Di-n-propyl ether: Difference between revisions
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'''Dipropyl ether''' is the symmetrical [[ether]] of two ''n''-[[propyl]] groups. |
'''Dipropyl ether''' is the symmetrical [[ether]] of two ''n''-[[propyl]] groups. It is a colorless, [[flammable liquid]] with a sickening sweet odor typical of ethers. |
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==Preparation== |
==Preparation== |
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Revision as of 23:08, 3 July 2012
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| Names | |
|---|---|
| IUPAC name
1-Propoxypropane
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| Other names
propyl ether
dipropyl ether di-n-propyl ether | |
| Identifiers | |
3D model (JSmol)
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| ChemSpider | |
| ECHA InfoCard | 100.003.518 |
PubChem CID
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CompTox Dashboard (EPA)
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| Properties | |
| C6H14O | |
| Molar mass | 102.177 g·mol−1 |
| Appearance | Colorless liquid |
| Density | 0.75 g/cm3[1] |
| Melting point | −122 °C (−188 °F; 151 K) |
| Boiling point | 90 °C (194 °F; 363 K) |
| 3 g/L (20 °C) | |
| Hazards | |
| Flash point | −18 °C (0 °F)[1] |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Dipropyl ether is the symmetrical ether of two n-propyl groups. It is a colorless, flammable liquid with a sickening sweet odor typical of ethers.
Preparation
Acid catalyzed ether synthesis
Dipropyl ether can be synthesized by reacting two molecules of propan-1-ol in the presence of 4-methylbenezesulfonic acid (a strong acid) and heat, in the same way other symmetrical ethers may be formed.[2]
Williamson ether synthesis
This ether may also be prepared by way of the Williamson ether synthesis.[3]
Propoxide, the alkoxide anion of propan-1-ol, is reacted under mild heating with a suitable propane substrate featuring a good leaving group, such as a halogen atom or sulfonate ester, subsituted at the 1 position. The strongly electronegative oxygen atom of the propoxide molecule attacks the propane substrate and the leaving group is ejected, yielding dipropyl ether.
See also
References
- ^ a b c d Record in the GESTIS Substance Database of the Institute for Occupational Safety and Health
- ^ O'Neil, Maryadele; Heckelman, Patricia; Koch, Cherie; Roman, Kristin, ed. (2006). Merck Index of Chemicals and Drugs, 14th ed. Merck Research Laboratories. ISBN 978-0-911910-00-1.
{{cite book}}: CS1 maint: multiple names: editors list (link) - ^ Fox, Marye; Whitesell, James (2004). Organic Chemistry, 3rd ed. Jones & Bartlett Publishers. ISBN 978-0763735869.
{{cite book}}: CS1 maint: multiple names: authors list (link)
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