(5-Amino-3-pyridinyl)boronic acid

Basic Information

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CAS Number

1169748-84-8

Molecular Formula

C5H7BN2O2

Molecular Weight

137.94 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

Basic Physical Properties

Boiling Point

460.1±55.0℃/760mmHg

SMILES

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B(c1cc(cnc1)N)(O)O

InChI

InChI=1S/C5H7BN2O2/c7-5-1-4(6(9)10)2-8-3-5/h1-3,9-10H,7H2

InChIKey

RKZHYRRFTYDWTH-UHFFFAOYSA-N

LogP

-1.6563999999999999

Topological Polar Surface Area

79.37 Å²

Hydrogen Bond Donor/Acceptor

4 / 4

Complexity

112

Synonyms & References

English

(5-Aminopyridin-3-yl)boronic acid
5-Aminopyridine-3-boronic acid
5-aminopyridin-3-ylboronic acid
3-aminopyridine-5-boronic acid
Boronic acid, B-(5-amino-3-pyridinyl)-
2762AA
FCH855903
AB40635
SY017035
BC000707
AX8023781
AB0079197
B-(5-AMINO-3-PYRIDINYL)-BORONIC ACID
(5-aminopyridin-3-yl)boronic acid

MDL Number

MFCD07374883

Customs Code

2933399090

FAQ

What are the physical and chemical properties of (5-Amino-3-pyridinyl)boronic acid (CAS: 1169748-84-8)?

(5-Amino-3-pyridinyl)boronic acid is a crystalline compound with a molecular weight of approximately 211.2 g/mol. It is slightly soluble in water and ethanol. This compound exhibits moderate reactivity, particularly in nucleophilic substitution reactions. It is stable under normal conditions but should be stored in a dry, cool place away from direct sunlight.

How is (5-Amino-3-pyridinyl)boronic acid (CAS: 1169748-84-8) typically synthesized?

(5-Amino-3-pyridinyl)boronic acid is commonly synthesized via the reaction of 3-bromopyridine with boronic acid in the presence of a catalyst such as palladium(II) acetate and a base like triethylamine. This method provides good selectivity and yield, making it a reliable synthesis route.

What industries use (5-Amino-3-pyridinyl)boronic acid (CAS: 1169748-84-8)?

(5-Amino-3-pyridinyl)boronic acid is utilized in various industries due to its functional groups. It is particularly important in pharmaceuticals for the synthesis of drug intermediates, in polymers for functionalization, and in sensors for detection purposes. Its role in semiconductors is also recognized for its ability to form stable complexes.

What precautions should be taken when handling (5-Amino-3-pyridinyl)boronic acid (CAS: 1169748-84-8)?

When handling (5-Amino-3-pyridinyl)boronic acid, it is essential to wear appropriate personal protective equipment (PPE) such as gloves and safety goggles. Work in a well-ventilated area or fume hood to prevent inhalation. In the case of a spill, immediately clean up with appropriate absorbent materials and dispose of according to local regulations. Always refer to the Safety Data Sheet (SDS) for detailed handling and storage instructions.