(5-Bromo-3-pyridinyl)boronic acid

Basic Information

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CAS Number

452972-09-7

Molecular Formula

C5H5BBrNO2

Molecular Weight

201.82 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

Melting Point

260 (dec.)

Boiling Point

351.5°C at 760 mmHg

Density

1.78

Flash Point

166.4 oC

Refractive Index

1.602

SMILES

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B(C1=CC(=CN=C1)Br)(O)O

InChI

InChI=1S/C5H5BBrNO2/c7-5-1-4(6(9)10)2-8-3-5/h1-3,9-10H

InChIKey

ICCGFOKNFZWCTJ-UHFFFAOYSA-N

LogP

-0.4761000000000002

Topological Polar Surface Area

53.35000000000001 Å²

Hydrogen Bond Donor/Acceptor

2 / 3

Complexity

114

Safety Information

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GHS Hazard Pictograms

H315

H319

H335

Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Hazard Class

Class IRRITANT Class IRRITANT

Synonyms & References

English

AKOS002663089
A7150
5-bromopyridine-3-boronic acid
(3-BROMOPYRIDIN-5-YL)BORONIC ACID
SCHEMBL1479937
MFCD02685634
3-bromo-pyridin-5-ylboronic acid
5-Bromopyridine-3-boronic acid, >=95%
GS-6279
AC-27943
3-Bromopyridine-5-boronic acid
3-bromo-5-pyridineboronic acid
FT-0644699
AMY11563
AB12651
J-517202
DTXSID00396798
3-bromopyridyl-5-boronic acid
(5-bromopyridin-3-yl)boronic acid
SY026619
(5-bromo-3-pyridyl)boronic acid
3-Bromo-5-pyridine boronic acid
5-Bromopyridine-3-boronicacid
(5-bromopyridin-3-yl)boronicacid
BORONIC ACID, (5-BROMO-3-PYRIDINYL)-
ICCGFOKNFZWCTJ-UHFFFAOYSA-N
EN300-251407
5-bromo-pyridine-3-boronic acid
5-bromopyridin-3-ylboronic acid
452972-09-7
(5-Bromopyridin-3-yl)boronic acid

MDL Number

MFCD02685634

Customs Code

2933399090

FAQ

What are the physical and chemical properties of (5-Bromo-3-pyridinyl)boronic acid (CAS: 452972-09-7)?

(5-Bromo-3-pyridinyl)boronic acid (CAS: 452972-09-7) is a solid crystalline compound with a molecular weight of approximately 268.06 g/mol. It has a low solubility in water but is more soluble in organic solvents such as methanol and acetonitrile. This compound is known for its reactivity in boronate ester formation and is used in various organic synthesis reactions. It exhibits good stability under standard storage conditions but can react with strong acids or bases.

How is (5-Bromo-3-pyridinyl)boronic acid (CAS: 452972-09-7) typically synthesized?

(5-Bromo-3-pyridinyl)boronic acid (CAS: 452972-09-7) can be synthesized through a variety of methods, including the protective group approach using bromopyridine followed by borolysis. Another common method involves the direct bromination of pyridine followed by boronation. These processes typically require mild to moderate reaction conditions and can achieve yields ranging from 50% to 80%, depending on the specific method used and the purity of the starting materials.

What industries use (5-Bromo-3-pyridinyl)boronic acid (CAS: 452972-09-7)?

(5-Bromo-3-pyridinyl)boronic acid (CAS: 452972-09-7) is widely used in pharmaceuticals for the synthesis of drug intermediates, in polymer science for the modification of polymer chains, and in sensor technology for the development of biosensors. It is also utilized in semiconductor production for the fabrication of electronic devices due to its unique chemical properties.

What precautions should be taken when handling (5-Bromo-3-pyridinyl)boronic acid (CAS: 452972-09-7)?

When handling (5-Bromo-3-pyridinyl)boronic acid (CAS: 452972-09-7), it is essential to use appropriate personal protective equipment (PPE) such as gloves, safety goggles, and lab coats. This compound should be handled in a well-ventilated area or a fume hood to prevent inhalation of dust or vapors. Spills should be cleaned up using appropriate absorbent materials, and the area should be thoroughly washed down with water. Always refer to the safety data sheet (SDS) for detailed emergency procedures and storage recommendations.