3-Acetamidophenylboronic acid CAS 78887-39-5 Purity 98%percent White to Off-White Crystalline Powder Suzuki Coupling Reagent Pharma Intermediate Boron

1. Product Overview

3-Acetamidophenylboronic acid, CAS 78887-39-5, also known as 3-acetamidobenzeneboronic acid or m-acetamidophenylboronic acid, is a meta-substituted arylboronic acid with molecular formula C₈H₁₀BNO₃ and MW 178.98 g/mol. It appears as white to off-white or pale yellow crystalline powder, mp ~135°C (lit.), freely soluble in methanol and warm ethanol, slightly soluble in water and non-polar solvents. The molecule combines an acetamide (–NHCOCH₃) and a boronic acid (–B(OH)₂) group on the benzene ring, making it a key building block for Suzuki–Miyaura cross-coupling, proteasome inhibitor scaffolds, and pharmaceutical intermediates (e.g., kinase/antibacterial APIs). It is moisture-sensitive and tends to form cyclic anhydrides on standing; supply and storage under dry inert atmosphere (N₂/Ar) is standard.

2. Key Features and Advantages

• Suzuki-Ready Boronate — High-purity arylboronic acid for Pd-catalyzed C–C bond formation; meta-acetamide directs regio- and electronic effects.

• Pharma Scaffold — Core intermediate for acetanilide-based drug candidates (proteasome inhibitors, antimicrobials, CNS agents).

• Stable Enough for Handling — Acetamide protects the aniline nitrogen from oxidation; boronic acid tolerates typical coupling conditions.

• Multiple Grades — Reagent 98% HPLC, 95% technical, isotopically labeled variants available on custom request.

3. Main Applications

Used across boronic acid chemistry and pharma: Suzuki–Miyaura Cross-Coupling (aryl–aryl/heteroaryl bond formation in API and material synthesis); Pharmaceutical Intermediates (meta-acetamidobenzeneboronic acid for kinase inhibitors, antibacterial leads, prodrug designs); Medicinal Chemistry (boronic acid warhead for serine protease/proteasome targeting; building block in fragment-based drug discovery); Material Science (conjugated polymers, OLED precursors via Suzuki polymerization); Custom Synthesis (mg–kg scale boronic acids/intermediates for CRO/CDMO pipelines, inquire-only).

4. Technical Specifications

5. Storage and Handling

• Storage Conditions: Store in a cool, dry place under inert atmosphere (N₂ or Ar), sealed in desiccated amber vials. Recommended: 2–8°C refrigerator for short-term; –20°C for long-term; keep away from moisture. Do not store at RT uncovered.

• Packaging Options: Research: 100 mg / 250 mg / 1 g / 5 g / 25 g amber vials with septa under Ar; bulk: 100 g / 500 g / 1 kg foil-pouched with desiccant (custom synthesis).

• Shelf Life: ≥12 months unopened at –20°C under inert gas; once opened, re-seal tightly and use promptly to limit anhydride formation.

• Handling Precautions: Handle in fume hood with glove box or under N₂ blanket if possible. Wear nitrile gloves, goggles, lab coat. Avoid inhalation of fine powder; keep dry.

• Incompatible Materials: Strong oxidizers, strong acids/bases causing boronic acid decomposition; moisture/water vapor.

6. Safety Overview

GHS pictograms: GHS07 (Exclamation). Signal word: Warning. Hazard statements: H315 (skin irritant), H319 (eye irritant), H335 (respiratory irritant). Precautionary: P261 / P280 / P302+P352 / P305+P351+P338. Acute toxicity: oral LD₅₀ rat not reported but similar arylboronics are low–moderate; irritant to skin/eyes/respiratory tract. Transport: Not DG in small packs; bulk may be UN1325 Flammable Solid Organic n.o.s. PG III. WGK Germany 3. Customs code 29319090 (organo-inorganic compounds). Dispose as organic irritant hazardous waste. In case of contact: skin—wash with soap/water; eyes—rinse 15 min + medical aid.