Description

(2-Chloro-5-methoxyphenyl)boronic acid (CAS No. 89694-46-2) is a high-purity boronic acid derivative with the molecular formula C₇H₈BClO₃. This compound is a valuable building block in organic synthesis, particularly in Suzuki-Miyaura cross-coupling reactions, enabling the formation of carbon-carbon bonds for pharmaceutical and material science applications. Its unique structure, featuring a chloro and methoxy substituent on the phenyl ring, enhances reactivity and selectivity in coupling reactions. Ideal for researchers and chemists, this boronic acid is supplied with rigorous quality control to ensure consistency in synthetic workflows. Store in a cool, dry place under inert conditions to maintain stability.

Properties

• CAS Number: 89694-46-2
• Complexity: 145
• IUPAC Name: (2-chloro-5-methoxy-phenyl)boronic acid
• InChI: InChI=1S/C7H8BClO3/c1-12-5-2-3-7(9)6(4-5)8(10)11/h2-4,10-11H,1H3
• InChI Key: REFXAANPQCJZRY-UHFFFAOYSA-N
• Exact Mass: 186.0255020
• Molecular Formula: C7H8BClO3
• Molecular Weight: 186.40
• SMILES: B(C1=C(C=CC(=C1)OC)Cl)(O)O
• Topological: 49.7
• Monoisotopic Mass: 186.0255020
• Synonyms: 89694-46-2, (2-Chloro-5-methoxyphenyl)boronic acid, DTXSID20590372, DTXCID10541136, 689-343-0, 2-chloro-5-methoxyphenylboronic acid, 2-Chloro-5-methoxyphenyl boronic acid, MFCD06659858, 2-Chloro-5-methoxybenzeneboronic acid, 2-chloro-5-methoxyphenylboronicacid, Boronic acid, (2-chloro-5-methoxyphenyl)-, SCHEMBL41499, REFXAANPQCJZRY-UHFFFAOYSA-N, CS-M1978, STR08639, SBB052535, 2-chloro-5-methoxylphenylboronic acid, AKOS010056598, AB26489, AC-33498, SY026153, DB-024869, C3432, EN300-1588632, 2-Chloro-5-methoxyphenyl boronic acid, AldrichCPR, Z838915080, 2-Chloro-5-methoxyphenylboronic Acid (contains varying amounts of Anhydride)

Application

(2-Chloro-5-methoxyphenyl)boronic acid is widely used in palladium-catalyzed cross-coupling reactions to synthesize biaryl compounds for drug discovery and agrochemical development. Its electron-rich aromatic system makes it suitable for constructing complex molecular architectures in medicinal chemistry. Researchers also employ it in the preparation of advanced materials, such as OLEDs and liquid crystals.

Safety and Hazards

GHS Hazard Statements

• H302 (50%): Harmful if swallowed [Warning Acute toxicity, oral]
• H315 (83.3%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (83.3%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (66.7%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (50%)
• Skin Irrit. 2 (83.3%)
• Eye Irrit. 2A (83.3%)
• STOT SE 3 (66.7%)

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