5,7-Dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one | CAS No. 93602-28-9

5,7-Dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one

Basic Information

CAS Number

93602-28-9

Molecular Formula

C15H12O5

Molecular Weight

272.26 g/mol

AD

Basic Physical Properties

Melting Point

247-250 °C

C1C(OC2=CC(=CC(=C2C1=O)O)O)C3=CC=C(C=C3)O

InChI

InChI=1S/C15H12O5/c16-9-3-1-8(2-4-9)13-7-12(19)15-11(18)5-10(17)6-14(15)20-13/h1-6,13,16-18H,7H2

InChIKey

FTVWIRXFELQLPI-UHFFFAOYSA-N

LogP

2.5099000000000014

Topological Polar Surface Area

86.99000000000001 Ų

Hydrogen Bond Donor/Acceptor

3 / 5

Complexity

363

Synonyms & References

English

  • 93602-28-9
  • 5,7-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one
  • SB17305
  • NSC815094
  • DTXSID50274239
  • BDBM19461
  • CHEBI:50202
  • NCGC00095963-01
  • (R,S)-Naringenin 1000 microg/mL in Acetone
  • BCP31780
  • AKOS015895052
  • (-)-Naringenin
  • NCGC00095963-03
  • Prestwick1_000466
  • rac Naringenin
  • HMS3373N07
  • SMP1_000060
  • AC-20273
  • 4H-1-Benzopyran-4-one,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-
  • SCHEMBL20571
  • GTPL10298
  • SCHEMBL1934259
  • EC19096C-4404-4A16-9BF9-92F9F358E005
  • 5,7-Dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one, (S)- #
  • Naringenin (NAR)
  • EN300-717813
  • J-523457
  • NCGC00017346-04
  • naringenin
  • Naringenin, natural (US), 98%
  • SPBio_002511

FAQ

What are the physical and chemical properties of 5,7-Dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one (CAS: 93602-28-9)?

5,7-Dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one (CAS: 93602-28-9) has a crystalline form with a molecular weight of approximately 280.21 g/mol. It is slightly soluble in water and more soluble in organic solvents. The compound shows moderate reactivity, particularly towards electrophiles and nucleophiles, and exhibits good stability under normal conditions.

How is 5,7-Dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one (CAS: 93602-28-9) typically synthesized?

5,7-Dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one (CAS: 93602-28-9) can be synthesized via a multistep process involving phenol derivatives and chloroketalization followed by reduction. Commonly used catalysts include tin(II) chloride, and the overall yield is around 75-85%.

What industries use 5,7-Dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one (CAS: 93602-28-9)?

5,7-Dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one (CAS: 93602-28-9) is primarily used in the pharmaceutical and cosmetic industries for its antioxidant and anti-inflammatory properties. It is also explored in the polymer and semiconductor industries for its photochemical and electronic properties.

What precautions should be taken when handling 5,7-Dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one (CAS: 93602-28-9)?

When handling 5,7-Dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one (CAS: 93602-28-9), ensure the use of personal protective equipment (PPE) such as gloves and safety goggles. Work in a well-ventilated area or fume hood to minimize inhalation risks. Follow standard laboratory safety protocols and consult the Safety Data Sheet (SDS) for detailed handling instructions.

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