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Sigma-Aldrich

1-(2-Hydroxyphenyl)-3-phenyl-1,3-propanedione

98%

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About This Item

Linear Formula:
HOC6H4COCH2COC6H5
CAS Number:
1469-94-9
Molecular Weight:
240.25
MDL number:
MFCD00043495
UNSPSC Code:
12352100
PubChem Substance ID:
24866145
NACRES:
NA.22

assay

98%

mp

120-122 °C (lit.)

functional group

ketone
phenyl

SMILES string

Oc1ccccc1C(=O)CC(=O)c2ccccc2

InChI

1S/C15H12O3/c16-13-9-5-4-8-12(13)15(18)10-14(17)11-6-2-1-3-7-11/h1-9,16H,10H2

InChI key

OABFIJGAEVKMJP-UHFFFAOYSA-N

General description

1-(2-Hydroxyphenyl)-3-phenyl-1,3-propanedione is a chalcone. It has been isolated from the stem bark of Millettia ovalifolia and the root bark of Pongamia pinnata. It can be prepared by the benzoylation of ortho-hydroxyacetophenone in pyridine. It has been reported to crystallize in the triclinic space group. It exists in two enolic tautomeric forms in which the hydroxyl and phenolic protons are linked to the ketonic oxygen atom via hydrogen bonds.[1] It forms (1:1) inclusion compounds by reacting with formaldehyde in the presence of various 1-arylpiperazines.[2]

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
07318AE
05308KI
14427PI
12809KG

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Abnormal base catalysed reaction of formaldehyde and benzaldehydes with 1-(2-hydroxyphenyl)-3-phenyl-1, 3-propanedione.
Joglekar SJ and Samant SD.
Tetrahedron Letters, 29(2), 241-244 (1988)
Crystal structures of 1-(2-hydroxyphenyl)-3-phenyl-1, 3-propanedione and 1-(1, 3-benzodioxol-5-yl)-3-(2, 4-dimethoxyphenyl)-1, 3-propanedione.
Ng SW, et al.
Journal of Chemical Crystallography, 24(5), 331-335 (1994)

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