2-Naphthaleneboronic acid

32316-92-0, 32316-92-0 – Names and Identifiers Name Naphthalene-2-boronic acid Synonyms AKOS BRN-0020 AKOS BRN-0041 2-Naphthylboronic acid 2-NAPHTHYLBORONIC ACID 2-Naphthylbenzoic acid 2...

Introduction

32316-92-0,

32316-92-0 – Names and Identifiers

Name Naphthalene-2-boronic acid
Synonyms AKOS BRN-0020
AKOS BRN-0041
2-Naphthylboronic acid
2-NAPHTHYLBORONIC ACID
2-Naphthylbenzoic acid
2-Naphthylboronic caid
2-NAPHTHENEBORONIC ACID
ALPHA-NAPHTHYLBORIC ACID
2-Naphthalene Boric Acid
2-NAPHTHALENEBORONIC ACID
2-Naphthaleneboronic acid
1-NAPHTHYLENEBORONIC ACID
Naphthalene-2-boronic acid
naphthalen-2-ylboronic acid
2-NAPHTHALENEYLBORONIC ACID
2-Naphthaleneylboronic acid
Naphthalenyl-2-Boronic Acid
naphthalen-2-yl-2-boronic acid
CAS 32316-92-0
EINECS 628-070-3
InChI InChI=1/C10H9BO2/c12-11(13)10-6-5-8-3-1-2-4-9(8)7-10/h1-7,12-13H
InChIKey KPTRDYONBVUWPD-UHFFFAOYSA-N

32316-92-0 – Physico-chemical Properties

Molecular Formula C10H9BO2
Molar Mass 171.99
Density 1.21±0.1 g/cm3(Predicted)
Melting Point 269-275°C(lit.)
Boling Point 381.9±25.0 °C(Predicted)
Flash Point 184.8°C
Water Solubility Slightly soluble in water
Vapor Presure 1.63E-06mmHg at 25°C
Appearance Yellow crystalline powder
Color White to off-white
BRN 2936449
pKa 8.53±0.30(Predicted)
Storage Condition Keep in dark place,Sealed in dry,Room Temperature
Refractive Index 1.638
MDL MFCD00236051
Use Used as a drug Intermediate

32316-92-0 – 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.
S37/39 – Wear suitable gloves and eye/face protection
WGK Germany 3
TSCA No
HS Code 29319090
Hazard Class IRRITANT

32316-92-0 – Reference Information

Overview 2-naphthalene boronic acid is an important intermediate in organic boronic acid. There are three main synthetic routes of 2-naphthalene boronic acid, namely Grignard reagent method, organolithium method, and naphthyl mercury method. Due to the lower price of 2-bromnaphthalene, it is more suitable for using the format reagent method.
application 2-naphthalene boronic acid is a white crystalline powder that can be used as a pharmaceutical intermediate.
Preparation The Grignard reagent is prepared by slowly adding 2-bromonaphthalene (0.05m) in sodium-dried ether (50 ml) to magnesium chips (0.05m) in sodium-dried ether (50 ml). The reaction can be promoted by adding a little iodine crystal. Trimethylborate (0.05m) or tri-n-butylborate (0.05m) in sodium-dried diethyl ether was cooled to -70°C and the borate solution was kept at -70°C and continuously stirred. Gliya reagent was added dropwise within 2 hours. The reaction mixture was warmed to room temperature overnight, and then hydrolyzed by dropping cold dilute sulfuric acid (10%,50ml). The ether layer is separated and the water layer is extracted with ether, and the ether containing the fraction is combined and the solvent is removed. Make the residue significantly alkaline and remove any methanol and butanol so formed. The alkaline solution was acidified and cooled and the resulting 2-naphthalene boric acid crystals were removed by filtration. Merged boric acid crystals were recrystallized from distilled water.
Use Used as a pharmaceutical intermediate

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