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2-Bromopyridin-4-ylboronic acid is a boronic acid derivative featuring a bromopyridyl group, which serves as a valuable building block in the preparation of various organic compounds. Known for its ability to form stable complexes with diols, amines, and other nucleophiles, 2-BROMOPYRIDIN-4-YLBORONIC ACID is instrumental in Suzuki–Miyaura cross-coupling reactions and other carbon-carbon bond forming processes. Its versatility and reactivity have made it a significant tool in chemical research, particularly in the development of medicinal and agrochemical products, as well as in the synthesis of complex natural products.

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  • 458532-94-0 Structure
  • Basic information

    1. Product Name: 2-BROMOPYRIDIN-4-YLBORONIC ACID
    2. Synonyms: 2-BROMOPYRIDINE-4-BORONIC ACID;2-BROMOPYRIDIN-4-YLBORONIC ACID;AKOS BRN-0494;(2-broMo-4-pyridinyl)- (9CI);2-BroMo-4-pyridineboronic acid
    3. CAS NO:458532-94-0
    4. Molecular Formula: C5H5BBrNO2
    5. Molecular Weight: 201.81
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 458532-94-0.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 375.839 °C at 760 mmHg
    3. Flash Point: 181.101 °C
    4. Appearance: White to off-white/Crystalline Powder
    5. Density: 1.785 g/cm3
    6. Vapor Pressure: 0mmHg at 25°C
    7. Refractive Index: 1.602
    8. Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
    9. Solubility: N/A
    10. CAS DataBase Reference: 2-BROMOPYRIDIN-4-YLBORONIC ACID(CAS DataBase Reference)
    11. NIST Chemistry Reference: 2-BROMOPYRIDIN-4-YLBORONIC ACID(458532-94-0)
    12. EPA Substance Registry System: 2-BROMOPYRIDIN-4-YLBORONIC ACID(458532-94-0)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 458532-94-0(Hazardous Substances Data)

458532-94-0 Usage

Uses

Used in Organic Synthesis:
2-Bromopyridin-4-ylboronic acid is used as a building block for the synthesis of various organic compounds due to its ability to form stable complexes with different nucleophiles, facilitating the creation of new chemical entities.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 2-Bromopyridin-4-ylboronic acid is used as a key intermediate in the development of medicinal products. Its reactivity in cross-coupling reactions allows for the construction of diverse bioactive molecules with potential therapeutic applications.
Used in Agrochemical Development:
2-Bromopyridin-4-ylboronic acid is utilized as a component in the synthesis of agrochemicals, contributing to the development of new pesticides and other agricultural chemicals that can improve crop protection and yield.
Used in the Synthesis of Complex Natural Products:
This boronic acid derivative is employed as a synthetic tool in the preparation of complex natural products, enabling chemists to access structurally diverse and biologically active compounds for further research and potential applications.

Check Digit Verification of cas no

The CAS Registry Mumber 458532-94-0 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 4,5,8,5,3 and 2 respectively; the second part has 2 digits, 9 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 458532-94:
(8*4)+(7*5)+(6*8)+(5*5)+(4*3)+(3*2)+(2*9)+(1*4)=180
180 % 10 = 0
So 458532-94-0 is a valid CAS Registry Number.
InChI:InChI=1/C5H5BBrNO2/c7-5-3-4(6(9)10)1-2-8-5/h1-3,9-10H

458532-94-0 Well-known Company Product Price

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  • Alfa Aesar

  • (H27599)  2-Bromopyridine-4-boronic acid, 95%   

  • 458532-94-0

  • 250mg

  • 2264.0CNY

  • Detail
  • Alfa Aesar

  • (H27599)  2-Bromopyridine-4-boronic acid, 95%   

  • 458532-94-0

  • 1g

  • 5223.0CNY

  • Detail

458532-94-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Bromopyridine-4-boronic acid

1.2 Other means of identification

Product number -
Other names 2-Bromopyridin-4-Ylboronic Acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:458532-94-0 SDS

458532-94-0Upstream product

458532-94-0Downstream Products

458532-94-0Relevant articles and documents

Synthesis of novel halopyridinylboronic acids and esters. Part 3: 2, or 3-Halopyridin-4-yl-boronic acids and esters

Bouillon, Alexandre,Lancelot, Jean-Charles,Collot, Valérie,Bovy, Philippe R,Rault, Sylvain

, p. 4369 - 4373 (2002)

This paper describes a general method for the synthesis and the isolation of novel 2, or 3-halopyridin-4-yl-boronic acids and esters 12-14, 18-20. These compounds are prepared taking in account a regioselective halogen-metal exchange using nBuLi or direct

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