1,1-Diethoxyethane

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1,1-Diethoxyethane
Skeletal formula
Names
Preferred IUPAC name
1,1-Diethoxyethane
Other names
  • Acetaldehyde diethyl acetal
  • Acetal
  • Ethylidene diethyl ether
Identifiers
3D model (JSmol)
ChemSpider
EC Number
  • 203-310-6
UNII
  • InChI=1S/C6H14O2/c1-4-7-6(3)8-5-2/h6H,4-5H2,1-3H3
    Key: DHKHKXVYLBGOIT-UHFFFAOYSA-N
  • InChI=1/C6H14O2/c1-4-7-6(3)8-5-2/h6H,4-5H2,1-3H3
    Key: DHKHKXVYLBGOIT-UHFFFAOYAL
  • CCOC(C)OCC
Properties
C6H14O2
Molar mass 118.176 g·mol−1
Appearance Colorless liquid
Density 0.83 g/cm3[1]
Melting point −100 °C (−148 °F; 173 K)[1]
Boiling point 102 °C (216 °F; 375 K)[1]
46 g/L[1]
1.3834 (20 °C)[2]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

1,1-Diethoxyethane (acetaldehyde diethyl acetal) is a major flavoring component of distilled beverages, especially malt whisky[3] and sherry.[4] Although it is just one of many compounds containing an acetal functional group, this specific chemical is sometimes called simply acetal.

References

  1. 1.0 1.1 1.2 1.3 "Data sheet of acetaldehyde" (PDF). Merck. Retrieved 2014-06-02.[permanent dead link]
  2. Lide, David R., ed. (2009). CRC Handbook of Chemistry and Physics (90th ed.). Boca Raton, Florida: CRC Press. ISBN 978-1-4200-9084-0.
  3. Maarse, H. (1991). Volatile Compounds in Foods and Beverages. CRC Press. p. 553. ISBN 978-0-8247-8390-7.
  4. Zea, Luis; Serratosa, María P.; Mérida, Julieta; Moyano, Lourdes (2015). "Acetaldehyde as Key Compound for the Authenticity of Sherry Wines: A Study Covering 5 Decades". Comprehensive Reviews in Food Science and Food Safety. 14 (6): 681–693. doi:10.1111/1541-4337.12159. In sensory terms, 1,1-diethoxyethane and other acetals, acetoin, and sotolon are the main compounds formed from acetaldehyde in Sherry wines.