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

Basic Information

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CAS Number

835616-61-0

Molecular Formula

C13H9FN2O4

Molecular Weight

276.22 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Fine Chemicals Specialty Chemicals UV Stabilizers

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Boiling Point

521.5±45.0 °C(Predicted)

Density

1.570±0.06 g/cm3(Predicted)

SMILES

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Fc1ccc2C(=O)N(C3CCC(=O)NC3=O)C(=O)c2c1

InChI

InChI=1S/C13H9FN2O4/c14-6-1-2-7-8(5-6)13(20)16(12(7)19)9-3-4-10(17)15-11(9)18/h1-2,5,9H,3-4H2,(H,15,17,18)

InChIKey

MPQLCQKBYRSPNA-UHFFFAOYSA-N

LogP

0.22690000000000005

pKa

10.65±0.40(Predicted)

Topological Polar Surface Area

83.55000000000001 Å²

Hydrogen Bond Donor/Acceptor

1 / 6

Complexity

507

Synonyms & References

English

1H-Isoindole-1,3(2H)-dione, 2-(2,6-dioxo-3-piperidinyl)-5-fluoro-
2-(2,6-dioxopiperidin-3-yl)-5-fluoroisoindole-1,3-dione
Thalidomide 5-fluoride
2-(2,6-dioxopiperidin-3-yl)-5-fluoroisoindoline-1,3-dione
5-Fluorothalidomide
2-(2,6-Dioxopiperidin-3-yl)-5-fluoro-1H-isoindole-1,3(2H)-dione
2-(2,6-Dioxo-3-piperidinyl)-5-fluoro-1H-isoindole-1,3(2H)-dione

MDL Number

MFCD30188075

FAQ

What are the physical and chemical properties of 2-(2,6-Dioxo-3-piperidinyl)-5-fluoro-1H-isoindole-1,3(2H)-dione (CAS: 835616-61-0)?

The compound has a crystalline form and a molecular weight of approximately 305.21 g/mol. It is poorly soluble in water but soluble in organic solvents like methanol and acetonitrile. Chemically, it is reactive towards nucleophiles, making it suitable for various synthetic transformations.

How is 2-(2,6-Dioxo-3-piperidinyl)-5-fluoro-1H-isoindole-1,3(2H)-dione (CAS: 835616-61-0) typically synthesized?

The compound is synthesized via a multi-step process involving condensation reactions and ring-closing reactions. Catalysts like p-toluenesulfonic acid are used to improve yield and selectivity. The process often involves careful control of pH and temperature to ensure the desired product is formed.

What industries use 2-(2,6-Dioxo-3-piperidinyl)-5-fluoro-1H-isoindole-1,3(2H)-dione (CAS: 835616-61-0)?

This compound is used in the pharmaceutical industry for the synthesis of certain bioactive molecules. It is also relevant in the polymer industry for developing novel materials with specific properties. Additionally, it finds applications in the sensor and semiconductor industries for its unique chemical and physical properties.

What precautions should be taken when handling 2-(2,6-Dioxo-3-piperidinyl)-5-fluoro-1H-isoindole-1,3(2H)-dione (CAS: 835616-61-0)?

Proper personal protective equipment (PPE) is essential, including gloves, goggles, and a lab coat. Work should be conducted in a fume hood to minimize exposure. Spills should be handled by professional chemical clean-up services, and the Safety Data Sheet (SDS) should always be consulted for detailed safety information.