6-HYDROXY-2-NAPHTALENEBORONIC ACID

6-HYDROXY-2-NAPHTALENEBORONIC ACID - Names and Identifiers

Name	6-HYDROXY-2-NAPHTHALENEBORONIC ACID
Synonyms	AKOS BRN-0430 6-HYDROXY-2-NAPHTALENEBORONIC ACID 6-HYDROXY-2-NAPHTHALENEBORONIC ACID 6-HYDROXYNAPHTHALENE-2-BORONIC ACID 6-HYDROXY-2-NAPHTHYLENEBORONIC ACID 6-HYDROXY-2-NAPTHALENE BORONIC ACID (6-hydroxynaphthalen-2-yl)boronic acid
CAS	173194-95-1
InChI	InChI=1/C10H9BO3/c12-10-4-2-7-5-9(11(13)14)3-1-8(7)6-10/h1-6,12-14H

6-HYDROXY-2-NAPHTALENEBORONIC ACID - Physico-chemical Properties

Molecular Formula	C10H9BO3
Molar Mass	187.99
Density	1.35±0.1 g/cm3(Predicted)
Melting Point	218-224°C
Boling Point	458.6±37.0 °C(Predicted)
Flash Point	231.1°C
Vapor Presure	3.33E-09mmHg at 25°C
pKa	8.80±0.30(Predicted)
Storage Condition	Keep in dark place,Sealed in dry,Room Temperature
Refractive Index	1.681
Physical and Chemical Properties	Storage Conditions: Keep Cold

6-HYDROXY-2-NAPHTALENEBORONIC ACID - 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. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection.
HS Code	29319090
Hazard Note	Harmful/Irritant/Keep Cold

6-HYDROXY-2-NAPHTALENEBORONIC ACID - Reference Information

introduction

6-hydroxynaphthalene-2-boric acid is a pharmaceutical intermediate, and boric acid compounds are widely used in Suzuki cross coupling reactions. Suzuki-Miyaura coupling reaction (SMC) is an important reaction for constructing various C- C single bonds. Its main raw material is organic boric acid compound.

preparation

6-bromo -2-naphthol (2.23g,10mmol) was added to the reaction bottle, 40mL anhydrous tetrahydrofuran was added to dissolve, the temperature was reduced to -78 ℃, n-butyl lithium (10ml,25mmol) was added dropwise under nitrogen protection, and the reaction was carried out for 1 hour, triisopropyl borate (2.82g,15mmol) was added dropwise, the reaction was carried out at low temperature for 0.5 hours and then raised to room temperature to continue the reaction for 0.5 hours. After TLC detection was completed, 1M dilute hydrochloric acid was added to adjust PH to acidity, and organic phase was separated. The aqueous phase was extracted twice with ether. The organic phase was combined, saturated saline was washed, concentrated, and purified by column chromatography to obtain 1.13g of product with 60.2% yield.

Last Update：2024-04-09 15:16:37