ChemicalBook Product Catalog Chemical Reagents Organic reagents Boric acid 5-Indolylboronic acid

5-Indolylboronic acid

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;5-Indole Boric Acid;5-Indolyboronic acid;5-INDOYLBORONIC ACID
CAS:144104-59-6
MF:C8H8BNO2
MW:160.97
EINECS:
Product Categories:Organoborons;Boronic acids;Heterocyclic Compounds;blocks;BoronicAcids;IndolesOxindoles;Indoles and derivatives;Boronic acid;Indole
Mol File:144104-59-6.mol
5-Indolylboronic acid Structure
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
ACROS English
SigmaAldrich English
5-Indolylboronic acid Usage And Synthesis
Chemical PropertiesWhite to light yellow crystal powde
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
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.
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-->5-(6-BROMOPYRIDAZIN-3-YL)-1H-INDOLE
5-Indolylboronic acid, pinacol ester ,5-Indolylboronic acid, pinacol cyclic ester 5-Formyl-4-methylthiophene-2-boronic acid, 97% 3-BROMOTHIOPHENE-5-BORONIC ACID Ethyl 2-(Chlorosulfonyl)acetate 5-Methylthiophene-2-boronic acid FMOC-L-TRP(5-B(OH)2) Ascoric Acid 3-BROMOTHIOPHENE-2-BORONIC ACID 5-(1,3,2-Dioxaborinan-2-yl)-3-methylthiophene-2-carboxaldehyde 2,2'-BITHIOPHENE-5-BORONIC ACID 5-Carboxythiophene-2-boronic acid 5-PHENYL-2-THIENYLBORONIC ACID 5-BROMOTHIOPHENE-2-BORONIC ACID Indole-7-boronic acid pinacol ester 2,5-THIOPHENEDIBORONIC ACID 5-INDANOL 5-ETHYLTHIOPHENYLBORONIC ACID 4-Methylthiophene-2-boronic acid
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