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meso-2,3-Butanediol

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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 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

Quantity Value Units Method Reference Comment
Tboil456.7KN/AAldrich Chemical Company Inc., 1990BS
Tboil457.KN/AOthmer, Shlechter, et al., 1945Uncertainty assigned by TRC = 4. K; TRC
Quantity Value Units Method Reference Comment
Tfus306.65KN/AFishbein, 1957Uncertainty assigned by TRC = 1.5 K; TRC
Tfus308.15KN/AKnowlton, Schieltz, et al., 1946Uncertainty assigned by TRC = 4. K; approximate, read from a graph; TRC
Tfus307.65KN/ALucas and Gould, 1941Uncertainty assigned by TRC = 0.2 K; TRC
Tfus307.55KN/AWilson and Lucas, 1936Uncertainty assigned by TRC = 1. K; TRC
Quantity Value Units Method Reference Comment
Deltavap66.6 ± 0.4kJ/molCErmelinda Eusébio, Lopes Jesus, et al., 2003AC

Enthalpy of vaporization

DeltavapH (kJ/mol) Temperature (K) Reference Comment
54.6433.Knowlton, Schieltz, et al., 1946, 2Based on data from 413. - 453. K.; AC

Enthalpy of fusion

DeltafusH (kJ/mol) Temperature (K) Reference Comment
10.8306.6Ermelinda Eusébio, Lopes Jesus, et al., 2003AC

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:


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: 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

meso-2,3-Butanediol + Acetone = 1,3-Dioxolane, 2,2,4,5-tetramethyl-, cis- + Water

By formula: C4H10O2 + C3H6O = C7H14O2 + H2O

Quantity Value Units Method Reference Comment
Deltar-17.kJ/molEqkAnteunis and Rommelaere, 1970liquid phase

Gas Chromatography

Go To: Top, Phase change data, Reaction thermochemistry 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

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Column type Active phase Temperature (C) I Reference Comment
PackedApiezon L160.756.Bogoslovsky, Anvaer, et al., 1978Celite 545

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

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Column type Active phase I Reference Comment
CapillaryHP-5MS807.Kim T.H., Kim T.H., et al., 200230. m/0.25 mm/0.25 «mu»m, He, 40. C @ 5. min, 3. K/min, 200. C @ 20. min
CapillaryDB-1759.Bartelt, 199730. m/0.32 mm/5. «mu»m, He, 35. C @ 1. min, 10. K/min; Tend: 270. C
CapillaryDB-1750.Bartelt, 199730. m/0.32 mm/5. «mu»m, He, 35. C @ 1. min, 10. K/min; Tend: 270. C

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

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Column type Active phase I Reference Comment
CapillaryDB-Wax1580.Kim T.H., Kim T.H., et al., 200230. m/0.25 mm/0.25 «mu»m, He, 40. C @ 5. min, 3. K/min, 200. C @ 20. min

Normal alkane RI, non-polar column, temperature ramp

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Column type Active phase I Reference Comment
CapillaryHP-5785.Radulovic, Dordevic, et al., 201030. m/0.25 mm/0.25 «mu»m, Hydrogen, 5. K/min; Tstart: 70. C; Tend: 290. C
CapillaryHP-5 MS743.Xu, Han, et al., 200930. m/0.25 mm/0.25 «mu»m, Helium, 60. C @ 2. min, 15. K/min, 300. C @ 10. min
CapillaryDB-1768.Buttery, Ling, et al., 199730. C @ 25. min, 4. K/min, 200. C @ 20. min; Column length: 60. m; Column diameter: 0.25 mm

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

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Column type Active phase I Reference Comment
CapillarySE-30759.Vinogradov, 2004Program: not specified

