Diphenyl ether
- Formula: C12H10O
- Molecular weight: 170.2072
- IUPAC Standard InChIKey: USIUVYZYUHIAEV-UHFFFAOYSA-N
- CAS Registry Number: 101-84-8
- 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, 1,1'-oxybis-; Phenyl ether; Benzene, phenoxy-; Biphenyl oxide; Diphenyl oxide; Phenoxybenzene; Phenyl oxide; Ether, diphenyl-; Oxydiphenyl; Chemcryl JK-EB; Oxybisbenzene; 1,1'-Oxybisbenzene; Geranium crystals; NSC 19311
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Phase change data
Go To: Top, Gas phase ion energetics data, Gas Chromatography, References, Notes
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:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 532.2 | K | N/A | Aldrich Chemical Company Inc., 1990 | BS |
Tboil | 531.1 | K | N/A | Weast and Grasselli, 1989 | BS |
Tboil | 523.65 | K | N/A | Beringer, Brierley, et al., 1953 | Uncertainty assigned by TRC = 1.5 K; TRC |
Tboil | 531.46 | K | N/A | Dreisbach and Martin, 1949 | Uncertainty assigned by TRC = 0.07 K; TRC |
Tboil | 532.5 | K | N/A | Lecat, 1927 | Uncertainty assigned by TRC = 0.5 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 300.1 ± 0.4 | K | AVG | N/A | Average of 9 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 300.01 | K | N/A | Marsh, 1987 | Uncertainty assigned by TRC = 0.003 K; values recommended as calibration standards; TRC |
Ttriple | 300.03 | K | N/A | Ginnings and Furukawa, 1953 | Uncertainty assigned by TRC = 0.01 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tc | 766.8 | K | N/A | Ambrose, Broderick, et al., 1974 | Uncertainty assigned by TRC = 1. K; TRC |
Tc | 788.15 | K | N/A | Glaser and Ruland, 1957 | Uncertainty assigned by TRC = 2. K; TRC |
Tc | 767.2 | K | N/A | Zhuravlev, 1937 | Uncertainty assigned by TRC = 1. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Pc | 31.4107 | bar | N/A | Glaser and Ruland, 1957 | Uncertainty assigned by TRC = 2.0265 bar; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 67.1 | kJ/mol | CGC | Chickos, Hosseini, et al., 1995 | Based on data from 353. to 393. K.; AC |
ΔvapH° | 65.0 | kJ/mol | N/A | Ambrose, Ellender, et al., 1976 | Based on data from 477. to 544. K.; AC |
ΔvapH° | 66.9 ± 0.3 | kJ/mol | V | Morawetz, 1972 | ALS |
ΔvapH° | 66.1 ± 0.4 | kJ/mol | C | Morawetz, 1972, 2 | See also Collerson, Counsell, et al., 1965.; AC |
ΔvapH° | 64.9 ± 2.1 | kJ/mol | V | Bent and Francel, 1948 | Reanalyzed by Pedley, Naylor, et al., 1986, Original value = 64.0 ± 2.1 kJ/mol; ALS |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
53.0 | 492. | GS,EB | Stephenson and Malanowski, 1987 | Based on data from 477. to 544. K. See also Ambrose, Ellender, et al., 1976.; AC |
64.2 | 323. | A | Stephenson and Malanowski, 1987 | Based on data from 313. to 333. K. See also Bent and Francel, 1948.; AC |
48.2 | 531. | N/A | Ambrose, Ellender, et al., 1976 | Based on data from 477. to 544. K.; AC |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (bar)
T = temperature (K)
View plot Requires a JavaScript / HTML 5 canvas capable browser.
