CAS 5122-99-6 4-Iodophenylboronic Acid (contains varying amounts of Anhydride)

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4-Iodophenylboronic Acid (contains varying amounts of Anhydride)

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Catalog Number

ACM5122996-1

CAS Number

5122-99-6

Product Name

4-Iodophenylboronic Acid (contains varying amounts of Anhydride)

Structure

Category

Liquid Crystal (LC) Building Blocks

Synonyms

4-Iodobenzeneboronic Acid (contains varying amounts of Anhydride)

IUPAC Name

(4-iodophenyl)boronic acid

Molecular Weight

247.83

Molecular Formula

C6H6BIO2

Canonical SMILES

B(C1=CC=C(C=C1)I)(O)O

InChI

InChI=1S/C6H6BIO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4,9-10H

InChI Key

PELJYVULHLKXFF-UHFFFAOYSA-N

Melting Point

286 °C

Appearance

White to Almost white powder to crystal

Application

4-Iodophenylboronic Acid, a white crystalline powder containing varying amounts of anhydride, serves as a versatile reagent in multiple catalytic and coupling reactions. It is utilized in copper-mediated ligandless aerobic fluoroalkylation and palladium-catalyzed aerobic oxidative cross-coupling reactions. Its applications extend to the use of recyclable magnetic-nanoparticle-supported palladium catalysts in Suzuki coupling reactions, as well as oxidative hydroxylation via copper catalysts. The compound facilitates ligand-free palladium-catalyzed Suzuki-Miyaura cross-coupling, homocoupling with gold salts, and ruthenium-catalyzed cross-coupling. It also plays a role in CuI-catalyzed Suzuki coupling reactions and the complex palladium-catalyzed domino Heck-Mizoroki/Suzuki-Miyaura reactions. Additionally, it is involved in manganese triacetate-mediated radical additions of arylboronic acids to alkenes and is employed in the preparation of Pleuromutilin derivatives for ribosomal binding and antibacterial activity through "Click Chemistry," as well as in the creation of liquid crystalline polyacetylene derivatives.

Complexity

102

Covalently-Bonded Unit Count

Exact Mass

247.95056g/mol

Formal Charge

Hazard Statements

H315 : Causes skin irritation.H319 : Causes serious eye irritation.

Heavy Atom Count

MDL Number

MFCD01319014

MeSH Entry Terms

4-iodophenylboronic acid

Monoisotopic Mass

247.95056g/mol

Precautionary Statements

P264 : Wash skin thoroughly after handling.P280 : Wear protective gloves/ eye protection/ face protection.P337 + P313 : If eye irritation persists: Get medical advice/ attention.P305 + P351 + P338 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.P302 + P352 : IF ON SKIN: Wash with plenty of soap and water.P332 + P313 : If skin irritation occurs: Get medical advice/ attention.P362 : Take off contaminated clothing and wash before reuse.

Rotatable Bond Count

Signal Word

Warning

MSDS

Download MSDS

COA

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Spec Sheet

Download Spec Sheet

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