(4S,5S)-3,3-Difluoro-4-hydroxy-5-(hydroxymethyl)dihydrofuran-2(3H)-one | CAS No. 166275-25-8

(4S,5S)-3,3-Difluoro-4-hydroxy-5-(hydroxymethyl)dihydrofuran-2(3H)-one

Basic Information

CAS Number

166275-25-8

Molecular Formula

C5H6F2O4

Molecular Weight

168.1 g/mol

AD

Basic Physical Properties

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

InChI

InChI=1S/C5H6F2O4/c6-5(7)3(9)2(1-8)11-4(5)10/h2-3,8-9H,1H2/t2-,3-/m0/s1

InChIKey

FBXJTMLCLDWDQO-HRFVKAFMSA-N

LogP

-1.0997000000000001

Topological Polar Surface Area

66.76 Ų

Hydrogen Bond Donor/Acceptor

2 / 4

Complexity

181

Synonyms & References

English

  • (4S,5S)-3,3-Difluoro-4-hydroxy-5-(hydroxymethyl)dihydrofuran-2(3H)-one
  • 2-deoxy-2,2-difluoro-L-erythro-Pentonic acid gamma-lactone
  • L-erythro-Pentonic acid, 2-deoxy-2,2-difluoro-,??-lactone
  • 2-Deoxy-2,2-difluoro -L-threo-pentonic acid γ-lactone
  • L-erythro-Pentonic acid, 2-deoxy-2,2-difluoro-,γ-lactone
  • L-erythro-Pentonic acid, 2-deoxy-2,2-difluoro-, g-lactone
  • 2-Deoxy-2,2-difluoro -L-threo-pentonic Acid gamma-Lactone
  • 2-Deoxy-2,2-difluoro -L-threo-pentonic Acid gamma-Lactone; 2-Deoxy-2,2-difluoro-L-erythro-pentonic acid-?-lactone; L-erythro-Pentonic acid, 2-deoxy-2,2-difluoro-, ?-lactone
  • 166275-25-8
  • DTXSID50445301
  • L-erythro-Pentonic acid, 2-deoxy-2,2-difluoro-,gamma-lactone
  • CS-0447792
  • (4S,5S)-3,3-difluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-one

MDL Number

MFCD22417174

FAQ

What are the physical and chemical properties of (4S,5S)-3,3-Difluoro-4-hydroxy-5-(hydroxymethyl)dihydrofuran-2(3H)-one (CAS: 166275-25-8)?

The compound (4S,5S)-3,3-Difluoro-4-hydroxy-5-(hydroxymethyl)dihydrofuran-2(3H)-one (CAS: 166275-25-8) is a colorless or white crystalline solid. Its molecular weight is approximately 226.07 g/mol. It has a low solubility in water but is soluble in organic solvents like methanol and ethanol. This compound is relatively stable but can undergo hydrolysis under basic conditions. It is sensitive to strong oxidizing agents and light.

How is (4S,5S)-3,3-Difluoro-4-hydroxy-5-(hydroxymethyl)dihydrofuran-2(3H)-one (CAS: 166275-25-8) typically synthesized?

(4S,5S)-3,3-Difluoro-4-hydroxy-5-(hydroxymethyl)dihydrofuran-2(3H)-one (CAS: 166275-25-8) can be synthesized via a multi-step process involving fluorination of dihydrofuran, followed by hydroxylation and methylation. Commonly used catalysts include transition metal complexes. The yield is typically around 70-80%, with good regioselectivity and stereocontrol.

What industries use (4S,5S)-3,3-Difluoro-4-hydroxy-5-(hydroxymethyl)dihydrofuran-2(3H)-one (CAS: 166275-25-8)?

(4S,5S)-3,3-Difluoro-4-hydroxy-5-(hydroxymethyl)dihydrofuran-2(3H)-one (CAS: 166275-25-8) is primarily used in the pharmaceutical industry for the synthesis of drug intermediates. It also finds applications in the polymer industry as a monomer for specialty polymers. Additionally, it is used in the development of sensors and as a precursor in semiconductor manufacturing due to its unique chemical properties.

What precautions should be taken when handling (4S,5S)-3,3-Difluoro-4-hydroxy-5-(hydroxymethyl)dihydrofuran-2(3H)-one (CAS: 166275-25-8)?

Proper personal protective equipment (PPE) such as gloves, goggles, and a lab coat should be worn when handling (4S,5S)-3,3-Difluoro-4-hydroxy-5-(hydroxymethyl)dihydrofuran-2(3H)-one (CAS: 166275-25-8). Work should be conducted in a fume hood to minimize exposure. Spills should be cleaned up using appropriate absorbent materials, and all waste should be disposed of according to local regulations. Always consult the safety data sheet (SDS) for detailed handling and storage instructions.

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