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
ECHA InfoCard 100.009.663 Edit this at Wikidata
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).
Infobox references

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 (2000). "Phenol Derivatives". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a19_313.
  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). doi:10.1038/s41598-020-66997-5. ISSN 2045-2322. PMID 32561880.


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