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
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
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 |