Normal alkane RI, polar column, temperature ramp

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Column type Active phase I Reference Comment
CapillaryHP-Innowax1582.Soria, Sanz, et al., 200850. m/0.20 mm/0.20 «mu»m, Helium, 45. C @ 2. min, 4. K/min, 190. C @ 50. min
CapillaryHP-Innowax1546.Soria, Sanz, et al., 200850. m/0.20 mm/0.20 «mu»m, Helium, 45. C @ 2. min, 4. K/min, 190. C @ 50. min
CapillaryDB-Wax Etr1606.Perestrelo, Fernandes, et al., 200630. m/0.25 mm/0.25 «mu»m, He, 40. C @ 1. min, 2. K/min, 220. C @ 10. min
CapillaryCarbowax 20M1567.de la Fuente, Martinez-Castro, et al., 200550. m/0.25 mm/0.25 «mu»m, Helium, 40. C @ 2. min, 4. K/min, 190. C @ 30. min
CapillaryCarbowax 20M1532.de la Fuente, Martinez-Castro, et al., 200550. m/0.25 mm/0.25 «mu»m, Helium, 40. C @ 2. min, 4. K/min, 190. C @ 30. min
CapillaryHP-Innowax1587.Soria, Gonzalez, et al., 200450. m/0.2 mm/0.2 «mu»m, He, 45. C @ 2. min, 4. K/min, 190. C @ 50. min
CapillaryDB-Wax1537.Osorio, Duque, et al., 200230. m/0.25 mm/0.25 «mu»m, He, 50. C @ 4. min, 4. K/min, 220. C @ 20. min
CapillaryDB-Wax1538.Osorio, Duque, et al., 200230. m/0.25 mm/0.25 «mu»m, He, 50. C @ 4. min, 4. K/min, 220. C @ 20. min
CapillaryDB-Wax1576.Buttery and Ling, 199830. C @ 4. min, 2. K/min, 170. C @ 30. min; Column length: 60. m; Column diameter: 0.25 mm
CapillaryDB-Wax1591.Wada and Shibamoto, 1997He, 3. K/min, 200. C @ 40. min; Column length: 60. m; Column diameter: 0.25 mm; Tstart: 50. C
CapillaryDB-Wax1525.Morales, Albarracín, et al., 199630. m/0.25 mm/0.25 «mu»m, He, 20. C @ 4. min, 4. K/min, 200. C @ 10. min
CapillaryDB-Wax1538.Morales, Albarracín, et al., 199630. m/0.25 mm/0.25 «mu»m, He, 50. C @ 4. min, 4. K/min, 200. C @ 10. min

Normal alkane RI, polar column, custom temperature program

View large format table.

Column type Active phase I Reference Comment
CapillaryDB-Wax1537.Tao, Wenlai, et al., 200830. m/0.32 mm/0.25 «mu»m, Helium; Program: 50 0C 20 0C/min -> 80 0C 3 0C/min -> 230 0C
CapillaryCarbowax 20M1570.Vinogradov, 2004Program: not specified

References

Go To: Top, Phase change data, Reaction thermochemistry 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]

Othmer, Shlechter, et al., 1945
Othmer, D.F.; Shlechter, N.; Koszalka, W.A., Composition of vapours from boiling binary solutions - systems used in butadiene manufacture from butylene glycol., Ind. Eng. Chem., 1945, 37, 895. [all data]

Fishbein, 1957
Fishbein, L., The Reaction of dl- and meso-2,3-dibromobutane with Silver nitrate in Acetonitrile. Failure of the Nitrate Ester Grouping to Exhibit the Neighboring Group Effect, J. Am. Chem. Soc., 1957, 79, 2959. [all data]

Knowlton, Schieltz, et al., 1946
Knowlton, J.W.; Schieltz, N.C.; Macmillan, D., Physical Chemistry of the 2,3-Butanediols, J. Am. Chem. Soc., 1946, 68, 208-10. [all data]

Lucas and Gould, 1941
Lucas, H.J.; Gould, C.W., The Conversion of 3-CHloro-2-butanols to the 2,3-Dichlorobutanes; Evidence for a Cyclic Chloronium Intermediate, J. Am. Chem. Soc., 1941, 63, 2541-2551. [all data]

Wilson and Lucas, 1936
Wilson, C.E.; Lucas, H.J., Stereochemical Relationships of the Isomeric 2,3-Butanediols and Related Compounds; Evidence of Walden Inversion, J. Am. Chem. Soc., 1936, 58, 2396. [all data]

Ermelinda Eusébio, Lopes Jesus, et al., 2003
Ermelinda Eusébio, M.; Lopes Jesus, A.J.; Cruz, Mafalda S.C.; Leitão, M. Luisa P.; Simões Redinha, J., Enthalpy of vaporisation of butanediol isomers, The Journal of Chemical Thermodynamics, 2003, 35, 1, 123-129, https://doi.org/10.1016/S0021-9614(02)00306-3 . [all data]

Knowlton, Schieltz, et al., 1946, 2
Knowlton, J.W.; Schieltz, N.C.; Macmillan, D., Physical chemical properties of the 2,3-butanediols, J. Am. Chem. Soc., 1946, 68, 208-210. [all data]

Anteunis and Rommelaere, 1970
Anteunis, M.; Rommelaere, Y., NMR experiments on acetals. XXIX. The ease of acetonide formation of some glycols, Bull. Soc. Chim. Belg., 1970, 79, 523-530. [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]

Kim T.H., Kim T.H., et al., 2002
Kim T.H.; Kim T.H.; Shin J.H.; Yu E.J.; Kim Y.S.; Lee H.J., Characteristics of aroma-active compounds in the pectin-elicited suspension culture of Zanthoxylum piperitum (prickly ash), Biotechnology Letters, 2002, 24, 7, 551-556, https://doi.org/10.1023/A:1014812508441 . [all data]

