666467
5-Indolylboronic acid
≥95%
Synonym(s):
5-Indoleboronic acid, Indole-5-boronic acid
Sign Into View Organizational & Contract Pricing
All Photos(2)
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
Recommended Products
Quality Level
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)
Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
Customers Also Viewed
![Benzo[b]thien-2-ylboronic acid ≥95%](/deepweb/assets/sigmaaldrich/product/structures/251/077/d0ead874-b533-4dcb-890d-8816a0018ccd/640/d0ead874-b533-4dcb-890d-8816a0018ccd.png)
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
Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.
Contact Technical Service