Ethyl phenyl ether

Ethyl phenyl ether
Skeletal formula of ethyl phenyl ether
Ball-and-stick model of the ethyl phenyl ether molecule
Names
Preferred IUPAC name
Ethoxybenzene
Other names
  • Phenetole
  • Phenoxyethane[1]
Identifiers
  • 103-73-1 checkY
3D model (JSmol)
  • Interactive image
ChEMBL
  • ChEMBL499585 checkY
ChemSpider
  • 7391 checkY
ECHA InfoCard 100.002.854
  • 7674
UNII
  • RB8LU2C57F ☒N
  • DTXSID7059278
  • InChI=1S/C8H10O/c1-2-9-8-6-4-3-5-7-8/h3-7H,2H2,1H3 checkY
    Key: DLRJIFUOBPOJNS-UHFFFAOYSA-N checkY
  • InChI=1/C8H10O/c1-2-9-8-6-4-3-5-7-8/h3-7H,2H2,1H3
    Key: DLRJIFUOBPOJNS-UHFFFAOYAS
  • O(c1ccccc1)CC
Properties
C8H10O
Molar mass 122.167 g·mol−1
Appearance Colorless to yellowish oily liquid[2]
Density 0.967 g/mL[2]
Melting point −30 °C (−22 °F; 243 K)[2]
Boiling point 169 to 170 °C (336 to 338 °F; 442 to 443 K)[2]
0.57 g/L[2]
Hazards
Flash point 57 °C (135 °F; 330 K)[2]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Ethyl phenyl ether (or phenetole) is an organic compound that belongs to a class of compounds called ethers. Ethyl phenyl ether has the same properties as some other ethers, such as volatility, explosive vapors, and the ability to form peroxides. It will dissolve in less polar solvents such as ethanol or ether, but not in polar solvents such as water.[1]

Preparation

Ethyl phenyl ether can be prepared by the reaction of phenol with diethyl sulfate:

PhOH + NaOH → PhONa+
PhONa+ + Et2SO4 → Ph-O-Et

This reaction follows SN2 path.[citation needed]

See also

Notes

  1. ^ a b "Phenetole". PubChem. 26 March 2005. Retrieved 2022-08-22.
  2. ^ a b c d e f Record in the GESTIS Substance Database of the Institute for Occupational Safety and Health

Additional references

  • Organic Chemistry, Fessenden & Fessenden, 6th Edition, Ralph J. Fessenden et al.
  • For Antoine constants: http://webbook.nist.gov/cgi/cbook.cgi?ID=C103731&Units=SI&Mask=4#ref-10


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