Bartelt, 1997
Bartelt, R.J., Calibration of a commercial solid-phase microextraction device for measuring headspace concentrations of organic volatiles, Anal. Chem., 1997, 69, 3, 364-372, https://doi.org/10.1021/ac960820n . [all data]

Radulovic, Dordevic, et al., 2010
Radulovic, N.S.; Dordevic, N.D.; Palic, R.M., Volatiles of Pleurospermum austriacum (L.) Hoffm. (Apiaceae), J. Serbian Chem. Soc., 2010, 75, 12, 1-11, https://doi.org/10.2298/JSC100323127R . [all data]

Xu, Han, et al., 2009
Xu, L.-L.; Han, T.; Wu, J.-Z.; Zhang, Q.-Y.; Zhang, H.; Huang, B.-K.; Rahman, K., Comparative research of chemical constituents, antifungal and antitumor properties of ether extracts of Panax ginseng and its endophytic fungus, Phytomedicine: Int. J. Phytotherapy Phytopharmacology, 2009, 16, 6-7, 609-616, https://doi.org/10.1016/j.phymed.2009.03.014 . [all data]

Buttery, Ling, et al., 1997
Buttery, R.G.; Ling, L.C.; Stern, D.J., Studies on popcorn aroma and flavor volatiles, J. Agric. Food Chem., 1997, 45, 3, 837-843, https://doi.org/10.1021/jf9604807 . [all data]

Vinogradov, 2004
Vinogradov, B.A., Production, composition, properties and application of essential oils, 2004, retrieved from http://viness.narod.ru. [all data]

Soria, Sanz, et al., 2008
Soria, A.C.; Sanz, J.; Martinez-Castro, I., SPME followed by GC-MS: a powerful technique for qualitative analysis of honey volatiles, Eur. Food Res. Technol., 2008, 1-12. [all data]

Perestrelo, Fernandes, et al., 2006
Perestrelo, R.; Fernandes, A.; Albuquerque, F.F.; Marques, J.C.; Camara, J.S., Analytical characterization of the aroma of Tinta Negra Mole red wine: Identification of the main odorants compounds, Anal. Chim. Acta., 2006, 563, 1-2, 154-164, https://doi.org/10.1016/j.aca.2005.10.023 . [all data]

de la Fuente, Martinez-Castro, et al., 2005
de la Fuente, E.; Martinez-Castro, I.; Sanz, J., Characterization of Spanish unifloral honeys by solid phase microextraction and gas chromatography-mass spectrometry, J. Sep. Sci., 2005, 28, 9-10, 1093-1100, https://doi.org/10.1002/jssc.200500018 . [all data]

Soria, Gonzalez, et al., 2004
Soria, A.C.; Gonzalez, M.; de Lorenzo, C.; Martinez-Castro, I.; Sanza, J., Characterization of artisanal honeys from Madrid (Central Spain) on the basis of their melissopalynological, physicochemical and volatile composition data, Food Chem., 2004, 85, 1, 121-130, https://doi.org/10.1016/j.foodchem.2003.06.012 . [all data]

Osorio, Duque, et al., 2002
Osorio, C.; Duque, C.; Suarez, M.; Salamanca, L.E.; Uruena, F., Free, glycosidically bound, and phosphate bound flavor constituents of badea (Passiflora quadrangularis) fruit pulp, J. Sep. Sci., 2002, 25, 3, 147-154, https://doi.org/10.1002/1615-9314(20020201)25:3<147::AID-JSSC147>3.0.CO;2-G . [all data]

Buttery and Ling, 1998
Buttery, R.G.; Ling, L.C., Additional studies on flavor components of corn tortilla chips, J. Agric. Food Chem., 1998, 46, 7, 2764-2769, https://doi.org/10.1021/jf980125b . [all data]

Wada and Shibamoto, 1997
Wada, K.; Shibamoto, T., Isolation and identification of volatile compounds from a wine using solid phase extraction, gas chromatography, and gas chromatography/mass spectrometry, J. Agric. Food Chem., 1997, 45, 11, 4362-4366, https://doi.org/10.1021/jf970157j . [all data]

Morales, Albarracín, et al., 1996
Morales, A.L.; Albarracín, D.; Rodríguez, J.; Duque, C.; Riaño, L.E.; Espitia, J., Volatile constituents from Andes berry (Rubus glaucus Benth), J. Hi. Res. Chromatogr., 1996, 19, 10, 585-587, https://doi.org/10.1002/jhrc.1240191011 . [all data]

Tao, Wenlai, et al., 2008
Tao, L.; Wenlai, F.; Yan, X., Characterization of volatile and semi-volatile compounds in Chinese rica wines by headspace solid phase microextraction followed by gas chromatography - mass spectrometry, J. Inst. Brew., 2008, 114, 2, 172-179, https://doi.org/10.1002/j.2050-0416.2008.tb00323.x . [all data]


Notes

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