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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
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
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Quality Segment

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

Substrate used in a rhodium-catalyzed 1,4-addition to unprotected maleimides.
Reactant 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


pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves



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