Description

(Naphthalen-2-yl)boronic acid (CAS No. 32316-92-0) is a high-purity boronic acid derivative with the molecular formula C₁₀H₉BO₂, widely utilized in organic synthesis and pharmaceutical research. This compound, also known as 2-Naphthylboronic acid, features a naphthalene ring system coupled with a boronic acid functional group, making it a versatile building block for Suzuki-Miyaura cross-coupling reactions. Its crystalline structure and stability under standard conditions ensure reliable performance in catalytic transformations. Ideal for researchers and industrial chemists, our product is rigorously tested for purity (>98%) and consistency, meeting the stringent demands of modern synthetic applications. Available in scalable quantities with detailed analytical data (NMR, HPLC, MS) for quality assurance.

Properties

• CAS Number: 32316-92-0
• Complexity: 172
• IUPAC Name: 2-naphthylboronic acid
• 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
• Exact Mass: 172.0695597
• Molecular Formula: C10H9BO2
• Molecular Weight: 171.99
• SMILES: B(C1=CC2=CC=CC=C2C=C1)(O)O
• Topological: 40.5
• Monoisotopic Mass: 172.0695597
• Synonyms: 2-Naphthylboronic acid, (naphthalen-2-yl)boronic acid, 628-070-3, 2-Naphthaleneboronic acid, 32316-92-0, Naphthalen-2-ylboronic Acid, Naphthalene-2-boronic acid, 2-naphthalene boronic acid, 2-naphthaleneylboronic acid, Boronic acid, 2-naphthalenyl-, beta-naphthylboronic acid, MFCD00236051, QP24ZQS9BM, B-2-Naphthalenylboronic acid, (2-Naphthalenyl)boronic acid, (Naphthalene-2-yl)boronic acid, Boronic acid, B-2-naphthalenyl-, UNII-QP24ZQS9BM, Naphthalen-2-boronic acid, CHEMBL141079, 2-Naphtahaleneboronic acid, 2-naphthyl boronic acid, 2-naphthalenylboronic acid, 2-Naphthylboronic acid(contains varying amounts of Anhydride), 2-NAPHTHYLBORONIC CAID, 2-naphtylboronic acid, NAPHTHALEN-2-YL-2-BORONIC ACID, 2-naphthyl-boronic acid, 2-napthaleneboronic acid, naphth-2-yl boronic acid, 2-naphthalenyl boronic acid, SCHEMBL23150, naphthalen-2-yl boronic acid, naphthalen-2-yl-boronic acid, 2-NAPHTHYLBENZOIC ACID, 2-NAPHTHALENE BORIC ACID, SCHEMBL19347409, 2-Phenylnaphthalene Boronic Acid, 2 -phenylnaphthalene boronic acid, DTXSID50370265, BCP22773, 2-Naphthylboronic acid, >=95.0%, BDBM50067913, SBB088564, AKOS004116357, AB05352, AC-3261, AC-5787, AS-2618, BCP9000056, CS-W002570, FN55321, HY-W002570, NCGC00249473-01, NCGC00249473-02, SY004747, DB-012338, N0649, EN300-76567, Z381540938, 2-Naphthaleneboronic Acid (contains varying amounts of Anhydride), 2-Naphthaleneboronic Acid, (contains varying amounts of Anhydride)

Application

(Naphthalen-2-yl)boronic acid is a key reagent in Suzuki-Miyaura cross-coupling reactions, enabling the synthesis of biaryl compounds for pharmaceuticals and materials science. It serves as a precursor for fluorescent dyes and organic electronic materials due to its conjugated naphthalene backbone. Researchers also employ it in the development of enzyme inhibitors and receptor-binding assays.

Safety and Hazards

GHS Hazard Statements

• H315 (98.1%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (98.1%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (96.2%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Skin Irrit. 2 (98.1%)
• Eye Irrit. 2 (98.1%)
• STOT SE 3 (96.2%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.