Description

1-Naphthaleneboronic Acid (CAS 13922-41-3) 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 naphthalen-1-ylboronic acid, features a boronic acid functional group attached to the 1-position of a naphthalene ring, making it a versatile building block for Suzuki-Miyaura cross-coupling reactions. Its crystalline structure and stability under controlled conditions ensure reliable performance in catalytic applications. Ideal for researchers and scientists, our product is rigorously tested for purity (>98%) and consistency, meeting the stringent demands of advanced chemical synthesis. Available in various quantities, it is packaged under inert conditions to maintain integrity and shelf life.

Properties

• CAS Number: 13922-41-3
• Complexity: 172
• IUPAC Name: 1-naphthylboronic acid
• InChI: InChI=1S/C10H9BO2/c12-11(13)10-7-3-5-8-4-1-2-6-9(8)10/h1-7,12-13H
• InChI Key: HUMMCEUVDBVXTQ-UHFFFAOYSA-N
• Exact Mass: 172.0695597
• Molecular Formula: C10H9BO2
• Molecular Weight: 171.99
• SMILES: B(C1=CC=CC2=CC=CC=C12)(O)O
• Topological: 40.5
• Monoisotopic Mass: 172.0695597
• Synonyms: 1-Naphthaleneboronic acid, 1-Naphthylboronic acid, 604-119-4, 13922-41-3, Naphthalene-1-boronic acid, naphthalen-1-ylboronic acid, Boronic acid, B-1-naphthalenyl-, (naphthalen-1-yl)boronic acid, MFCD00019722, 1-naphthalene boronic acid, Naphthylboronic acid, B-1-Naphthalenyl-boronic Acid, 1-naphthalene boronicacid, CHEMBL415532, Boronic acid, naphthalenyl-, 1-Naphthaleneboronicacid, 1-naphthyl boronic acid, alpha-NAPHTHYLBORIC ACID, naphtylboronic acid, napthyl boronic acid, naphthyl boronic acid, 1-naphtylboronic acid, 1-napthylboronic acid, naphthalene-1-boronic, naphthaleneboronic acid, 1-napthyl boronic acid, naphthalene boronic acid, 1-naphtaleneboronic acid, 1-napthaleneboronic acid, 1-naphthyleneboronic acid, 1-naphthlene boronic acid, 1-naphthalenylboronic acid, 1-naphthalene-boronic acid, SCHEMBL24488, naphthalen-1-yl boronic acid, 1-NAPHTHYLBENZOIC ACID, naphthalene-1-yl-boronic acid, DTXSID80930396, BCP22774, NSC78936, BDBM50067896, NSC-78936, AKOS000277862, AC-5373, AS-2649, BCP9000055, CS-W008836, PB40513, Naphthalene-1-boronic acid, >=95.0%, NCGC00249474-01, NCGC00249474-02, BP-10052, HY-78494, DB-012337, N0630, EN300-119262, Z336079466, 1-Naphthylboronic acid (contains varying amounts of Anhydride), 1-Naphthaleneboronic Acid (contains varying amounts of Anhydride), 1-Naphthaleneboronic Acid, (contains varying amounts of Anhydride)

Application

1-Naphthaleneboronic acid is extensively used in palladium-catalyzed cross-coupling reactions, such as Suzuki-Miyaura couplings, to form biaryl compounds critical in drug discovery and material science. It serves as a key intermediate in the synthesis of pharmaceuticals, agrochemicals, and organic electronic materials. Researchers also employ it in the development of fluorescent probes and sensors due to its naphthalene backbone’s photophysical properties.

Safety and Hazards

GHS Hazard Statements

• H315 (96.1%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (96.1%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (94.1%): 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 (96.1%)
• Eye Irrit. 2A (96.1%)
• STOT SE 3 (94.1%)

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