(2-Bromo-5-chloro-4-pyridinyl)boronic acid

Basic Information

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CAS Number

1072952-51-2

Molecular Formula

C5H4BBrClNO2

Molecular Weight

236.26 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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Brc1ncc(c(c1)B(O)O)Cl

InChI

InChI=1S/C5H4BBrClNO2/c7-5-1-3(6(10)11)4(8)2-9-5/h1-2,10-11H

InChIKey

OEBDNRIHMPUZNU-UHFFFAOYSA-N

LogP

0.1773

Topological Polar Surface Area

53.35000000000001 Å²

Hydrogen Bond Donor/Acceptor

2 / 3

Safety Information

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Hazard Statement

Synonyms & References

English

(2-Bromo-5-chloropyridin-4-yl)boronic acid
2-Bromo-5-chloropyridine-4-boronic acid
2-bromo-5-chloropyridine-4-boronic acid

MDL Number

MFCD08064041

Customs Code

2933399090

FAQ

What are the physical and chemical properties of (2-Bromo-5-chloro-4-pyridinyl)boronic acid (CAS: 1072952-51-2)?

(2-Bromo-5-chloro-4-pyridinyl)boronic acid is a crystalline solid with a molecular weight of approximately 271.04 g/mol. It has a low solubility in water but is soluble in common organic solvents. This compound exhibits moderate reactivity in typical boronate esterification reactions. It is used in various synthetic chemistry applications due to its reactivity and specific functional groups.

How is (2-Bromo-5-chloro-4-pyridinyl)boronic acid (CAS: 1072952-51-2) typically synthesized?

(2-Bromo-5-chloro-4-pyridinyl)boronic acid can be synthesized via the reaction of 2-bromo-5-chloro-4-pyridine with boronic acid. Commonly, this is done using standard conditions with catalysis by a palladium complex, achieving good yield and selectivity. The reaction is typically performed under inert atmosphere to prevent side reactions.

What industries use (2-Bromo-5-chloro-4-pyridinyl)boronic acid (CAS: 1072952-51-2)?

(2-Bromo-5-chloro-4-pyridinyl)boronic acid is utilized in the pharmaceutical industry for the synthesis of bioactive compounds, as well as in the polymer industry for modifying the properties of polymers. It is also employed in the development of sensor materials and semiconductors due to its unique chemical properties.

What precautions should be taken when handling (2-Bromo-5-chloro-4-pyridinyl)boronic acid (CAS: 1072952-51-2)?

When handling (2-Bromo-5-chloro-4-pyridinyl)boronic acid, wear appropriate personal protective equipment (PPE), including gloves and safety goggles, due to its potential for skin and eye irritation. Store in a cool, dry place away from direct sunlight and heat sources. Use a fume hood during synthesis and disposal. Always consult the safety data sheet (SDS) for detailed information on handling and disposal.