(2S)-2-(3,4-Dimethoxyphenyl)-5,7-dimethoxy-2,3-dihydro-4H-chromen-4-one | CAS No. 74628-43-6

(2S)-2-(3,4-Dimethoxyphenyl)-5,7-dimethoxy-2,3-dihydro-4H-chromen-4-one

Basic Information

CAS Number

74628-43-6

Molecular Formula

C19H20O6

Molecular Weight

344.36 g/mol

AD

Basic Physical Properties

COC1=CC=C(C=C1OC)[C@@H]1CC(=O)C2C(=CC(=CC=2OC)OC)O1

InChI

InChI=1S/C19H20O6/c1-21-12-8-17(24-4)19-13(20)10-15(25-18(19)9-12)11-5-6-14(22-2)16(7-11)23-3/h5-9,15H,10H2,1-4H3/t15-/m0/s1

InChIKey

FPXNMRFTZWGJIT-HNNXBMFYSA-N

LogP

3.427500000000002

Topological Polar Surface Area

63.22000000000001 Ų

Hydrogen Bond Donor/Acceptor

0 / 6

Synonyms & References

English

  • (-)-3',4',5,7-tetramethoxyflavanone
  • (2S)-5,7,3',4'-tetramethoxyflavanone
  • (S)-5,7,3',4'-tetramethoxyflavanone

FAQ

What are the physical and chemical properties of (2S)-2-(3,4-Dimethoxyphenyl)-5,7-dimethoxy-2,3-dihydro-4H-chromen-4-one (CAS: 74628-43-6)?

The compound (2S)-2-(3,4-Dimethoxyphenyl)-5,7-dimethoxy-2,3-dihydro-4H-chromen-4-one is a crystalline solid with a molecular weight of approximately 344.27 g/mol. It has limited water solubility and is soluble in organic solvents like ethanol and methanol. This compound shows moderate reactivity towards nucleophiles, particularly under basic conditions. It is stable under normal storage conditions but may degrade upon exposure to light and air.

How is (2S)-2-(3,4-Dimethoxyphenyl)-5,7-dimethoxy-2,3-dihydro-4H-chromen-4-one (CAS: 74628-43-6) typically synthesized?

This compound can be synthesized via a multistep reaction involving the protection of a phenolic hydroxyl group, followed by a condensation reaction to form the chromone skeleton. Common methods include the use of acetic anhydride for protection and the Birch reduction for the formation of the chromone. The reaction is typically conducted under anhydrous conditions with a yield of around 70-80%, and high selectivity towards the desired diastereoisomer.

What industries use (2S)-2-(3,4-Dimethoxyphenyl)-5,7-dimethoxy-2,3-dihydro-4H-chromen-4-one (CAS: 74628-43-6)?

This compound is primarily used in the pharmaceutical industry for the development of new drug candidates. It is also utilized in the polymer industry as a precursor for the synthesis of functional polymers with specific properties. Additionally, it has potential applications in the production of sensors and semiconductors due to its optical and electronic properties.

What precautions should be taken when handling (2S)-2-(3,4-Dimethoxyphenyl)-5,7-dimethoxy-2,3-dihydro-4H-chromen-4-one (CAS: 74628-43-6)?

When handling (2S)-2-(3,4-Dimethoxyphenyl)-5,7-dimethoxy-2,3-dihydro-4H-chromen-4-one, it is important to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area or with the use of a fume hood to minimize exposure. Spills should be cleaned up promptly with appropriate absorbent materials. Always refer to the Safety Data Sheet (SDS) for specific handling and storage guidelines.

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