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4,4,5,5-Tetramethyl-2-((E)-Propenyl)[1,3,2]Dioxaborolane CAS NO 83947-58-4


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CAS No.:83947-58-4

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

4,4,5,5-Tetramethyl-2-((E)-Propenyl)[1,3,2]Dioxaborolane is a high-value organoboron reagent, specifically a pinacol-protected (E)-propenylboronic ester. This compound is a critical synthetic intermediate prized for its stability and reactivity in cross-coupling reactions, enabling the efficient introduction of an alkenyl moiety into complex molecular architectures. It is essential for researchers and process chemists in the pharmaceutical, agrochemical, and advanced materials sectors who require precise and reliable building blocks for drug discovery, catalyst development, and functional polymer synthesis.

Application

  • Suzuki-Miyaura Cross-Coupling Reactions: A key reagent for forming carbon-carbon bonds to construct (E)-alkenyl-substituted arenes and heteroarenes, a common motif in active pharmaceutical ingredients (APIs).
  • Pharmaceutical Intermediate Synthesis: Used in the research and development of novel therapeutic agents, including kinase inhibitors and other small molecule drugs.
  • Agrochemical Product Development: Employed in the synthesis of advanced crop protection agents and herbicides that require specific alkenyl functional groups.
  • Material Science & Organic Electronics: Serves as a precursor for constructing conjugated organic molecules used in OLEDs, organic photovoltaics (OPVs), and semiconductors.
  • Catalyst & Ligand Preparation: Utilized in the synthesis of specialized ligands for transition metal catalysis.
  • Chemical Biology & Probe Development: Acts as a versatile handle for bioconjugation and the creation of molecular probes for imaging and diagnostic applications.

Basic Information

Product Name 4,4,5,5-Tetramethyl-2-((E)-Propenyl)[1,3,2]Dioxaborolane
CAS No. 83947-58-4
Molecular Formula C11H21BO2
Molecular Weight 196.10 g/mol
Synonyms (E)-1-Propenylboronic acid pinacol ester; (E)-1-Propenyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; trans-1-Propenylboronic acid pinacol ester; (E)-1-Propenyl-Bpin; (E)-1-Propenylpinacolborane; (E)-2-(Prop-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; (E)-Propenylpinacolboronate; Pinacol (E)-1-propenylboronate
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Quality Control

Our production of 4,4,5,5-Tetramethyl-2-((E)-Propenyl)[1,3,2]Dioxaborolane adheres to stringent quality management protocols to ensure batch-to-batch consistency and high purity for demanding synthetic applications. All materials are subjected to rigorous analytical testing, including NMR, HPLC, and GC analysis. A comprehensive Certificate of Analysis (COA) detailing purity, identity, and impurity profiles is provided with each shipment to support your quality assurance and regulatory documentation needs.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated place at room temperature (15-25°C). This product is hygroscopic (moisture-sensitive) and should be handled under an inert atmosphere (e.g., nitrogen or argon) for long-term storage and when dispensing to maintain optimal purity and reactivity.

Specification

Item Specification
Appearance Colorless to pale yellow liquid
Identification (NMR) Conforms to structure
Purity (GC) ≥ 97.0%
Purity (HPLC) ≥ 96.0%
Isomeric Purity ((E)-isomer) ≥ 98.0%
Water Content (KF) ≤ 0.5%

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.

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