meso-2,3-Butanediol

• Formula: C₄H₁₀O₂
• Molecular weight: 90.1210
• IUPAC Standard InChI: InChI=1S/C4H10O2/c1-3(5)4(2)6/h3-6H,1-2H3/t3-,4+ Copy

  
• IUPAC Standard InChIKey: OWBTYPJTUOEWEK-ZXZARUISSA-N Copy
• CAS Registry Number: 5341-95-7
• 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.
• Species with the same structure:
  • 2,3-Butanediol, (R,S)
• Stereoisomers:
  • 2,3-Butanediol, [S-(R*,R*)]-
  • 2,3-Butanediol, [R-(R*,R*)]-
  • 2,3-Butanediol
  • DL-2,3-Butanediol
  • levo-butane-2,3-diol
  • 2,3-Butanediol, rac
  • 2,3-Butanediol, (R,R)
• Other names: 2,3-Butanediol, meso-; (E)-2,3-butanediol; threo-2,3-Butanediol; erythro-2,3-Butanediol; meso-butane-2,3-diol; (R,S)-Butan-2,3-diol; 2,3-Butanediol (erythro-); 2,3-butanediol (erythro)
• Information on this page:
  • Phase change data
  • Reaction thermochemistry data
  • References
  • Notes
• Other data available:
  • Gas Chromatography
• Options:
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• NIST / TRC Web Thermo Tables, professional edition (thermophysical and thermochemical data)

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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

Enthalpy of vaporization

Enthalpy of fusion

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

 +  =  + 

By formula: C₄H₁₀O₂ + C₃H₆O = C₇H₁₄O₂ + H₂O

References

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

Notes

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• Symbols used in this document:
  

  Tboil	Boiling point
  Tfus	Fusion (melting) point
  ΔfusH	Enthalpy of fusion
  ΔrH°	Enthalpy of reaction at standard conditions
  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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