Temperature (K) | A | B | C | Reference |
---|---|---|---|---|
477.36 to 544.09 | 4.13678 | 1800.415 | -95.324 | Collerson, Counsell, et al., 1965, 2 |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
17.215 | 300.03 | N/A | Ginnings and Furukawa, 1953, 2 | DH |
17.216 | 300.02 | N/A | Furukawa, Ginnings, et al., 1951 | DH |
17.21 | 300. | N/A | Domalski and Hearing, 1996 | AC |
16.51 | 300.4 | DSC | Babich, Hwang, et al., 1992 | AC |
Entropy of fusion
ΔfusS (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
57.38 | 300.03 | Ginnings and Furukawa, 1953, 2 | DH |
57.38 | 300.02 | Furukawa, Ginnings, et al., 1951 | DH |
Gas phase ion energetics data
Go To: Top, Phase change data, Gas Chromatography, 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:
L - Sharon G. Lias
Data compiled as indicated in comments:
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
View reactions leading to C12H10O+ (ion structure unspecified)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
IE (evaluated) | 8.09 | eV | N/A | N/A | L |
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
8.0 | PE | Terlouw, Heerma, et al., 1974 | LLK |
8.09 ± 0.03 | PI | Potapov, Kardash, et al., 1972 | LLK |
8.10 | PE | Eland, 1969 | RDSH |
8.82 ± 0.05 | EI | Natalis and Franklin, 1965 | RDSH |
Appearance energy determinations
Ion | AE (eV) | Other Products | Method | Reference | Comment |
---|---|---|---|---|---|
C6H5+ | 14.85 ± 0.05 | ? | EI | Natalis and Franklin, 1965 | RDSH |
C6H6O+ | 14. ± 0. | ? | EI | Natalis and Franklin, 1965 | RDSH |
C12H9O+ | 12.90 ± 0.05 | H | EI | Natalis and Franklin, 1965 | RDSH |
Gas Chromatography
Go To: Top, Phase change data, Gas phase ion energetics data, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Kovats' RI, non-polar column, isothermal
Column type | Active phase | Temperature (C) | I | Reference | Comment |
---|---|---|---|---|---|
Capillary | SE-30 | 100. | 1389.9 | Tudor, 1997 | 40. m/0.35 mm/0.35 μm |
Kovats' RI, non-polar column, temperature ramp
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | OV-101 | 1378. | Yamaguchi and Shibamoto, 1981 | N2, 2. K/min; Column length: 70. m; Column diameter: 0.28 mm; Tstart: 80. C; Tend: 200. C |
Capillary | OV-101 | 1380. | Yamaguchi and Shibamoto, 1981 | N2, 2. K/min; Column length: 70. m; Column diameter: 0.28 mm; Tstart: 80. C; Tend: 200. C |
Van Den Dool and Kratz RI, non-polar column, temperature ramp
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | HP-5MS | 1396. | Pino, Mesa, et al., 2005 | 30. m/0.25 mm/0.25 μm, He, 60. C @ 2. min, 4. K/min, 250. C @ 20. min |
Capillary | OV-1 | 1376.3 | Gautzsch and Zinn, 1996 | 8. K/min; Tstart: 35. C; Tend: 300. C |
Capillary | DB-1 | 1366.8 | Chang, Sheng, et al., 1989 | 2. K/min; Column length: 30. m; Column diameter: 0.25 mm; Tstart: 50. C; Tend: 300. C |
Capillary | DB-1 | 1370.0 | Chang, Sheng, et al., 1989 | 2. K/min; Column length: 30. m; Column diameter: 0.25 mm; Tstart: 50. C; Tend: 300. C |
Capillary | OV-101 | 1370.9 | Wang and Sun, 1987 | 26. m/0.26 mm/0.3 μm, 2. K/min; Tstart: 100. C; Tend: 240. C |
Capillary | OV-101 | 1366.4 | Wang and Sun, 1987 | 26. m/0.26 mm/0.3 μm, 2. K/min; Tstart: 60. C; Tend: 240. C |
Capillary | OV-101 | 1381.7 | Wang and Sun, 1987 | 26. m/0.26 mm/0.3 μm, 8. K/min; Tstart: 60. C; Tend: 240. C |
Capillary | OV-101 | 1393.7 | Wang and Sun, 1987 | 21.5 m/0.27 mm/2. μm, 6. K/min; Tstart: 60. C; Tend: 240. C |
Capillary | OV-101 | 1380.1 | Wang and Sun, 1987, 2 | 26.5 m/0.25 mm/0.14 μm, 70. C @ 4.08 min, 9. K/min; Tend: 240. C |
Capillary | OV-101 | 1384.60 | Wang, Zhong, et al., 1987 | 24. m/0.26 mm/0.5 μm, 6. K/min; Tstart: 80. C; Tend: 240. C |
Van Den Dool and Kratz RI, polar column, custom temperature program
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | CP-Wax 52CB | 2017. | Romeo, Ziino, et al., 2007 | 60. m/0.25 mm/0.25 μm, He; Program: 45C(5min) => 10C/min => 80C => 2C/min => 240C |
Capillary | CP-Wax 52CB | 2017. | Condurso, Verzera, et al., 2006 | 60. m/0.25 mm/0.25 μm, He; Program: 45C(5min) => 10C/min => 80C => 2C/min => 240C |
Normal alkane RI, non-polar column, temperature ramp
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | VF-5 MS | 1404. | Leffingwell and Alford, 2011 | 60. m/0.32 mm/0.25 μm, Helium, 2. K/min, 260. C @ 28. min; Tstart: 30. C |
Capillary | VF-5 MS | 1405. | Leffingwell and Alford, 2011 | 60. m/0.32 mm/0.25 μm, Helium, 2. K/min, 260. C @ 28. min; Tstart: 30. C |
Capillary | DB-1 MS | 1372. | Seo, Kim, et al., 2009 | 30. m/0.25 mm/0.25 μm, Helium, 40. C @ 1. min, 6. K/min, 250. C @ 4. min |
Capillary | DB-5 | 1396. | Ozel, Gogus, et al., 2006 | 30. m/0.32 mm/0.25 μm, He, 60. C @ 0.5 min, 5. K/min, 280. C @ 2. min |
