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Atomfair 5-Chloro-2-methoxyphenylboronic acid C7H8BClO3 CAS 89694-48-4

5-Chloro-2-methoxyphenylboronic acid (CAS No. 89694-48-4) is a high-purity boronic acid derivative with the molecular formula C7H8BClO3, widely used in organic synthesis and pharmaceutical research. This compound, also known as (5-chloro-2-methoxyphenyl)boronic acid , features a boronic acid functional group (-B(OH)2) attached to a chloro- and methoxy-substituted benzene ring, making it a versatile building block for Suzuki-Miyaura cross-coupling reactions. Its molecular weight is 186.40 g/mol, and it typically appears as a white to off-white crystalline powder with excellent stability under recommended storage conditions (2-8°C, inert atmosphere). Ideal for researchers in medicinal chemistry, this reagent is rigorously tested for purity (≥95% by HPLC…

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Description

5-Chloro-2-methoxyphenylboronic acid (CAS No. 89694-48-4) is a high-purity boronic acid derivative with the molecular formula C7H8BClO3, widely used in organic synthesis and pharmaceutical research. This compound, also known as (5-chloro-2-methoxyphenyl)boronic acid, features a boronic acid functional group (-B(OH)2) attached to a chloro- and methoxy-substituted benzene ring, making it a versatile building block for Suzuki-Miyaura cross-coupling reactions. Its molecular weight is 186.40 g/mol, and it typically appears as a white to off-white crystalline powder with excellent stability under recommended storage conditions (2-8°C, inert atmosphere). Ideal for researchers in medicinal chemistry, this reagent is rigorously tested for purity (≥95% by HPLC or NMR) and is packaged under nitrogen to ensure longevity. Suitable for use in drug discovery, material science, and agrochemical development.

Properties

  • CAS Number: 89694-48-4
  • Complexity: 145
  • IUPAC Name: (5-chloro-2-methoxy-phenyl)boronic acid
  • InChI: InChI=1S/C7H8BClO3/c1-12-7-3-2-5(9)4-6(7)8(10)11/h2-4,10-11H,1H3
  • InChI Key: FMBVAOHFMSQDGT-UHFFFAOYSA-N
  • Exact Mass: 186.0255020
  • Molecular Formula: C7H8BClO3
  • Molecular Weight: 186.40
  • SMILES: B(C1=C(C=CC(=C1)Cl)OC)(O)O
  • Topological: 49.7
  • Monoisotopic Mass: 186.0255020
  • Synonyms: 5-Chloro-2-methoxyphenylboronic acid, 89694-48-4, (5-chloro-2-methoxyphenyl)boronic acid, 5-Chloro-2-methoxybenzeneboronic Acid, DTXSID90370921, DTXCID10321955, 618-292-9, 923-256-3, MFCD01318966, 5-chloro-2-methoxyphenyl boronic acid, Boronic acid, (5-chloro-2-methoxyphenyl)-, 4-CHLOROANISOLE-2-BORONIC ACID, 2-METHOXY-5-CHLOROPHENYLBORONIC ACID, SCHEMBL322537, CS-D1034, SBB052529, (5-chloro-2-methoxyphenyl)boronicacid, 2-methoxy-5-chloro-phenylboronic acid, 5-chloro,2-methoxyphenyl boronic acid, 5-chloro-2-methoxy-phenylboronic acid, AKOS000285061, 2-methoxy-5-chlorobenzene boronic acid, 5-Chloro-2-methoxy benzeneboronic acid, 5-chloro-2-methoxybenzene boronic acid, AB08779, AC-5396, 2-methoxy-5-chloro-phenyl-boronic acid, 5-chloro-2-methoxy phenyl boronic acid, 5-chloro-2-methoxy-phenyl boronic acid, 3-Chloro-6-methoxy-benzene boronic acid, AS-14939, FC149774, SY014965, DB-024870, C2292, EN300-3219514

Application

5-Chloro-2-methoxyphenylboronic acid is primarily employed as a key intermediate in Suzuki-Miyaura cross-coupling reactions to synthesize biaryl compounds for pharmaceutical applications. Its chloro and methoxy substituents enhance reactivity in palladium-catalyzed coupling, enabling the construction of complex molecules like kinase inhibitors or heterocyclic scaffolds. Researchers also utilize it in the development of fluorescent probes and polymer materials due to its boronic acid moiety’s affinity for diols. The compound’s stability and selectivity make it valuable for high-throughput screening and combinatorial chemistry.

Safety and Hazards

GHS Hazard Statements

  • H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
  • H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
  • H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
  • H335 (100%): 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 (100%)
  • Skin Irrit. 2 (100%)
  • Eye Irrit. 2 (100%)
  • STOT SE 3 (100%)

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

Disclaimer

Intended Use & Restrictions

This product is sold exclusively for laboratory research, analytical testing, or non-commercial purposes.

  • Strictly prohibited: Resale, repackaging, or formulation into commercial products.
  • Not approved for human/animal use, diagnostics, or manufacturing (including pharmaceuticals, agrochemicals, or consumer goods).

Patent & Regulatory Compliance

Certain molecules may be protected by active patents or regulatory restrictions.

  • Buyers must independently verify patent status (e.g., via USPTO/EPO/CNIPA) and comply with local laws.
  • Atomfair LLC does not provide legal assurances regarding patent non-infringement or jurisdictional compliance.

Liability Release

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  • Use this product only as permitted by law.
  • Indemnify Atomfair LLC against all claims arising from misuse, patent infringement, or regulatory violations.

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