3-Hydroxyacetophenone

3-Hydroxyacetophenone is a chemical compound. It is a component of castoreum, the exudate from the castor sacs of the mature beaver.[1]

3-Hydroxyacetophenone
Names
Preferred IUPAC name
1-(3-Hydroxyphenyl)ethan-1-one
Other names
1-(3-Hydroxyphenyl)ethanone
3-Acetylphenol
m-Hydroxyacetophenone
3'-Hydroxyacetophenone
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.004.086
UNII
  • InChI=1S/C8H8O2/c1-6(9)7-3-2-4-8(10)5-7/h2-5,10H,1H3
    Key: LUJMEECXHPYQOF-UHFFFAOYSA-N
  • CC(=O)C1=CC(=CC=C1)O
Properties
C8H8O2
Molar mass 136.150 g·mol−1
Density 1.099 g/cm3
Melting point 96 °C (205 °F; 369 K)
Boiling point 296 °C (565 °F; 569 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Humans excrete small amounts of conjugated 2-amino-3-hydroxyacetophenone, a product of tryptophan metabolism, in the urine.[2]

The plant Chrysothamnus viscidiflorus (Asteraceae) contains an m-hydroxyacetophenone named viscidone.[3]

See also

References
  1. Müller-Schwarze, D.; Houlihan, Peter W. (1991). "Pheromonal activity of single castoreum constituents in beaver, Castor canadensis". Journal of Chemical Ecology. 17 (4): 715–34. doi:10.1007/BF00994195. PMID 24258917. S2CID 29937875.
  2. Dalgliesh, CE (1955). "Excretion of conjugated 2-amino-3-hydroxyacetophenone by man, and its significance in tryptophan metabolism". Biochemical Journal. 61 (2): 334–337. doi:10.1042/bj0610334. PMC 1215790. PMID 13260216.
  3. Ngo, le-van; Thi, Van Cuong Pham (1981). "An unusual m-hydroxyacetophenone and three new chromanone derivatives from Chrysothamnus viscidiflorus". Phytochemistry. 20 (3): 485. doi:10.1016/S0031-9422(00)84171-0.


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