(1H-indol-5-yl)boronic acid

(1H-indol-5-yl)boronic acid
  • CAS No.:144104-59-6
Other grades of this product :
5-Indolylboronic acid Basic information
Product Name:5-Indolylboronic acid
Synonyms:1H-INDOLE-5-BORONIC ACID;1H-INDOL-5-YLBORONIC ACID;5-INDOLYLBORONIC ACID;5-INDOLEBORONIC ACID;AKOS BRN-0120;INDOLE-5-BORONIC ACID;5-Indole Boric Acid;5-Indolyboronic acid
CAS:144104-59-6
MF:C8H8BNO2
MW:160.97
EINECS:
Product Categories:Organoborons;Boronic acids;blocks;BoronicAcids;IndolesOxindoles;Heterocyclic Compounds;Indoles and derivatives;Boronic acid;Indole
Mol File:144104-59-6.mol
5-Indolylboronic acid Chemical Properties
Melting point 170-175 °C
Boiling point 433.2±37.0 °C(Predicted)
density 1.33±0.1 g/cm3(Predicted)
storage temp. 2-8°C
pka8.91±0.30(Predicted)
form Crystalline Powder
color White
Sensitive Air Sensitive
CAS DataBase Reference144104-59-6(CAS DataBase Reference)
Safety Information
Hazard Codes Xi,Xn
Risk Statements 36/37/38-21/22
Safety Statements 26-36/37/39
WGK Germany 3
Hazard Note Irritant/Keep Cold
HazardClass IRRITANT, KEEP COLD
HS Code 29339900
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
5-Indolylboronic acid Usage And Synthesis
Chemical PropertiesWhite to light yellow crystal powde
UsesIndole-5-boronic acid is a useful reagent for palladium and copper catalyzed oxidative cross-coupling of mercaptoacetylenes and arylboronic acids. A reagent used in the synthesis of other biologically active molecules.
UsesReactant involved in the synthesis of biologically active molecules including:
  • 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
General DescriptionMay contain varying amounts of anhydride
5-Indolylboronic acid Preparation Products And Raw materials
Raw materialsTetrahydrofuran-->n-Butyllithium-->Trimethyl borate-->5-Bromoindole-->Potassium hydride
Preparation ProductsURMC-099

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