Capillary | OV-101 | 1386. | Egolf and Jurs, 1993 | 2. K/min; Column length: 50. m; Column diameter: 0.22 mm; Tstart: 80. C; Tend: 200. C |
Capillary | Ultra-1 | 1364. | Okumura, 1991 | 25. m/0.32 mm/0.25 μm, He, 3. K/min; Tstart: 80. C; Tend: 260. C |
Capillary | HP-1 | 1372.0 | Yin and Sun, 1990 | 12. m/0.2 mm/0.33 μm, 40. C @ 0.395 min, 16. K/min |
Capillary | HP-1 | 1356.9 | Yin and Sun, 1990 | 12. m/0.2 mm/0.33 μm, 40. C @ 0.4 min, 4. K/min |
Capillary | HP-1 | 1372.6 | Yin and Sun, 1990 | 12. m/0.2 mm/0.33 μm, 40. C @ 0.801 min, 8. K/min |
Capillary | HP-1 | 1371.8 | Yin and Sun, 1990 | 25. m/0.32 mm/0.52 μm, 40. C @ 0.8 min, 8. K/min |
Capillary | HP-1 | 1376.2 | Yin and Sun, 1990 | 50. m/0.2 mm/0.11 μm, 40. C @ 3.194 min, 6. K/min |
Normal alkane RI, non-polar column, custom temperature program
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | SE-30 | 1386. | Vinogradov, 2004 | Program: not specified |
Capillary | Methyl Silicone | 1379. | Zenkevich, 1994 | Program: not specified |
Capillary | OV-1, SE-30, Methyl silicone, SP-2100, OV-101, DB-1, etc. | 1363. | Waggott and Davies, 1984 | Hydrogen; Column length: 50. m; Column diameter: 0.32 mm; Program: not specified |
Capillary | OV-1, SE-30, Methyl silicone, SP-2100, OV-101, DB-1, etc. | 1376. | Waggott and Davies, 1984 | Hydrogen; Column length: 50. m; Column diameter: 0.32 mm; Program: not specified |
Normal alkane RI, polar column, temperature ramp
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | Innowax | 2026. | Seo, Kim, et al., 2009 | 30. m/0.25 mm/0.25 μm, Helium, 40. C @ 1. min, 6. K/min, 250. C @ 4. min |
Capillary | Carbowax 20M | 1991. | Egolf and Jurs, 1993 | 2. K/min; Column length: 80. m; Column diameter: 0.2 mm; Tstart: 70. C; Tend: 170. C |
Normal alkane RI, polar column, custom temperature program
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | SOLGel-Wax | 2038. | Johanningsmeier and McFeeters, 2011 | 30. m/0.25 mm/0.25 μm, Helium; Program: 40 0C (2 min) 5 0C/min -> 140 0C 10 0C/min -> 250 0C (3 min) |
Capillary | SOLGel-Wax | 2017. | Johanningsmeier and McFeeters, 2011 | 30. m/0.25 mm/0.25 μm, Helium; Program: not specified |
Capillary | Carbowax 20M | 1991. | Vinogradov, 2004 | Program: not specified |
Capillary | DB-Wax | 2055. | Peng, Yang, et al., 1991 | Program: not specified |
Lee's RI, non-polar column, temperature ramp
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | HP-5 | 241.7 | Wang, Hou, et al., 2007 | 30. m/0.30 mm/0.25 μm, Helium, 50. C @ 5. min, 5. K/min, 200. C @ 15. min |
Capillary | OV-101 | 241.16 | Blanco, Blanco, et al., 1989 | H2, 4. K/min; Column length: 25. m; Column diameter: 0.22 mm; Tstart: 50. C; Tend: 300. C |
References
Go To: Top, Phase change data, Gas phase ion energetics data, Gas Chromatography, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Aldrich Chemical Company Inc., 1990
Aldrich Chemical Company Inc.,
Catalog Handbook of Fine Chemicals, Aldrich Chemical Company, Inc., Milwaukee WI, 1990, 1. [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]
Beringer, Brierley, et al., 1953
Beringer, F.M.; Brierley, A.; Drexler, M.; Gindler, E.M.; Lumpkin, C.C.,
Diaryliodonium Salts II. The Phenylation of Organic and Inorganic Bases,
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Physical Data on Some Organic Compounds,
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New binary azeotropes: 6th list,
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Heat Capacity Standards for the Range 14 to 1200 K,
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The Critical Temperatures and Pressures of Thirty Organic Compounds,
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Enthalpies of vaporization for a number of aromatic compounds,
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The vapor pressure of "Mustard Gas" (β,β'-dichloroethylsufide), diphenyl ether and their mixtures,
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Thermodynamic Properties of Organic Oxygen Compounds. Part XV. Purification and Vapour Pressures of Some Ketones and Ethers,
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Notes
Go To: Top, Phase change data, Gas phase ion energetics data, Gas Chromatography, References
- Symbols used in this document:
AE Appearance energy IE (evaluated) Recommended ionization energy Pc Critical pressure Tboil Boiling point Tc Critical temperature Tfus Fusion (melting) point Ttriple Triple point temperature ΔfusH Enthalpy of fusion ΔfusS Entropy of fusion ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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