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746177

Sigma-Aldrich

MIBA

greener alternative

96%

Synonym(s):

5-Methoxy-2-iodophenylboronic acid

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About This Item

Empirical Formula (Hill Notation):
C7H8BIO3
CAS Number:
89694-50-8
Molecular Weight:
277.85
MDL number:
MFCD26793796
UNSPSC Code:
12352103
PubChem Substance ID:
329765746
NACRES:
NA.06

Assay

96%

form

solid

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

mp

202-207 °C

functional group

iodo

greener alternative category

, Aligned

storage temp.

2-8°C

SMILES string

OB(O)C1=C(I)C=CC(OC)=C1

InChI

1S/C7H8BIO3/c1-12-5-2-3-7(9)6(4-5)8(10)11/h2-4,10-11H,1H3

InChI key

XQYAEIDOJUNIGY-UHFFFAOYSA-N

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

MIBA can be used to promote direct 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.
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

Legal Information

This Product is licensed from GreenCentre Canada for non-commercial, research use only. Please contact GreenCentre Canada for information regarding commercial use of Product.

related product

Product No.
Description
Pricing

901627

Pym-DATB Catalyst

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCT5016
MKCM7677
MKBW6286V
MKBV7450V
MKBV0801V

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Molecular sieves, 4 Å beads, 1.6-2.5 mm

Sigma-Aldrich

208604

Molecular sieves, 4 Å

Raed M Al-Zoubi et al.
Organic letters, 12(11), 2480-2483 (2010-05-11)
A convenient and regioselective silver(I)-mediated electrophilic iodination and bromination reaction of arylboronic acids has been developed. The boronic acid does not require protection prior to the reaction, which can be performed on a multigram scale with moderate to excellent yields.
Zahra Sheikholislam et al.
Iranian journal of pharmaceutical research : IJPR, 12(4), 729-733 (2014-02-14)
Radioiodinated meta-iodobenzylguanidine (MIBG) is one of the important radiopharmaceuticals in Nuclear Medicine. [(123/131)I] MIBG is used for imaging of Adrenal medulla, studying heart sympathetic nerves, treatment of pheochromacytoma and neuroblastoma. For clinical application, radioiodinated MIBG is prepared through isotopic exchange
Nicolas Gernigon et al.
The Journal of organic chemistry, 77(19), 8386-8400 (2012-09-28)
The importance of amides as a component of biomolecules and synthetic products motivates the development of catalytic, direct amidation methods employing free carboxylic acids and amines that circumvent the need for stoichiometric activation or coupling reagents. ortho-Iodophenylboronic acid 4a has
Paulo F Severino et al.
Oncotarget, 8(33), 54506-54517 (2017-09-15)
The sialyl-Tn (sTn) antigen is an
Laura Fattorini et al.
BMC plant biology, 18(1), 182-182 (2018-09-08)
Adventitious roots (ARs) are often necessary for plant survival, and essential for successful micropropagation. In Arabidopsis thaliana dark-grown seedlings AR-formation occurs from the hypocotyl and is enhanced by application of indole-3-butyric acid (IBA) combined with kinetin (Kin). The same IBA + Kin-treatment
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Hall Group – Professor Product Portal

Research in the Hall Group is centered on organoboron chemistry and explores various applications of boronic acid derivatives in reaction development, catalysis, natural product synthesis, and chemical biology. Hall and his co-workers have pioneered the concept of "Boronic Acid Catalysis” (BAC), an emerging strategy for the direct activation of carboxylic acids and alcohols.

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