Quinoline-6-boronic acid picol ester

Quinoline-6-boronic acid picol ester - Names and Identifiers

Name	6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinoline
Synonyms	Quinoline-6-boronic acid picol ester Quinoline-6-boronic acid,pinacol ester 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinoline 2-(Quinolin-6-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane Quinoline, 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)- 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)quinoline, 6-Quinolylboronic acid pinacol ester
CAS	406463-06-7
InChI	InChI=1/C15H18BNO2/c1-14(2)15(3,4)19-16(18-14)12-7-8-13-11(10-12)6-5-9-17-13/h5-10H,1-4H3
InChIKey	VMFALDWCEQUFSX-UHFFFAOYSA-N

Quinoline-6-boronic acid picol ester - Physico-chemical Properties

Molecular Formula	C15H18BNO2
Molar Mass	255.12
Density	1.1g/cm³
Melting Point	62-66°C(lit.)
Boling Point	386.5°C at 760 mmHg
Flash Point	187.5°C
Vapor Presure	7.86E-06mmHg at 25°C
Appearance	Powder or Crystalline Solid
Color	White to pale orange
Storage Condition	under inert gas (nitrogen or Argon) at 2-8°C
Refractive Index	1.558

Quinoline-6-boronic acid picol ester - Risk and Safety

Hazard Symbols	Xi - Irritant
Risk Codes	36/37/38 - Irritating to eyes, respiratory system and skin.
Safety Description	S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing.
WGK Germany	3

Quinoline-6-boronic acid picol ester - Introduction

6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinoline is an organic compound with the chemical formula Con.

Nature:
-Appearance: white or off-white crystalline solid
-Melting point: about 115-117°C
-Solubility: Soluble in organic solvents such as dimethyl sulfoxide and chloroform, insoluble in water

Use:
- 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinoline is widely used as a catalyst in organic synthesis.
-It can be used as a precursor of complex catalyst for asymmetric hydrogenation, aldehyde and reduction of other carbonyl compounds.

Preparation Method:
The preparation method of 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinoline mainly includes the following steps:
1. Reaction of 4,4,5,5-tetramethyl -1,3, 2-dioxoborane tricyclohexane and 6-bromoquinoline to obtain 4,4,5,5-tetramethyl -1,3, 2-dioxoborane tricyclohexan-6-yl-quinoline.
2. The above product was reduced using sodium hydroxide in methanol to obtain the desired 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinoline.

Safety Information:
6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinoline has limited safety information. The following should be noted when using:
-Use appropriate personal protective equipment such as goggles, gloves and protective clothing during operation.
-Avoid inhalation, ingestion or contact with skin and eyes.
-Operate in a well-ventilated place to avoid inhaling its vapor.
-Avoid contact with oxidants and strong acids.

Please note that the information provided above is for informational purposes only and does not represent an exhaustive description of the properties, uses, preparation and safety of the compounds. Before using this compound, it is recommended to refer to reliable chemical literature and safety data, and to follow appropriate laboratory safety regulations.

Last Update：2024-04-10 22:29:15