Diisopropyl ether

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Diisopropyl ether
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Names
Other names
Diisopropyl oxide, 2-Isopropoxy propane
Identifiers
108-20-3 YesY
ChemSpider 7626 YesY
Jmol 3D model Interactive image
  • InChI=1S/C6H14O/c1-5(2)7-6(3)4/h5-6H,1-4H3 YesY
    Key: ZAFNJMIOTHYJRJ-UHFFFAOYSA-N YesY
  • InChI=1/C6H14O/c1-5(2)7-6(3)4/h5-6H,1-4H3
    Key: ZAFNJMIOTHYJRJ-UHFFFAOYAC
  • O(C(C)C)C(C)C
Properties
C6H14O
Molar mass 102.18 g·mol−1
Appearance Colorless liquid
Odor Sharp, sweet, ether-like[1]
Density 0.725 g/ml
Melting point −60 °C (−76 °F; 213 K)
Boiling point 68.5 °C (155.3 °F; 341.6 K)
2 g/L at 20 °C
Vapor pressure 119 mmHg (20°C)[1]
Vapor pressure {{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
YesY verify (what is YesYN ?)
Infobox references

Diisopropyl ether is secondary ether that is used as a solvent. It is a colorless liquid that is slightly soluble in water, but miscible with organic solvents. It is used as an extractant and an oxygenate gasoline additive. It is obtained industrially as a byproduct in the production of isopropanol by hydration of propene.[2] Diisopropyl ether is sometimes represented by the abbreviation "DIPE".

Uses

Whereas at 20 °C, diethyl ether will dissolve 1% by weight water, DIPE only dissolves half as much. It is used as a specialized solvent to remove or extract polar organic compounds from aqueous solutions, e.g. phenols, ethanol, acetic acid. DIPE is used as an antiknock agent.

Safety

Diisopropyl ether can form explosive peroxides upon standing in air for long periods. This reaction proceeds more easily than for ethyl ether, due to the secondary carbon next to the oxygen atom. Antioxidants can be used to prevent this process. The stored solvent should therefore be tested for the presence of peroxides more often (recommended once every 3 months for diisopropyl ether vs. once every 12 months for ethyl ether[3]). Peroxides may be removed by shaking the ether with a solution of iron(II) sulfate. For safety reasons, methyl tert-butyl ether is often used as an alternative solvent.

See also

References

  1. 1.0 1.1 Cite error: Invalid <ref> tag; no text was provided for refs named NIOSH
  2. Michael Sakuth, Thomas Mensing, Joachim Schuler, Wilhelm Heitmann, Günther Strehlke, Dieter Mayer ³Ethers, Aliphatic² Ullmann's Encyclopedia of Industrial Chemistry 2010, Wiley-VCH, Weinheim. doi:10.1002/14356007.a10_023.pub2
  3. http://www.ccohs.ca/oshanswers/chemicals/organic/organic_peroxide.html

External links