5,7-Dihydroxy-2-(4-hydroxyphenyl)-8-(3-methyl-2-buten-1-yl)-4H-chromen-4-one | CAS No. 72357-31-4

5,7-Dihydroxy-2-(4-hydroxyphenyl)-8-(3-methyl-2-buten-1-yl)-4H-chromen-4-one

Basic Information

CAS Number

72357-31-4

Molecular Formula

C20H18O5

Molecular Weight

338.36 g/mol

AD

Basic Physical Properties

Physical State

Yellow powder

Melting Point

239-240 ºC

Density

1.351±0.06 g/cm3 (20 ºC 760 Torr),

CC(=CCc1c(cc(c2c1oc(cc2=O)c3ccc(cc3)O)O)O)C

InChI

InChI=1S/C20H18O5/c1-11(2)3-8-14-15(22)9-16(23)19-17(24)10-18(25-20(14)19)12-4-6-13(21)7-5-12/h3-7,9-10,21-23H,8H2,1-2H3

InChIKey

MEHHCBRCXIDGKZ-UHFFFAOYSA-N

LogP

4.085500000000004

Topological Polar Surface Area

90.9 Ų

Hydrogen Bond Donor/Acceptor

3 / 5

Complexity

554

Synonyms & References

English

  • 4',5,7-trihydroxy-8-prenylflavone
  • 5,7,4'-trihydroxy-8-prenylflavone
  • 8-Prenylapigenin
  • isocannflavin B
  • licoflavone
  • Licoflavone C
  • 5,7-Dihydroxy-2-(4-hydroxyphenyl)-8-(3-methyl-2-buten-1-yl)-4H-1-benzopyran-4-one
  • 0DQ85982ZY
  • MEGxp0_002023
  • 4,5,7-trihydroxy-8-prenylflavone
  • LMPK12110422
  • BDBM50240972
  • 4H-1-Benzopyran-4-one, 5,7-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methyl-2-buten-1-yl)-
  • 5,7-Dihydroxy-2-(4-hydroxy-phenyl)-8-(3-methyl-but-2-enyl)-chromen-

MDL Number

MFCD00950304

FAQ

What are the physical and chemical properties of 5,7-Dihydroxy-2-(4-hydroxyphenyl)-8-(3-methyl-2-buten-1-yl)-4H-chromen-4-one (CAS: 72357-31-4)?

The compound is a crystalline solid with a molecular weight of approximately 343.33 g/mol. It is slightly soluble in water and more soluble in organic solvents like ethanol and acetone. Chemically, it is moderately reactive, particularly towards nucleophiles and electrophiles. It exhibits good stability under normal storage conditions but requires handling under an inert atmosphere to prevent degradation.

How is 5,7-Dihydroxy-2-(4-hydroxyphenyl)-8-(3-methyl-2-buten-1-yl)-4H-chromen-4-one (CAS: 72357-31-4) typically synthesized?

This compound can be synthesized via a condensation reaction between a substituted chromone and an aldehyde, followed by reduction and ring closure. Common catalysts include palladium on carbon, and the reaction typically yields a mixture of diastereomers. Optimal conditions include use of a mild reducing agent and appropriate solvent to ensure high selectivity and yield.

What industries use 5,7-Dihydroxy-2-(4-hydroxyphenyl)-8-(3-methyl-2-buten-1-yl)-4H-chromen-4-one (CAS: 72357-31-4)?

This compound finds application in the pharmaceutical industry for its potential as a drug precursor, in the polymer industry for its use as a monomer, and in the sensor industry due to its chromogenic properties. It is also explored in semiconductor research for its photochemical and electronic properties.

What precautions should be taken when handling 5,7-Dihydroxy-2-(4-hydroxyphenyl)-8-(3-methyl-2-buten-1-yl)-4H-chromen-4-one (CAS: 72357-31-4)?

Handle the compound in a well-ventilated area or fume hood due to its potential to produce volatile compounds. Wear appropriate personal protective equipment (PPE), including gloves, goggles, and a lab coat. Store in a cool, dry place away from direct sunlight. In case of spill, immediately clean up using appropriate absorbent materials and refer to the safety data sheet (SDS) for further guidance.

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