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707899 Sigma-Aldrich

2-Iodophenylboronic acid

Green Alternative

≥95%

  • CAS Number 1008106-86-2

  • Empirical Formula (Hill Notation) C6H6BIO2

  • Molecular Weight 247.83

  •  MDL number MFCD09743934

  •  PubChem Substance ID 329762752

  •  NACRES NA.22

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Properties

Related Categories 12 Principles Aligned Products, Aryl Boronic Acids, Boronic Acids, Boronic Acids and Derivatives, Chemical Synthesis,
Quality Level   100
assay   ≥95%
greener alternative product characteristics   Catalysis
Learn more about the Principles of Green Chemistry.
mp   189-194 °C
SMILES string   OB(O)c1ccccc1I
InChI   1S/C6H6BIO2/c8-6-4-2-1-3-5(6)7(9)10/h1-4,9-10H
InChI key   MGUDXXNWLVGZIF-UHFFFAOYSA-N

Description

General description

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for catalysis. Find details here.

Application

Catalyzes the formation of amide bonds from amines and carboxylic acids.

Used to promote greener amidations of carboxylic acids and amines in catalytic amounts. This technology avoids the requirement of preactivation of the carboxylic acid or use of coupling reagents.

Direct Amidation of Carboxylic Acids Catalyzed by ortho-Iodo Arylboronic Acids: Catalyst Optimization, Scope, and Preliminary Mechanistic Study Supporting a Peculiar Halogen Acceleration Effect

Packaging

1 g in glass bottle

Legal Information

Usage subject to US Patent #8,822,720

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Target organs 
Respiratory system
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

Greener Methods: Catalytic Amide Bond Formation

Amide bonds are one of the most frequently utilized disconnections in organic synthesis. Methods to form this vital functionality are commonly superstoichiometric, leading to considerable waste in th...
Keywords: Amidations, Catalysis, Green chemistry, Organic synthesis, Pharmaceutical

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