2-Chloro-5-hydroxymethylphenylboronic acid
CAS No.:
1003042-59-8
M. Wt:
186.401
M. Fa:
C7H8BClO3
InChI Key:
OMQUJFBGPRFTIO-UHFFFAOYSA-N
Appearance:
White Solid
Names and Identifiers of 1003042-59-8
CAS Number |
1003042-59-8 |
|---|---|
MDL Number |
MFCD06656270 |
IUPAC Name |
[2-chloro-5-(hydroxymethyl)phenyl]boronic acid |
InChI |
InChI=1S/C7H8BClO3/c9-7-2-1-5(4-10)3-6(7)8(11)12/h1-3,10-12H,4H2 |
InChIKey |
OMQUJFBGPRFTIO-UHFFFAOYSA-N |
Canonical SMILES |
B(C1=C(C=CC(=C1)CO)Cl)(O)O |
UNSPSC Code |
12352100 |
Physical and chemical properties of 1003042-59-8
Acidity coefficient |
8.01±0.58(Predicted) |
|---|---|
Boiling Point |
409.9±55.0 °C at 760 mmHg |
Density |
1.4±0.1 g/cm3 |
Exact Mass |
186.025497 |
Flash Point |
201.7±31.5 °C |
Index of Refraction |
1.586 |
LogP |
1.00 |
Molecular Formula |
C7H8BClO3 |
Molecular Weight |
186.401 |
PSA |
60.69000 |
Vapour Pressure |
0.0±1.0 mmHg at 25°C |
Safety Information of 1003042-59-8
Applications of 1003042-59-8
This compound has a wide range of applications across different fields:
- Organic Chemistry: It is extensively utilized in Suzuki-Miyaura coupling reactions to create carbon-carbon bonds, which are essential for synthesizing complex organic molecules .
- Pharmaceuticals: It plays a role in developing boron-containing drugs and serves as a tool for studying enzyme inhibition mechanisms .
- Materials Science: The compound is also used in producing advanced materials, including polymers and electronic components .
Interaction Studies of 1003042-59-8
The mechanism of action for 2-chloro-5-hydroxymethylphenylboronic acid primarily revolves around its capacity to form stable complexes with diols. This property is critical in Suzuki-Miyaura coupling reactions where transmetalation occurs with palladium catalysts, facilitating the formation of carbon-carbon bonds .
Biological Activity of 1003042-59-8
The biological activity of 2-chloro-5-hydroxymethylphenylboronic acid is notable in the context of drug development and enzyme inhibition studies. Its ability to form stable complexes with diols and other nucleophiles is exploited in various biochemical applications, including the design of boron-containing pharmaceuticals .
Physical sample testing spectrum (NMR) of 1003042-59-8
