2-Iodophenylboronic Acid

Product Information

Molecular Formula:
C6H6O2BI
Molecular Weight:
247.82611
Description
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
Synonyms
2-IODOPHENYLBORONIC ACID
IUPAC Name
(2-iodophenyl)boronic acid
Canonical SMILES
B(C1=CC=CC=C1I)(O)O
InChI
InChI=1S/C6H6BIO2/c8-6-4-2-1-3-5(6)7(9)10/h1-4,9-10H
InChI Key
MGUDXXNWLVGZIF-UHFFFAOYSA-N
Melting Point
189-194 °C
Flash Point
Not applicable
Purity
≥95%
Appearance
White to tan powder

Safety Information

Hazards
H302 - H315 - H319 - H335
Precautionary Statement
P301 + P312 + P330 - P302 + P352 - P305 + P351 + P338

Computed Properties

Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
1
Exact Mass
247.95056 g/mol
Monoisotopic Mass
247.95056 g/mol
Topological Polar Surface Area
40.5Ų
Heavy Atom Count
10
Formal Charge
0
Complexity
110
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes

Patents

Publication Number Title Priority Date
CN-111875514-A Method for preparing n-nonanoic vanilloylamine 2020-08-24
CN-111689973-A Dibenzocaprolactam pyrazolidine compound, preparation method and application 2020-07-28
CN-111808434-A Method for preparing naphthol AS series azo dye 2020-07-20
CN-111808434-B Method for preparing naphthol AS series azo dye 2020-07-20
CN-111647011-A Preparation method of monohalogenated phenylboronic acid 2020-07-16
CN-110563750-A Synthesis method of cefazedone 2019-09-20
CN-111435705-A Repairing agent and repairing method thereof and method for preparing photoelectric film 2019-06-12
CN-112086564-A Passivating agent and passivation method thereof and method for preparing semiconductor film 2019-06-12
CN-110155988-B Activation method of carbon nano tube and method for preparing conductive heat-shrinkable tube 2019-05-23
KR-101940500-B1 A cell line for determining botulinum toxin activity and method for using the same 2018-11-29

Literatures

PMID Publication Date Title Journal
23013456 2012-10-05 Direct amidation of carboxylic acids catalyzed by ortho-iodo arylboronic acids: catalyst optimization, scope, and preliminary mechanistic study supporting a peculiar halogen acceleration effect The Journal of organic chemistry
21988373 2011-11-07 Preparation and X-ray crystal study of benziodoxaborole derivatives: new hypervalent iodine heterocycles Inorganic chemistry
The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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