666467
5-Indolylboronic acid
≥95%
Synonym(s):
5-Indoleboronic acid, Indole-5-boronic acid
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About This Item
Linear Formula:
(C8H6N)B(OH)2
CAS Number:
Molecular Weight:
160.97
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22
Assay
≥95%
form
solid
mp
170-175 °C
storage temp.
2-8°C
SMILES string
OB(O)c1ccc2[nH]ccc2c1
InChI
1S/C8H8BNO2/c11-9(12)7-1-2-8-6(5-7)3-4-10-8/h1-5,10-12H
InChI key
VHADYSUJZAPXOW-UHFFFAOYSA-N
General description
May contain varying amounts of anhydride
Application
Reactant involved in the synthesis of biologically active molecules including:
Reactant involved in Suzuki coupling reactions for synthesis of
Reactant involved in:
- Indole inhibitors of MMP-13 for arthritic disease treatment
- Substituted pyrimidines acting as tubulin polymerization inhibitors
Reactant involved in Suzuki coupling reactions for synthesis of
- Aryl- hetarylfurocoumarins
- Aryl-substituted oxabenzindoles and methanobenzindoles
Reactant involved in:
- Oxidative cross-coupling with mercaptoacetylenes
- Trifluoromethylation
Substrate used in a rhodium-catalyzed 1,4-addition to unprotected maleimides.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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Tetrahedron Letters, 48, 4413-4413 (2007)
Haluk Dinçalp et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 202, 196-206 (2018-05-23)
Five isoindigo-based donor-acceptor-donor (D-A-D) type small molecules have been synthesized in order to investigate their intramolecular charge transfer characteristics. UV-vis absorption of these dyes exhibits a wide absorption band ranging from 300 to 650 nm with two distinct bands, giving the
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