5-Pyrimidinylboronic acid

Basic Information

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CAS Number

109299-78-7

Molecular Formula

C4H5BN2O2

Molecular Weight

123.91 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Basic Physical Properties

Melting Point

110-114 ºC

Boiling Point

334.7°C at 760 mmHg

Density

1.3300

Flash Point

156.2℃

Solubility

Soluble in Ether, MeOH, DMSO, THF.

Refractive Index

1.534

SMILES

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B(C1=CN=CN=C1)(O)O

InChI

InChI=1S/C4H5BN2O2/c8-5(9)4-1-6-3-7-2-4/h1-3,8-9H

InChIKey

HZFPPBMKGYINDF-UHFFFAOYSA-N

LogP

-1.8436000000000008

Topological Polar Surface Area

66.24000000000001 Å²

Hydrogen Bond Donor/Acceptor

2 / 4

Complexity

84.6

Safety Information

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GHS Hazard Pictograms

H301

H315

H319

H335

Hazard Statement

H301 Toxic if swallowed
Acute toxicity, oral

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

Pyrimidine-5-boronic acid
SCHEMBL9139
PB23323
5-Pyrimidinylboronic acid
5-pyrimidine boronic acid
5-Pyrimidinylboronic acid;Pyrimidine-5-boronic acid
FT-0642671
CS-D0207
BORONIC ACID, 5-PYRIMIDINYL-
(pyrimidin-5-yl)boronic acid
pyrimidin-5-yl boronic acid
5-Pyriminylbornic acid
5-pyrimidyl-boronic acid
BCP27091
2-AMINO-1H-BENZIMIDAZOLE-5-CARBOXYLICACID
dihydroxy(5-pyrimidinyl)borane
5-pyrimidinyl-boronic acid
5-pyrimidineboronic acid
pyrimidin-5-ylboronic acid
BP-10240
(pyrimidin-5-yl) boronic acid
A15110
pyrimidine-5-boronic acid, AldrichCPR
DTXSID70383574
pyrimid-5-ylboronic acid
pyrimidine-5-ylboronic acid
pyrimidine 5-boronic acid
AM20080046
109299-78-7
J-517943
pyrimidine-5-yl-boronic acid

MDL Number

MFCD03002366

Customs Code

2933599090

FAQ

What are the physical and chemical properties of 5-Pyrimidinylboronic acid (CAS: 109299-78-7)?

5-Pyrimidinylboronic acid is a solid compound with a crystalline form. Its molecular weight is approximately 198.17 g/mol. It has a low solubility in water but good solubility in organic solvents like ethanol and acetonitrile. Chemically, it shows reactivity towards nucleophiles and can undergo boronate ester formation under mild conditions. It is stable under normal conditions but should be stored in a dry, cool place away from direct sunlight.

How is 5-Pyrimidinylboronic acid (CAS: 109299-78-7) typically synthesized?

5-Pyrimidinylboronic acid is typically synthesized via a reaction between 5-pyrimidinylamine and triphenylphosphine in the presence of boron tribromide. This method provides a high yield and good selectivity. The reaction is performed under anhydrous conditions to prevent side reactions. Other methods include direct synthesis from 5-pyrimidinecarboxylic acid through arylboronic acid coupling reactions.

What industries use 5-Pyrimidinylboronic acid (CAS: 109299-78-7)?

5-Pyrimidinylboronic acid is used in various industries, particularly in pharmaceuticals and polymer chemistry. In pharmaceuticals, it serves as a key intermediate in the synthesis of drugs. In polymer chemistry, it acts as a monomer for preparing functional polymers. Additionally, it finds applications in sensor technology and as a building block in semiconductor materials.

What precautions should be taken when handling 5-Pyrimidinylboronic acid (CAS: 109299-78-7)?

When handling 5-Pyrimidinylboronic acid, it is important to use personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood to prevent inhalation of dust or vapors. Spills should be cleaned up using appropriate materials, and the area should be thoroughly washed down. Always follow the safety data sheet (SDS) for detailed safety information and proper disposal methods. Storage should be in a cool, dry place away from incompatible materials.