NICOTINONITRIL-5-BORONIC ACID

NICOTINONITRIL-5-BORONIC ACID - Names and Identifiers

Name	5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-3-carbonitrile
Synonyms	NICOTINONITRIL-5-BORONIC ACID Nicotinonitrile-5-boronic acid pinacol ester 3-CYANOPYRIDINE-5-BORONIC ACID PINACOL ESTER 3-CYANO-5-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)PYRIDINE 5-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-NICOTINONITRILE 3-hydroxy-2,3-dimethylbutan-2-yl hydrogen 5-cyanopyridin-3-ylboronate 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-Pyridinecarbonitrile 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-3-carbonitrile
CAS	402718-29-0
InChI	InChI=1/C12H15BN2O2/c1-11(2)12(3,4)17-13(16-11)10-5-9(6-14)7-15-8-10/h5,7-8H,1-4H3

NICOTINONITRIL-5-BORONIC ACID - Physico-chemical Properties

Molecular Formula	C12H15BN2O2
Molar Mass	230.07
Density	1.107g/cm³
Melting Point	122-124℃
Boling Point	352.638°C at 760 mmHg
Flash Point	167.07°C
Vapor Presure	0mmHg at 25°C
Storage Condition	under inert gas (nitrogen or Argon) at 2-8°C
Refractive Index	1.507

NICOTINONITRIL-5-BORONIC ACID - Introduction

5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-3-carbonitrile is an organic compound with the chemical formula C12H17BN2O2.

Nature:
-Appearance: It is white to light yellow powder or crystal.
-Solubility: Soluble in alcohol, ester and ketone, slightly soluble in ether and chloroform, insoluble in water.

Use:
-As a catalyst: 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-3-carbonitrile can be used as an effective catalyst in organic synthesis for hydrogenation reactions, cross-coupling reactions and aromatic hydrocarbon functionalization reactions.
-Preparation of organometallic compounds: It can also be used to prepare organometallic-containing compounds, such as pyridine-boronic acid pinacol complexes.

Preparation Method:
5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-3-carbonitrile can be prepared by the following two-step reaction:
1. 3-Cyanopyridine is reacted with a tertiary nitrile in the presence of stannous chloride to produce 5-(3-{[(trimethylstannanyl)oxy]carbonyl}phenyl)pyridine (intermediate) having a tertiary nitrile group.
2. reacting the intermediate with dimethyl brominated boronic acid to finally obtain 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-3-carbonitrile.

Safety Information:
- 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-3-carbonitrile specific safety information may vary depending on the supplier or preparation method, so you should check the safety data sheet provided by the relevant supplier before use.
-When using, avoid contact with skin and eyes, and make sure to operate in a well-ventilated place.
-Keep dry, fire-proof and free from oxidizers during storage and handling.
-If ingested by mistake or discomfort due to inhalation, seek medical advice immediately.

Last Update：2024-04-10 22:29:15