452972-11-1

Basic information

• Product Name: 2-CHLORO-3-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-PYRIDINE
• Synonyms: 2-CHLOROPYRIDINE-3-BORONIC ACID PINACOL ESTER;2-CHLORO-3-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-PYRIDINE;2-CHLOROPYRIDIN-3-YLBORONIC ACID PINACOL ESTER;2-[(2-Chloro)pyridin-3-yl]-4,4',5,5'-tetramethyl-1,3-dioxaborolane;2-(2-Chloro-3-pyridyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 2-Chloro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-pyridine;2-Chloro-3-pyridineboronic acid pinacol ester;2-(2-Chloro-3-pyridyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;2]dioxaborolan-2-yl)-pyridine
• CAS NO: 452972-11-1
• Molecular Formula: C₁₁H₁₅BClNO₂
• Molecular Weight: 239.51
• Mol File: 452972-11-1.mol
• Article Data: 2

Chemical Properties

• Melting Point: 34-38 °C
• Boiling Point: 335.1 °C at 760 mmHg
• Flash Point: 156.4 °C
• Appearance: White to yellow to light brown/Crystalline Powder
• Density: 1.145 g/cm³
• Vapor Pressure: 0.000239mmHg at 25°C
• Refractive Index: 1.505
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: -0.27±0.10(Predicted)
• CAS DataBase Reference: 2-CHLORO-3-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-PYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLORO-3-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-PYRIDINE(452972-11-1)
• EPA Substance Registry System: 2-CHLORO-3-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-PYRIDINE(452972-11-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 452972-11-1(Hazardous Substances Data)

Usage

Uses

2-Chloropyridine-3-boronic acid, pinacol ester

InChI:InChI=1/C11H15BClNO2/c1-10(2)11(3,4)16-12(15-10)8-6-5-7-14-9(8)13/h5-7H,1-4H3

Upstream product

• 109-09-1 2-chloropyridine 
• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 52200-48-3 3-bromo-2-chloropyridine 
• 78607-36-0 2-chloro-3-iodopyridine 
• 381248-04-0 (2-chloropyridin-3-yl)boronic acid 

Downstream Products

• 1426414-39-2 (R)-2-chloro-3-(1-phenyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethyl)pyridine 
• 1426414-42-7 (S)-1-(2-chloropyridin-3-yl)-1-phenylethanol 
• 1426414-53-0 (R)-2-chloro-3-(1-phenylethyl)pyridine 
• 924312-01-6 3-[4(trifluoromethoxy)phenoxy]pyridin-2(1H)-one 
• 6636-78-8 2-chloro-3-hydroxypyridine 

Relevant articles and documents

Asymmetric synthesis of 1-heteroaryl-1-arylalkyl tertiary alcohols and 1-pyridyl-1-arylethanes by lithiation-borylation methodology

The synthesis of highly enantioenriched α-heterocyclic tertiary alcohols has been achieved via lithiation-borylation of a configurationally stable lithiated carbamate and heterocyclic pinacol boronic esters followed by oxidation. Protodeboronation of the α-heterocyclic tertiary boronic esters using TBAF·3H2O or CsF gave highly enantioenriched 1-pyridyl-1-arylethanes in high er.