2-(2,6-Dioxo-3-piperidinyl)-5,6-difluoro-1H-isoindole-1,3(2H)-dione | CAS No. 1496997-41-1

2-(2,6-Dioxo-3-piperidinyl)-5,6-difluoro-1H-isoindole-1,3(2H)-dione

Basic Information

CAS Number

1496997-41-1

Molecular Formula

C13H8F2N2O4

Molecular Weight

294.21 g/mol

AD

Basic Physical Properties

Fc1cc2C(=O)N(C3CCC(=O)NC3=O)C(=O)c2cc1F

InChI

InChI=1S/C13H8F2N2O4/c14-7-3-5-6(4-8(7)15)13(21)17(12(5)20)9-1-2-10(18)16-11(9)19/h3-4,9H,1-2H2,(H,16,18,19)

InChIKey

AGHXYRKTAZEQQW-UHFFFAOYSA-N

LogP

0.3659999999999998

Topological Polar Surface Area

83.55000000000001 Ų

Hydrogen Bond Donor/Acceptor

1 / 6

Complexity

510

Synonyms & References

English

  • Thalidomide-5,6-F
  • 2-(2,6-dioxopiperidin-3-yl)-5,6-difluoroisoindoline-1,3-dione
  • 2-(2,6-dioxopiperidin-3-yl)-5,6-difluoro-2,3-dihydro-1H-isoindole-1,3-dione
  • 2-(2,6-dioxopiperidin-3-yl)-5,6-difluoroisoindole-1,3-dione
  • ZB1849
  • AT17986
  • SY289994

MDL Number

MFCD32853274

FAQ

What are the physical and chemical properties of 2-(2,6-Dioxo-3-piperidinyl)-5,6-difluoro-1H-isoindole-1,3(2H)-dione (CAS: 1496997-41-1)?

2-(2,6-Dioxo-3-piperidinyl)-5,6-difluoro-1H-isoindole-1,3(2H)-dione is a crystalline solid with a molecular weight of approximately 338.06 g/mol. It has a low solubility in water but is soluble in organic solvents. Chemically, it is stable under normal conditions but reacts with strong bases to form salts. It is also susceptible to hydrolysis in the presence of moisture.

How is 2-(2,6-Dioxo-3-piperidinyl)-5,6-difluoro-1H-isoindole-1,3(2H)-dione (CAS: 1496997-41-1) typically synthesized?

2-(2,6-Dioxo-3-piperidinyl)-5,6-difluoro-1H-isoindole-1,3(2H)-dione is synthesized via the amidation of 2,6-difluoro-1H-isoindole-1,3(2H)-dione with 2,6-dicarboxylic acid piperidine, using an appropriate base as the catalyst. The reaction is conducted in anhydrous conditions to prevent hydrolysis. The yield is typically around 85% with high selectivity.

What industries use 2-(2,6-Dioxo-3-piperidinyl)-5,6-difluoro-1H-isoindole-1,3(2H)-dione (CAS: 1496997-41-1)?

This compound is primarily used in the pharmaceutical industry for the synthesis of various drug candidates. It is also utilized in the polymer industry for the development of novel materials with specific properties. Additionally, it has applications in the production of sensors and semiconductors due to its unique chemical structure.

What precautions should be taken when handling 2-(2,6-Dioxo-3-piperidinyl)-5,6-difluoro-1H-isoindole-1,3(2H)-dione (CAS: 1496997-41-1)?

Proper personal protective equipment (PPE) including gloves, goggles, and a lab coat should be worn when handling this compound. It should be stored in a cool, dry place away from moisture and strong bases. In case of a spill, it should be cleaned up using appropriate absorbents and the area should be fumigated with a fume hood. Always refer to the Safety Data Sheet (SDS) for detailed handling and storage instructions.

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