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 |
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 |
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 |
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 |