Isoquinolin-6-ylboronic acid

Basic Information

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CAS Number

899438-92-7

Molecular Formula

C9H8BNO2

Molecular Weight

172.98 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Basic Physical Properties

Boiling Point

419.1 ℃ at 760 mmHg

Density

1.28

Flash Point

207.3°C

Refractive Index

1.644

SMILES

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B(C1=CC2=C(C=C1)C=NC=C2)(O)O

InChI

InChI=1S/C9H8BNO2/c12-10(13)9-2-1-8-6-11-4-3-7(8)5-9/h1-6,12-13H

InChIKey

OBUOMTRFSCUDKS-UHFFFAOYSA-N

LogP

-0.08540000000000036

Topological Polar Surface Area

53.35 Å²

Hydrogen Bond Donor/Acceptor

2 / 3

Complexity

177

Synonyms & References

English

Isoquinolin-6-ylboronic acid
6-Isoquinolinyl-boronic acid
Boronic acid,B-6-isoquinolinyl-
ISOQUINOLIN-6-YL-6-BORONIC ACID
Isoquinoline-6-boronic acid
B-6-Isoquinolinylboronic acid (ACI)
Boronic acid, 6-isoquinolinyl- (9CI)
(Isoquinolin-6-yl)boronic acid
(isoquinolin-6-yl)boronic acid
J-521576
899438-92-7
AC-30991
isoquinoline-6-boronic acid, AldrichCPR
OBUOMTRFSCUDKS-UHFFFAOYSA-N
DTXSID50657366
MFCD10697418
DB-078561
EN300-177547
Boronic acid, 6-isoquinolinyl-
SY025723
AKOS006343040
Z1201625563
PB22420
SCHEMBL1519997
PS-9773
isoquinolin-6-ylboronic acid
CS-0054639
ISOQUINOLIN-6-BORONIC ACID

MDL Number

MFCD10697418

Customs Code

2933499090

FAQ

What are the physical and chemical properties of Isoquinolin-6-ylboronic acid (CAS: 899438-92-7)?

Isoquinolin-6-ylboronic acid is a crystalline solid with a molecular weight of approximately 240.3 g/mol. It has a low solubility in water but is soluble in common organic solvents like ethanol and methanol. Chemically, it is less reactive compared to other boronic acids, making it suitable for specific synthetic transformations. It is often used as a building block in organic synthesis due to its stability and functional group reactivity.

How is Isoquinolin-6-ylboronic acid (CAS: 899438-92-7) typically synthesized?

Isoquinolin-6-ylboronic acid is typically synthesized through the reaction of 6-bromoisoquinoline with borane-dimethyl sulfide complex followed by catalytic hydrogenation. This method provides good yield and selectivity, often using Pd/C as the catalyst. Other routes include direct condensation of appropriate precursors, which can be optimized for specific applications and reactivity profiles.

What industries use Isoquinolin-6-ylboronic acid (CAS: 899438-92-7)?

Isoquinolin-6-ylboronic acid is primarily used in the pharmaceutical industry for developing new drugs and intermediates. It also finds applications in the synthesis of polymers and sensors due to its unique chemical properties. Additionally, it is utilized in the synthesis of semiconductors and other advanced materials, contributing to the development of new technologies.

What precautions should be taken when handling Isoquinolin-6-ylboronic acid (CAS: 899438-92-7)?

When handling Isoquinolin-6-ylboronic acid, it is important to wear protective gloves and goggles to avoid skin and eye contact. It should be stored in a cool, dry place away from heat and ignition sources. In case of a spill, ensure proper ventilation and carefully clean up with appropriate disposal methods. Always refer to the Material Safety Data Sheet (MSDS) for detailed safety information and emergency procedures.