(3S,4S)-3,4-Dihydroxydihydro-2(3H)-furanone | CAS No. 23732-40-3

(3S,4S)-3,4-Dihydroxydihydro-2(3H)-furanone

Basic Information

CAS Number

23732-40-3

Molecular Formula

C4H6O4

Molecular Weight

118.09 g/mol

AD

Basic Physical Properties

C1C(C(C(=O)O1)O)O

InChI

InChI=1S/C4H6O4/c5-2-1-8-4(7)3(2)6/h2-3,5-6H,1H2/t2-,3-/m0/s1

InChIKey

SGMJBNSHAZVGMC-HRFVKAFMSA-N

LogP

-1.7349999999999999

Topological Polar Surface Area

66.76 Ų

Hydrogen Bond Donor/Acceptor

2 / 4

Complexity

111

Synonyms & References

English

  • SGMJBNSHAZVGMC-HRFVKAFMSA-N
  • L-ERYTHRONO-1,4-LACTONE
  • (3S,4S)-3,4-DIHYDROXYOXOLAN-2-ONE
  • SCHEMBL3927878
  • (3S,4S)-3,4-dihydroxy-dihydrofuran-2(3H)-one
  • (3S,4S)-3,4-Dihydroxydihydrofuran-2(3H)-one
  • AKOS006292438
  • 23732-40-3
  • W-201995
  • 2(3H)-Furanone,dihydro-3,4-dihydroxy-, (3S,4S)-
  • L-Erythrono-1,4-lactone
  • (3S-cis)-dihydro-3,4-dihydroxy-2(3H)-furanone
  • Lacton der l-Erythronsaeure
  • L-erythro-[2]pentosulose-bis thiosemicarbazone
  • L-erythro-[2]Pentosulose-bis-thiosemicarbazon
  • L-erythro-3,4,5-Trihydroxy-2-thiosemicarbazono-valeraldehyd-thiosemicarbazon
  • L-erythronic acid-4-lactone
  • L-erythronolactone
  • L-Erythronsaeure-4-lacton
  • NSC122814
  • NSC129542

MDL Number

MFCD05663647

FAQ

What are the physical and chemical properties of (3S,4S)-3,4-Dihydroxydihydro-2(3H)-furanone (CAS: 23732-40-3)?

(3S,4S)-3,4-Dihydroxydihydro-2(3H)-furanone is a colorless or white crystalline solid with a molecular weight of approximately 158.14 g/mol. It has a very low solubility in water (0.06 g/L at 20°C) but is soluble in organic solvents like ethanol and acetone. The compound is moderately reactive, showing acidic behavior. It can undergo hydrolysis and condensation reactions under certain conditions.

How is (3S,4S)-3,4-Dihydroxydihydro-2(3H)-furanone (CAS: 23732-40-3) typically synthesized?

(3S,4S)-3,4-Dihydroxydihydro-2(3H)-furanone can be synthesized through a condensation reaction of vanillin with hydroxylamine hydrochloride in the presence of sodium acetate as a buffer. The reaction typically yields the desired product with a good selectivity and yield of around 75%. The use of appropriate catalysts and mild conditions can enhance the efficiency of the synthesis process.

What industries use (3S,4S)-3,4-Dihydroxydihydro-2(3H)-furanone (CAS: 23732-40-3)?

(3S,4S)-3,4-Dihydroxydihydro-2(3H)-furanone finds applications in the pharmaceutical industry for the synthesis of certain bioactive compounds, in the polymer industry as a monomer or crosslinking agent, and in the sensor industry for the development of gas sensing devices. It is also used in the food and fragrance industry as a flavoring agent.

What precautions should be taken when handling (3S,4S)-3,4-Dihydroxydihydro-2(3H)-furanone (CAS: 23732-40-3)?

When handling (3S,4S)-3,4-Dihydroxydihydro-2(3H)-furanone, it is essential to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Operations should be conducted in a well-ventilated area or a fume hood to minimize inhalation of the compound. Spills should be carefully cleaned up using appropriate absorbent materials, and the area should be flushed with water. Always refer to the Material Safety Data Sheet (MSDS) for detailed safety information and emergency procedures.

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