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Merck
CN

746177

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:
Molecular Weight:
277.85
NACRES:
NA.06
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
Assay:
96%
Form:
solid
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Quality Level

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

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.


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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Related Content

Hall Group explores boronic acid derivatives' applications in reaction development and chemical biology.


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



Global Trade Item Number

SKUGTIN
746177-250MG04061833229644
746177-1G04061826645345