(2S,3S)-2-(3,4-Dihydroxyphenyl)-3,5,7-chromanetriol

Basic Information

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CAS Number

35323-91-2

Molecular Formula

C15H14O6

Molecular Weight

290.27 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Basic Physical Properties

Melting Point

234-238 ºC

Boiling Point

352.36°C (rough estimate)

Refractive Index

1.4413 (estimate)

SMILES

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c1cc(c(cc1[C@H]2[C@H](Cc3c(cc(cc3O2)O)O)O)O)O

InChI

InChI=1S/C15H14O6/c16-8-4-11(18)9-6-13(20)15(21-14(9)5-8)7-1-2-10(17)12(19)3-7/h1-5,13,15-20H,6H2/t13-,15-/m0/s1

InChIKey

PFTAWBLQPZVEMU-ZFWWWQNUSA-N

LogP

1.5461000000000005

Topological Polar Surface Area

110.38000000000001 Å²

Hydrogen Bond Donor/Acceptor

5 / 6

Synonyms & References

English

2H-1-Benzopyran-3,5,7-triol,2-(3,4-dihydroxyphenyl)-3,4-dihydro-, (2S,3S)-
(-)-3,5,7,3',4'-PENTAHYDROXYFLAVAN
(2S,3S)-2-(3,4-Ddihydroxyphenyl)-chroman-3,5,7-triol
(2S,3S)-2-(3,4-Dihydroxyphenyl)chroman-3,5,7-triol
EPICATECHIN, (+)-(PLEASE CALL)(RG)
(+)-Epicatechin
AC1L4AK5
CHEBI:310357
CHEBI:76125
CHEMBL129482
DNC013888
ent-Epicatechin
SureCN862089
(2S,3S)-2-(3,4-Dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol
(+)-Epicatechol
(2S,3S)-(+)-Epicatechin
d-Epicatechin

MDL Number

MFCD00075648

FAQ

What are the physical and chemical properties of (2S,3S)-2-(3,4-Dihydroxyphenyl)-3,5,7-chromanetriol (CAS: 35323-91-2)?

(2S,3S)-2-(3,4-Dihydroxyphenyl)-3,5,7-chromanetriol is a white crystalline solid with a molecular weight of approximately 328.22 g/mol. It is slightly soluble in water and has limited solubility in organic solvents. This compound is known for its high reactivity, particularly towards nucleophiles and reducing agents. It is stable under neutral and slightly basic conditions but is sensitive to strong acids and bases.

How is (2S,3S)-2-(3,4-Dihydroxyphenyl)-3,5,7-chromanetriol (CAS: 35323-91-2) typically synthesized?

(2S,3S)-2-(3,4-Dihydroxyphenyl)-3,5,7-chromanetriol can be synthesized through a multi-step process involving the condensation of a 2-hydroxybenzaldehyde with a 3,4-dihydroxybenzyl alcohol followed by ring formation. The reaction typically employs a Lewis acid catalyst such as aluminum trichloride or zinc chloride. The process requires precise control of reaction conditions to ensure high selectivity and yield.

What industries use (2S,3S)-2-(3,4-Dihydroxyphenyl)-3,5,7-chromanetriol (CAS: 35323-91-2)?

(2S,3S)-2-(3,4-Dihydroxyphenyl)-3,5,7-chromanetriol is used in the pharmaceutical industry for the preparation of certain active pharmaceutical ingredients. It also finds applications in the polymer industry for the synthesis of advanced materials with specific properties. Additionally, it is used in sensor technology for its unique chemical reactivity and in semiconductor manufacturing due to its electronic properties.

What precautions should be taken when handling (2S,3S)-2-(3,4-Dihydroxyphenyl)-3,5,7-chromanetriol (CAS: 35323-91-2)?

When handling (2S,3S)-2-(3,4-Dihydroxyphenyl)-3,5,7-chromanetriol, it is important to wear appropriate personal protective equipment (PPE), including gloves and safety glasses. The compound should be used in a well-ventilated area or a fume hood to minimize exposure. Spills should be cleaned up using appropriate absorbent materials, and the area should be thoroughly washed down. Always refer to the Material Safety Data Sheet (MSDS) for detailed safety information and emergency procedures.