7-Bromofuro[3,2-c]pyridine

Basic Information

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CAS Number

603300-96-5

Molecular Formula

C7H4BrNO

Molecular Weight

198.02 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

SMILES

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BrC1=CN=CC2=C1OC=C2

InChI

InChI=1S/C7H4BrNO/c8-6-4-9-3-5-1-2-10-7(5)6/h1-4H

InChIKey

JMMYOTFMNBWDNZ-UHFFFAOYSA-N

LogP

2.590300000000001

Topological Polar Surface Area

26.03 Å²

Hydrogen Bond Donor/Acceptor

0 / 2

Synonyms & References

English

7-bromofuro[3,2-c]pyridine
Furo[3,2-c]pyridine, 7-bromo-

MDL Number

MFCD18254548

FAQ

What are the physical and chemical properties of 7-Bromofuro[3,2-c]pyridine (CAS: 603300-96-5)?

7-Bromofuro[3,2-c]pyridine is a crystalline solid with a molecular weight of approximately 229.03 g/mol. It is slightly soluble in common organic solvents such as dichloromethane and acetonitrile. The compound is moderately reactive, particularly towards nucleophilic substitution reactions at the bromine atom. Its solubility in water is minimal, making it suitable for various synthetic and analytical applications.

How is 7-Bromofuro[3,2-c]pyridine (CAS: 603300-96-5) typically synthesized?

7-Bromofuro[3,2-c]pyridine is typically synthesized via a classic vinylogous Friedel-Crafts acylation of 1,3-dibromopyridine with furan, followed by ring closure. This method allows for the selective introduction of the bromine atom at the desired position. The reaction involves the use of a Lewis acid catalyst, such as aluminum chloride, to facilitate the electrophilic aromatic substitution. The overall yield is around 80%, depending on the purity of the starting materials and reaction conditions.

What industries use 7-Bromofuro[3,2-c]pyridine (CAS: 603300-96-5)?

7-Bromofuro[3,2-c]pyridine is used in various industries, particularly in pharmaceuticals for the synthesis of complex heterocyclic compounds and as an intermediate in the development of new drugs. It is also utilized in polymer chemistry for the modification of polymer properties and in the production of sensors and semiconductors due to its unique electronic properties.

What precautions should be taken when handling 7-Bromofuro[3,2-c]pyridine (CAS: 603300-96-5)?

Proper handling of 7-Bromofuro[3,2-c]pyridine requires the use of personal protective equipment (PPE) such as gloves, safety goggles, and a lab coat. It should be stored in a cool, dry place away from direct sunlight. In the event of a spill, it is important to clean it up with appropriate absorbent materials and dispose of them according to local regulations. Always refer to the Material Safety Data Sheet (MSDS/SDS) for detailed safety information and emergency procedures.