Benzene, 1-methoxy-3-methyl-

Formula: C₈H₁₀O
Molecular weight: 122.1644
IUPAC Standard InChI: InChI=1S/C8H10O/c1-7-4-3-5-8(6-7)9-2/h3-6H,1-2H3
IUPAC Standard InChIKey: OSIGJGFTADMDOB-UHFFFAOYSA-N
CAS Registry Number: 100-84-5
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: Anisole, m-methyl-; m-Cresol methyl ether; m-Methoxytoluene; m-Methylanisole; Methyl m-tolyl ether; 1-Methoxy-3-methylbenzene; 3-Methoxytoluene; 3-Methylanisole; m-Cresyl methyl ether; Methyl m-cresyl ether; Methyl 3-methylphenyl ether; 1-Methyl-3-methoxybenzene; 3-Methylmethoxybenzene; 3-Methyl-1-methoxybenzene; NSC 6255
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Gas phase thermochemistry data

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Data compiled by: Glushko Thermocenter, Russian Academy of Sciences, Moscow

Constant pressure heat capacity of gas

C_p,gas (cal/mol*K)	Temperature (K)	Reference	Comment
12.81	100.	Sharma S.N., 1982	Estimations by difference method [ Dorofeeva O.V., 1997] have reason to suppose that Cp(298.15 K) and S(298.15 K) values obtained by [83SHA3] may be underestimated by 10-25 J/mol*K.
23.37	200.
34.152	300.
44.716	400.
53.972	500.
61.671	600.
68.031	700.
73.329	800.
77.780	900.
81.546	1000.
84.751	1100.
87.488	1200.
89.835	1300.
91.855	1400.
93.599	1500.
95.115	1600.
96.432	1700.
97.586	1800.
98.597	1900.
99.491	2000.

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°_liquid	-37.13	kcal/mol	Ccb	Badoche, 1941	Author's hf298_condensed=-40.25 kcal/mol
Quantity	Value	Units	Method	Reference	Comment
Δ_cH°_liquid	-1056.86	kcal/mol	Ccb	Badoche, 1941	Author's hf298_condensed=-40.25 kcal/mol; Corresponding Δ_fHº_liquid = -37.12 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

Quantity	Value	Units	Method	Reference	Comment
T_boil	448.7	K	N/A	Weast and Grasselli, 1989	BS
T_boil	448. to 449.	K	N/A	Frinton Laboratories Inc., 1986	BS
T_boil	449.7	K	N/A	Olson, Hipsher, et al., 1947	Uncertainty assigned by TRC = 0.5 K; TRC
T_boil	449.59	K	N/A	Boord, Greenlee, et al., 1945	Uncertainty assigned by TRC = 0.2 K; TRC
T_boil	449.9	K	N/A	Perkin, 1896	Uncertainty assigned by TRC = 0.5 K; TRC
Quantity	Value	Units	Method	Reference	Comment
T_fus	217.23	K	N/A	Olson, Hipsher, et al., 1947	Uncertainty assigned by TRC = 0.4 K; TRC
T_fus	217.9	K	N/A	Boord, Greenlee, et al., 1945	Uncertainty assigned by TRC = 0.3 K; TRC
Quantity	Value	Units	Method	Reference	Comment
T_c	665.3	K	N/A	Young, 1994	Uncertainty assigned by TRC = 0.6 K; TRC

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:

Gas Chromatography

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

Kovats' RI, non-polar column, isothermal

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Column type	Active phase	Temperature (C)	I	Reference	Comment
Packed	Apiezon L	100.	1020.	Bogoslovsky, Anvaer, et al., 1978	Chromatone N AW DNCS
Packed	Apiezon L	150.	1036.	Bogoslovsky, Anvaer, et al., 1978	Chromatone N AW DNCS

Kovats' RI, non-polar column, custom temperature program

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Column type	Active phase	I	Reference	Comment
Packed	Apiezon M	1029.6	Jalali-Heravi and Garkani-Nejad, 1993	Chromosorb W; Column length: 2. m; Program: not specified

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

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Column type	Active phase	I	Reference	Comment
Capillary	OV-1	999.1	Gautzsch and Zinn, 1996	8. K/min; T_start: 35. C; T_end: 300. C

Normal alkane RI, non-polar column, temperature ramp

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Column type	Active phase	I	Reference	Comment
Capillary	HP-5	1028.	Larsen and Frisvad, 1995	35. C @ 2. min, 6. K/min; T_end: 200. C
Capillary	Ultra-1	1001.	Okumura, 1991	25. m/0.32 mm/0.25 μm, He, 3. K/min; T_start: 80. C; T_end: 260. C
Capillary	BP-1	986.	Wilkins and Scholl, 1989	25. m/0.33 mm/1.00 μm, Nitrogen, 30. C @ 4. min, 5. K/min; T_end: 150. C

Normal alkane RI, non-polar column, custom temperature program

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Column type	Active phase	I	Reference	Comment
Capillary	VB-5	1011.	Karlshøj, Nielsen, et al., 2007	60. m/0.25 mm/1. μm, He; Program: 35C(1min) => 4C/min => 175C => 10C/min => 260C
Capillary	HP-5	1006.	Splivallo, Bossi, et al., 2007	He; Program: 50C => 3C/min => 200C(10min) => 10C/min => 290C(10min)

Normal alkane RI, polar column, temperature ramp

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Column type	Active phase	I	Reference	Comment
Capillary	AT-Wax	1426.	Kiss, Csoka, et al., 2011	60. m/0.25 mm/0.25 μm, Helium, 4. K/min; T_start: 60. C; T_end: 280. C
Capillary	Carbowax 20M	1430.	Seifert and King, 1982	He, 50. C @ 10. min, 1. K/min, 170. C @ 60. min; Column length: 150. m; Column diameter: 0.64 mm

