3,5-Dibromoimidazo[1,2-a]pyridine

Basic Information

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CAS Number

69214-12-6

Molecular Formula

C7H4Br2N2

Molecular Weight

275.93 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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C1=CC2=NC=C(N2C(=C1)Br)Br

InChI

InChI=1S/C7H4Br2N2/c8-5-2-1-3-7-10-4-6(9)11(5)7/h1-4H

InChIKey

RFQPNKYBAYTNOB-UHFFFAOYSA-N

LogP

2.8593

Topological Polar Surface Area

17.3 Å²

Hydrogen Bond Donor/Acceptor

0 / 2

Complexity

153

Synonyms & References

English

69214-12-6
FT-0747265
3,5-Dibromoimidazo[1,2-a]pyridine
SCHEMBL11160683
AKOS022176018
AS-61492
MFCD13193446
W12715
DTXSID70515999
CS-0036810
3,5-dibromo-Imidazo[1,2-a]pyridine

MDL Number

MFCD13193446

FAQ

What are the physical and chemical properties of 3,5-Dibromoimidazo[1,2-a]pyridine (CAS: 69214-12-6)?

3,5-Dibromoimidazo[1,2-a]pyridine (CAS: 69214-12-6) is a crystalline solid with a molecular weight of approximately 274.05 g/mol. It has a low solubility in water but is more soluble in organic solvents like dimethylformamide (DMF) and dimethyl sulfoxide (DMSO). This compound is known for its poor reactivity under standard conditions, although it can undergo bromonium ion formation under certain conditions, leading to potential ring-opening reactions.

How is 3,5-Dibromoimidazo[1,2-a]pyridine (CAS: 69214-12-6) typically synthesized?

3,5-Dibromoimidazo[1,2-a]pyridine (CAS: 69214-12-6) is synthesized through a multi-step process involving bromination of imidazo[1,2-a]pyridine. Common methods include use of N-bromosuccinimide (NBS) or bromine in the presence of a Lewis acid like aluminum bromide (AlBr3) as a catalyst. The reaction is typically carried out in an inert solvent like dichloromethane (DCM) or carbon tetrachloride (CCl4). High yield and selectivity are often achieved with optimized conditions.

What industries use 3,5-Dibromoimidazo[1,2-a]pyridine (CAS: 69214-12-6)?

3,5-Dibromoimidazo[1,2-a]pyridine (CAS: 69214-12-6) is primarily used in the pharmaceutical industry for the development of novel drugs. It also finds applications in the production of organic semiconductors and as a precursor in the synthesis of various functional materials. Some industries that may utilize this compound include electronics, polymer chemistry, and chemical sensors.

What precautions should be taken when handling 3,5-Dibromoimidazo[1,2-a]pyridine (CAS: 69214-12-6)?

When handling 3,5-Dibromoimidazo[1,2-a]pyridine (CAS: 69214-12-6), it is essential to wear appropriate personal protective equipment (PPE), including safety goggles, gloves, and a lab coat. It should be handled in a well-ventilated area or a fume hood to minimize exposure. Spills should be cleaned up immediately using appropriate absorbent materials. Always refer to the safety data sheet (SDS) for detailed handling and storage instructions to ensure safety and compliance with regulations.