Phenol, 3-methyl-5-(1-methylethyl)-

Formula: C₁₀H₁₄O
Molecular weight: 150.2176
IUPAC Standard InChI: InChI=1S/C10H14O/c1-7(2)9-4-8(3)5-10(11)6-9/h4-7,11H,1-3H3
IUPAC Standard InChIKey: ZDUIHRJGDMTBEX-UHFFFAOYSA-N
CAS Registry Number: 3228-03-3
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: 5-Isopropyl-3-methylphenol; 3-Isopropyl-5-methylphenol; 5-isopropyl-m-cresol
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Other data available:
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Gas phase thermochemistry data

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

Quantity	Value	Units	Method	Reference	Comment
Δ_fH°_gas	-50.22	kcal/mol	Ccb	Bertholon, Giray, et al., 1971

Condensed phase thermochemistry data

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

Quantity	Value	Units	Method	Reference	Comment
Δ_fH°_solid	-72.	kcal/mol	Ccb	Bertholon, Giray, et al., 1971
Quantity	Value	Units	Method	Reference	Comment
Δ_cH°_solid	-1347.	kcal/mol	Ccb	Bertholon, Giray, et al., 1971	Corresponding Δ_fHº_solid = -72. kcal/mol (simple calculation by NIST; no Washburn corrections)

Phase change data

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Data compiled as indicated in comments:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.

Quantity	Value	Units	Method	Reference	Comment
T_boil	514.2	K	N/A	Weast and Grasselli, 1989	BS
T_boil	514.15	K	N/A	Karr, Estep, et al., 1961	Uncertainty assigned by TRC = 4. K; TRC
T_boil	514.15	K	N/A	Karr, 1957	Uncertainty assigned by TRC = 4. K; TRC
T_boil	514.15	K	N/A	White, 1954	Uncertainty assigned by TRC = 4. K; TRC
T_boil	514.15	K	N/A	Knoevenagel, 1894	Uncertainty assigned by TRC = 5. K; TRC
Quantity	Value	Units	Method	Reference	Comment
T_fus	327.15	K	N/A	Karr, 1957	Uncertainty assigned by TRC = 3. K; TRC
T_fus	322.55	K	N/A	Hofer and Peebles, 1955	Uncertainty assigned by TRC = 2. K; TRC
T_fus	321.65	K	N/A	White, 1954	Uncertainty assigned by TRC = 2. K; TRC
T_fus	322.65	K	N/A	Horning, Horning, et al., 1949	Uncertainty assigned by TRC = 2. K; TRC
T_fus	327.15	K	N/A	Knoevenagel, 1894	Uncertainty assigned by TRC = 3. K; TRC
Quantity	Value	Units	Method	Reference	Comment
Δ_subH°	21.78	kcal/mol	C	Bertholon, Giray, et al., 1971	ALS
Δ_subH°	21.5	kcal/mol	N/A	Bertholon, Giray, et al., 1971	DRB

Reduced pressure boiling point

T_boil (K)	Pressure (atm)	Reference	Comment
375.7	0.005	Weast and Grasselli, 1989	BS

In addition to the Thermodynamics Research Center (TRC) data available from this site, much more physical and chemical property data is available from the following TRC products:

References

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Bertholon, Giray, et al., 1971
Bertholon, G.; Giray, M.; Perrin, R.; Vincent-Falquet-Berny, M.F., No. 532. - Etude physicochimique des phenols. OX. - Ethanlpies de combustion et energies de resonance des alcoyl et aryphenols, Bull. Soc. Chim. France, 1971, 3180-3187. [all data]

Weast and Grasselli, 1989
CRC Handbook of Data on Organic Compounds, 2nd Editon, Weast,R.C and Grasselli, J.G., ed(s)., CRC Press, Inc., Boca Raton, FL, 1989, 1. [all data]

Karr, Estep, et al., 1961
Karr, C.; Estep, P.A.; Chang, T.-C.L.; Comberiati, H.R., , U. S. Bur. Mines, Bull. 591, 1961. [all data]

Karr, 1957
Karr, C., , U. S. Bur. Mines, Inform. Circ. IC 7802, 1957. [all data]

White, 1954
White, E.N., 5th Tar Conf. Coal Tar Res. Assoc. Rept. 0124, 1954, England, 1954. [all data]

Knoevenagel, 1894
Knoevenagel, E., Chem. Ber., 1894, 27, 2347. [all data]

Hofer and Peebles, 1955
Hofer; Peebles, Anal. Chem., 1955, 27, 1852. [all data]

Horning, Horning, et al., 1949
Horning; Horning; Walker, J. Am. Chem. Soc., 1949, 71, 169. [all data]

Notes

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Symbols used in this document:

T_boil	Boiling point
T_fus	Fusion (melting) point
Δ_cH°_solid	Enthalpy of combustion of solid at standard conditions
Δ_fH°_gas	Enthalpy of formation of gas at standard conditions
Δ_fH°_solid	Enthalpy of formation of solid at standard conditions
Δ_subH°	Enthalpy of sublimation at standard conditions

Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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