3-Ethylphenol

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3-Ethyl phenol
Chemical structure of 3-ethyl phenol
Names
Preferred IUPAC name
3-Ethylphenol
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
KEGG
UNII
  • InChI=1S/C8H10O/c1-2-7-4-3-5-8(9)6-7/h3-6,9H,2H2,1H3
    Key: HMNKTRSOROOSPP-UHFFFAOYSA-N
  • Oc1cc(ccc1)CC
Properties
C8H10O
Molar mass 122.167 g·mol−1
Appearance colorless liquid
Density 1.0076 g/cm3
Melting point −4.5 °C (23.9 °F; 268.6 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

3-Ethylphenol is an organic compound with the formula C2H5C6H4OH. It is one of three isomeric ethylphenols. A colorless liquid, it occurs as an impurity in xylenols and as such is used in the production of commercial phenolic resins.[1]

Niche use and occurrence

3-Ethylphenol is found in urine samples of female elephants.[2] It is used as a photographic chemical intermediate and an intermediate for the cyan coupler of photographic paper.[3] It's a tsetse fly attractant. Therefore, it's a kairomone.[4]

References

  1. Fiege, Helmut; Voges, Heinz-Werner; Hamamoto, Toshikazu; Umemura, Sumio; Iwata, Tadao; Miki, Hisaya; Fujita, Yasuhiro; Buysch, Hans-Josef; Garbe, Dorothea; Paulus, Wilfried (2000). "Phenol Derivatives". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a19_313. ISBN 3527306730.
  2. L.E.L. Rasmussen and V. Krishnamurthy (January 2001). "Urinary, temporal gland, and breath odors from Asian elephants of Mudumalai National Park" (PDF). GAJAH, the Journal of the Asian Elephant Specialist Group (20): 1–8.
  3. Horikawa Y (1998). "Industrialization of the process for cyancoupler intermediate production". Res Dev Rep Sumitomo Chem. 2: 44–48.
  4. Hitschler, Julia; Grininger, Martin; Boles, Eckhard (2020). "Substrate promiscuity of polyketide synthase enables production of tsetse fly attractants 3-ethylphenol and 3-propylphenol by engineering precursor supply in yeast". Scientific Reports. 10 (1): 9962. Bibcode:2020NatSR..10.9962H. doi:10.1038/s41598-020-66997-5. ISSN 2045-2322. PMC 7305150. PMID 32561880.