Dibutyl tartrate
Appearance
![]() Dibutyl tartrate, with no stereochemical detail
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Names | |
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IUPAC name
dibutyl 2,3-dihydroxybutanedioate
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Identifiers | |
3D model (JSmol)
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ChemSpider | |
ECHA InfoCard | 100.001.623 |
EC Number |
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PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C12H22O6 | |
Molar mass | 262.302 g·mol−1 |
Density | 1.091 |
Melting point | 21 °C (70 °F; 294 K) |
Boiling point | 320 °C (608 °F; 593 K) |
Chiral rotation ([α]D)
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+11.5[clarification needed] |
Refractive index (nD)
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1.447 |
Hazards | |
Flash point | 91 °C (196 °F; 364 K) |
284 °C (543 °F; 557 K) | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Dibutyl tartrate is a di-ester of tartaric acid and butanol.[1] It has been used as a chiral oil to separate enantiomers in chromatography.[2][3] Another use is in farinographs.[4] Yet another use is as a plasticizer.[5] The material is classed as "green" as it is made from natural products, and is biodegradable.[6]
Properties
[edit]The dielectric constant of dibutyl tartrate is 9.4[7]
References
[edit]- ^ "Dibutyl tartrate". webbook.nist.gov.
- ^ Eeckhaut, Ann Van; Michotte, Yvette (2009). Chiral Separations by Capillary Electrophoresis. CRC Press. pp. 258–262. ISBN 978-1-4200-6934-1.
- ^ Kahle, Kimberly A.; Foley, Joe P. (June 2007). "Two-chiral-component microemulsion electrokinetic chromatography–chiral surfactant and chiral oil: Part 1. Dibutyl tartrate". Electrophoresis. 28 (11): 1723–1734. doi:10.1002/elps.200600551. PMID 17464962. S2CID 41187551.
- ^ Lawton, W. "Viscoelasticity of Zein-Starch Doughs". Cereal Chern. 69 (4): 351–355.
- ^ The Industrial Chemist. Vol. 20. Tothill Press. 1944. p. 98.
- ^ Zawada, Krzysztof; Plichta, Andrzej; Jańczewski, Dominik; Hajmowicz, Halina; Florjańczyk, Zbigniew; Stępień, Magdalena; Sobiecka, Agnieszka; Synoradzki, Ludwik (26 May 2017). "Esters of Tartaric Acid, A New Class of Potential "Double Green" Plasticizers". ACS Sustainable Chemistry & Engineering. 5 (7): 5999–6007. doi:10.1021/acssuschemeng.7b00814.
- ^ CRC Handbook 84th edition page 6-175