6-Bromo-5-fluoro-3-pyridinamine

Basic Information

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CAS Number

1256276-41-1

Molecular Formula

C5H4BrFN2

Molecular Weight

191 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Amines

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Specialty Chemicals UV Stabilizers

Agricultural Chemicals Pesticides Herbicides

Electronic Chemicals Semiconductor Materials Etchants

Basic Physical Properties

SMILES

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c1c(cnc(c1F)Br)N

InChI

InChI=1S/C5H4BrFN2/c6-5-4(7)1-3(8)2-9-5/h1-2H,8H2

InChIKey

DDJLNVAJTGIWNJ-UHFFFAOYSA-N

LogP

1.5654000000000001

Topological Polar Surface Area

38.91 Å²

Hydrogen Bond Donor/Acceptor

2 / 2

Complexity

101

Synonyms & References

English

5-Amino-2-bromo-3-fluoropyridine
6-bromo-5-fluoropyridin-3-amine
3-Pyridinamine, 6-bromo-5-fluoro-
6-Bromo-5-fluoro-3-pyridinamine
AMY17736
6-Bromo-5-fluoro-pyridin-3-ylamine
SY034435

MDL Number

MFCD21099397

FAQ

What are the physical and chemical properties of 6-Bromo-5-fluoro-3-pyridinamine (CAS: 1256276-41-1)?

6-Bromo-5-fluoro-3-pyridinamine is a crystalline solid with a molecular weight of approximately 229.03 g/mol. It has limited water solubility and is slightly soluble in common organic solvents like ethanol and acetone. The compound exhibits moderate reactivity, particularly towards nucleophiles, making it suitable for various chemical transformations. It is stable under normal laboratory conditions but should be stored in a dry environment to prevent hydrolysis.

How is 6-Bromo-5-fluoro-3-pyridinamine (CAS: 1256276-41-1) typically synthesized?

6-Bromo-5-fluoro-3-pyridinamine is typically synthesized via the bromination of 5-fluoro-3-pyridinamine followed by amination. Common methods include the use of N-bromosuccinimide (NBS) in the presence of a radical initiator, followed by treatment with an appropriate amine. The reaction is performed in an inert solvent such as dichloromethane or acetonitrile, with a yield of approximately 70-80%. The selectivity and purity can be enhanced through the use of chiral auxiliaries and phase transfer catalysts.

What industries use 6-Bromo-5-fluoro-3-pyridinamine (CAS: 1256276-41-1)?

6-Bromo-5-fluoro-3-pyridinamine finds applications in the pharmaceutical industry for the synthesis of biologically active compounds. It is also utilized in the development of sensors and as a functional group in the preparation of advanced materials. While not extensively used in polymers or semiconductors, its unique chemical properties make it a valuable intermediate in various research and industrial processes.

What precautions should be taken when handling 6-Bromo-5-fluoro-3-pyridinamine (CAS: 1256276-41-1)?

When handling 6-Bromo-5-fluoro-3-pyridinamine, it is essential to wear proper personal protective equipment (PPE) such as gloves, goggles, and a lab coat. The compound should be used in a well-ventilated area or a fume hood to minimize exposure to fumes. Spills should be cleaned up immediately using an appropriate absorbent material, and the area should be thoroughly rinsed with water. Safety data sheets (SDS) should always be consulted for detailed handling and emergency procedures.