Normal alkane RI, polar column, custom temperature program

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Column type	Active phase	I	Reference	Comment
Capillary	DB-Wax	1441.	Peng, Yang, et al., 1991	Program: not specified

References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas Chromatography, Notes

Sharma S.N., 1982
Sharma S.N., Infrared and laser Raman spectra of m- and p-methylanisoles, Acta Phys. Pol., 1982, A62, 449-456. [all data]

Dorofeeva O.V., 1997
Dorofeeva O.V., Unpublished results. Thermocenter of Russian Academy of Science, Moscow, 1997. [all data]

Badoche, 1941
Badoche, M., No 19. - Chaleurs de combustion du phenol, du-m-cresol et del leurs ethers; par M. Marius BADOCHE., Bull. Soc. Chim. Fr., 1941, 8, 212-220. [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]

Frinton Laboratories Inc., 1986
Frinton Laboratories Inc., Catalog Number 11, Frinton Laboratories Inc., Vineland, NJ, 1986, 99. [all data]

Olson, Hipsher, et al., 1947
Olson, W.T.; Hipsher, H.F.; Buess, C.M.; Goodman, I.A.; Hart, I.; Lamneck, J.H.; Gibbons, L.C., The Synthesis and Purification of Ethers, J. Am. Chem. Soc., 1947, 69, 2451-4. [all data]

Boord, Greenlee, et al., 1945
Boord, C.E.; Greenlee, K.W.; Perilstein, W.L., , Am. Pet. Inst. Res. Proj. 45, Seventh Annu. Rep., Ohio State Univ., June 30, 1945. [all data]

Perkin, 1896
Perkin, W.H., LXIX. On Magnetic Rotatory Power, especially of Aromatic Compounds, J. Chem. Soc., 1896, 69, 1025-1257. [all data]

Young, 1994
Young, C.L., Personal Commun. 1994 1994, 1994. [all data]

Bogoslovsky, Anvaer, et al., 1978
Bogoslovsky, Yu.N.; Anvaer, B.I.; Vigdergauz, M.S., Chromatographic constants in gas chromatography (in Russian), Standards Publ. House, Moscow, 1978, 192. [all data]

Jalali-Heravi and Garkani-Nejad, 1993
Jalali-Heravi, M.; Garkani-Nejad, Z., Prediction of gas chromatographic retention indices of some benzene derivatives, J. Chromatogr., 1993, 648, 2, 389-393, https://doi.org/10.1016/0021-9673(93)80421-4 . [all data]

Gautzsch and Zinn, 1996
Gautzsch, R.; Zinn, P., Use of incremental models to estimate the retention indexes of aromatic compounds, Chromatographia, 1996, 43, 3/4, 163-176, https://doi.org/10.1007/BF02292946 . [all data]

Larsen and Frisvad, 1995
Larsen, T.O.; Frisvad, J.C., Characterization of volatile metabolites from 47 Penicillium taxa, Mycol. Res., 1995, 99, 10, 1153-1166, https://doi.org/10.1016/S0953-7562(09)80271-2 . [all data]

Okumura, 1991
Okumura, T., retention indices of environmental chemicals on methyl silicone capillary column, Journal of Environmental Chemistry (Japan), 1991, 1, 2, 333-358, https://doi.org/10.5985/jec.1.333 . [all data]

Wilkins and Scholl, 1989
Wilkins, C.K.; Scholl, S., Volatile metabolites of some barley storage molds, Internat. J. Food Microbiol., 1989, 8, 1, 11-17, https://doi.org/10.1016/0168-1605(89)90075-5 . [all data]

Karlshøj, Nielsen, et al., 2007
Karlshøj, K.; Nielsen, P.V.; Larsen, T.O., Prediction of Penicillium expansum Spoilage and Patulin Concentration in Apples Used for Apple Juice Production by Electronic Nose Analysis, J. Agric. Food Chem., 2007, 55, 11, 4289-4298, https://doi.org/10.1021/jf070134x . [all data]

Splivallo, Bossi, et al., 2007
Splivallo, R.; Bossi, S.; Maffei, M.; Bonfante, P., Discrimination of truffle fruiting body versus mycelial aromas by stir bar sorptive extraction, Phytochemistry, 2007, 68, 20, 2584-2598, https://doi.org/10.1016/j.phytochem.2007.03.030 . [all data]

Kiss, Csoka, et al., 2011
Kiss, M.; Csoka, M.; Gyorfi, J.; Korany, K., Comparison of the fragrance constituents of Tuber aestivium and Tuber Brumale gathered in Hungary, J. Appl. Botany Food Quality, 2011, 84, 102-110. [all data]

Seifert and King, 1982
Seifert, R.M.; King, A.D., Jr., Identification of some volatile constituents of Aspergillus clavatus, J. Agric. Food Chem., 1982, 30, 4, 786-790, https://doi.org/10.1021/jf00112a044 . [all data]

Peng, Yang, et al., 1991
Peng, C.T.; Yang, Z.C.; Ding, S.F., Prediction of rentention idexes. II. Structure-retention index relationship on polar columns, J. Chromatogr., 1991, 586, 1, 85-112, https://doi.org/10.1016/0021-9673(91)80028-F . [all data]

Notes

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Symbols used in this document:

C_p,gas	Constant pressure heat capacity of gas
T_boil	Boiling point
T_c	Critical temperature
T_fus	Fusion (melting) point
Δ_cH°_liquid	Enthalpy of combustion of liquid at standard conditions
Δ_fH°_liquid	Enthalpy of formation of liquid at standard conditions

Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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