1990
Verevkin, S.P.; Nesterov, O.A.; Rempel, P.D.; Synkova, N.V.; Shashkin, N.P., Chromatographic determination of the products of condensation of alkylphenols with formic aldehyde, Zh. Anal. Khim., 1990, 43, 760-761. [all data]

Aaslyng, Elmore, et al., 1998
Aaslyng, M.D.; Elmore, J.S.; Mottram, D.S., Comparison of the aroma characteristics of acid-hydrolyzed and enzyme-hydrolyzed vegetable proteins produced from soy, J. Agric. Food Chem., 1998, 46, 12, 5225-5231, https://doi.org/10.1021/jf9806816 . [all data]

Mjøs, Meier, et al., 2006
Mjøs, S.A.; Meier, S.; Boitsov, S., Alkylphenol retention indices, J. Chromatogr. A, 2006, 1123, 1, 98-105, https://doi.org/10.1016/j.chroma.2006.05.002 . [all data]

Chung, 1999
Chung, H.Y., Volatile components in crabmeats of Charybdis feriatus, J. Agric. Food Chem., 1999, 47, 6, 2280-2287, https://doi.org/10.1021/jf981027t . [all data]

Notes

Go To: Top, Reaction thermochemistry data, Gas Chromatography, References

Symbols used in this document:

Δ_rH° Enthalpy of reaction at standard conditions
Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
The National Institute of Standards and Technology (NIST) uses its best efforts to deliver a high quality copy of the Database and to verify that the data contained therein have been selected on the basis of sound scientific judgment. However, NIST makes no warranties to that effect, and NIST shall not be liable for any damage that may result from errors or omissions in the Database.
Customer support for NIST Standard Reference Data products.