CAS 32316-92-0 2-Naphthaleneboronic Acid (contains varying amounts of Anhydride)

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2-Naphthaleneboronic Acid (contains varying amounts of Anhydride)

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Catalog Number

ACM32316920-1

CAS Number

32316-92-0

Product Name

2-Naphthaleneboronic Acid (contains varying amounts of Anhydride)

Structure

Category

Small Molecule Semiconductor Building Blocks

IUPAC Name

naphthalen-2-ylboronic acid

Molecular Weight

171.99g/mol

Molecular Formula

C10H9BO2

Canonical SMILES

B(C1=CC2=CC=CC=C2C=C1)(O)O

InChI

InChI=1S/C10H9BO2/c12-11(13)10-6-5-8-3-1-2-4-9(8)7-10/h1-7,12-13H

InChI Key

KPTRDYONBVUWPD-UHFFFAOYSA-N

Application

2-Naphthaleneboronic Acid, a yellow crystal powder, serves as a versatile compound with applications in catalytic studies and pharmaceutical manufacturing. Primarily, it is utilized in the enantioselective rhodium-catalyzed addition of aryl boronic acids to 2,2,2-trifluoroacetophenones, resulting in chiral tertiary trifluoromethyl alcohols. Additionally, it plays a crucial role in palladium-catalyzed reactions, where it contributes to the synthesis of aryl ketones through the addition of aryl boronic acids to nitriles, as well as the formation of benzofurans from aryloxy nitriles. This organometallic iridium complex holds significant potential in advancing catalytic processes and pharmaceutical development.

Complexity

172

Covalently-Bonded Unit Count

Exact Mass

172.06956g/mol

Formal Charge

Heavy Atom Count

Monoisotopic Mass

172.06956g/mol

Rotatable Bond Count

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