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2',4'-Dihydroxyacetophenone (Standard)

CAT: 0804-HY-Y0694R-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-Y0694R-01Size:5 mg
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Description
2',4'-Dihydroxyacetophenone (Resacetophenone) is acetophenone carrying hydroxy substituents at positions 2' and 4'. 2',4'-Dihydroxyacetophenone involves in a practical CsHCO3-mediated alkylation that efficiently provide 4-alkylated products with excellent regioselectivity, good isolated yields and a broad substrate scope. 2',4'-Dihydroxyacetophenone is a plant metabolite[1][2][3].
CAS Number
89-84-9
UNSPSC
12352005
Target
COX; Endogenous Metabolite
Related Pathways
Immunology/Inflammation; Metabolic Enzyme/Protease
Field of Research
Cancer
Smiles
CC(C1=CC=C(O)C=C1O)=O
Molecular Formula
C8H8O3
Molecular Weight
152.15
References & Citations
[1]Li XJ, et al. Bioactive metabolites from biotransformation of paeonol by the white-rot basidiomycete Coriolus versicolor. Nat Prod Commun. 2011 Aug;6 (8) :1129-30.|[2]Baughman RG, et al. 2,4-Dinitrophenylhydrazones of 2,4-dihydroxybenzaldehyde, 2,4-dihydroxyacetophenone and 2,4-dihydroxybenzophenone. Acta Crystallogr C. 2004 Feb;60 (Pt 2) :o103-6. |[3]Frank A, et al. Regioselective alkylation of 2,4-dihydroxybenzyaldehydes and 2,4-dihydroxyacetophenones. Tetrahedron Lett. 2022 Apr 13;95:153755. |[4]Mutoh M, et al., Suppression by flavonoids of cyclooxygenase-2 promoter-dependent transcriptional activity in colon cancer cells: structure-activity relationship. Jpn J Cancer Res. 2000 Jul;91 (7) :686-91.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

2',4'-Dihydroxyacetophenone

2',4'-dihydroxyacetophenone is a dihydroxyacetophenone that is acetophenone carrying hydroxy substituents at positions 2' and 4'. It has a role as a plant metabolite. It is a dihydroxyacetophenone and a member of resorcinols.

CAS Number89-84-9
PubChem CID6990
IUPAC Name1-(2,4-dihydroxyphenyl)ethanone
Molecular FormulaC8H8O3
Molecular Weight152.15
XLogP1.7
Topological Polar Surface Area57.5
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count1
Heavy Atom Count11
Formal Charge0
Complexity155
SMILES
CC(=O)C1=C(C=C(C=C1)O)O
InChI
InChI=1S/C8H8O3/c1-5(9)7-3-2-6(10)4-8(7)11/h2-4,10-11H,1H3
InChIKey
SULYEHHGGXARJS-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of 2',4'-Dihydroxyacetophenone
CAS: 89-84-9
CID: 6990
Formula: C8H8O3
MW: 152.15
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight152.15
XLogP31.7
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count1
Exact Mass152.047344113
Monoisotopic Mass152.047344113
Topological Polar Surface Area57.5 Ų
Heavy Atom Count11
Formal Charge0
Complexity155
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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