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2-Aminophenylboronic acid pinacol ester

CAS 191171-55-8C12H18BNO2Chemical Synthesis

2-Aminophenylboronic acid pinacol ester (CAS: 191171-55-8, Formula: C12H18BNO2, MW: 219.09) is a key organometallic reagent used in advanced chemical synthesis. This aryl boronate ester serves as a valuable building block, participating in the creation of complex heterocyclic compounds. Its applications are primarily within research and development settings for the synthesis of novel pharmaceutical intermediates and other fine chemicals.

IUPAC
2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)aniline
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2-Aminophenylboronic acid pinacol ester (C12H18BNO2) — chemical structure, CAS 191171-55-8; Chemistry, fine chemical supplied by Tech Serve Solutions
Aryl Boronate EstersBoronate EstersChemical SynthesisOrganometallic Reagents
01 /Applications

Synthesis of Indolo[3,4-cd][1]benzazepines

This compound is a reactant in the synthesis of indolo[3,4-cd][1]benzazepines through Pictet-Spengler-type cyclization reactions. These structures are of interest in medicinal chemistry.

Development of Antimicrobial Peptideomimetics

It is employed in the creation of amphiphilic aryl peptideomimetics with potential antimicrobial properties. This application highlights its role in drug discovery research.

Preparation of Pyridoquinazolines and Benzo[h][1,6]naphthyridines

The ester participates in intramolecular electrophilic substitution reactions for the synthesis of pyridoquinazolines and benzo[h][1,6]naphthyridines.

Formation of Thienopyridine Derivatives

2-Aminophenylboronic acid pinacol ester is utilised in synthetic routes leading to various thienopyridine derivatives.

Construction of Dihydroquinolone Structures

This reagent serves as a precursor in the synthesis of dihydroquinolone compounds, which are important scaffolds in organic chemistry.

02 /Properties
Molecular weight219.09
Empirical formulaC12H18BNO2
ApplicationReactant involved in synthesis of:• Indolo[3,4-cd][1]benzazepines via Pictet-Spengler-type cyclizations1• Antimicrobial amphiphilic aryl peptideomimetics2• Pyridoquinazolines and benzo[h][1,6]naphthyridines via intramolecular electrophilic substitution reactions3• Thienopyridine derivatives4• Dihydroquinolones5• Methacrylamidophenylboronic acids6
Melting point63-68 °C(lit.)
03 /Safety & handling
GHS hazard pictogram: Harmful / irritant (GHS07)
Harmful / irritant
Warning

Hazard statements

  • H315Causes skin irritation
  • H319Causes serious eye irritation
  • H335May cause respiratory irritation

Precautionary statements

  • P261Avoid breathing dust, fume, gas or vapours
  • P305IF IN EYES
Protective equipmentdust mask type N95 (US), Eyeshields, Gloves
Water hazard class (WGK, DE)3
Hazard codes (EU)Xi
Risk statements (R)36/37/38
Safety statements (S)26-36

Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.

04 /Identifiers & registry
CAS number
191171-55-8
MDL number
MFCD02179448
PubChem substance
24880867
05 /Quality & supply

Documentation

Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.

Supply & logistics

Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.

06 /Frequently asked questions

What is 2-Aminophenylboronic acid pinacol ester used for?

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2-Aminophenylboronic acid pinacol ester is primarily used as a reactant in the synthesis of various complex organic molecules, including indolo[3,4-cd][1]benzazepines, antimicrobial peptideomimetics, pyridoquinazolines, benzo[h][1,6]naphthyridines, thienopyridine derivatives, and dihydroquinolones.

What is the CAS number and formula for 2-Aminophenylboronic acid pinacol ester?

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The CAS number for 2-Aminophenylboronic acid pinacol ester is 191171-55-8, and its molecular formula is C12H18BNO2.

What grade and purity does Tech Serve Solutions supply?

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Tech Serve Solutions supplies this chemical for research and development purposes. The specific assay or grade is available upon request, and TSS does not represent it as USP, BP, or EP grade.

How should 2-Aminophenylboronic acid pinacol ester be handled?

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Handle with appropriate personal protective equipment, including a dust mask (type N95 recommended), eyeshields, and gloves. Avoid breathing dust and ensure adequate ventilation. This compound may cause skin, eye, and respiratory irritation (H315, H319, H335).

Is this chemical suitable for export?

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Yes, Tech Serve Solutions is a global supplier and exporter of fine chemicals, including 2-Aminophenylboronic acid pinacol ester, adhering to international shipping regulations.

How can I request a sample or quote?

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To request a sample or a quote, please contact our sales team through the website or by calling our office. Please reference the product name and CAS number (191171-55-8).

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