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ChemicalBook > Product Catalog >Chemical Reagents >Organic reagents >Boric acid >2-Naphthaleneboronic acid

2-Naphthaleneboronic acid

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Products Intro: Product Name:2-Naphthaleneboronic acid
CAS:32316-92-0
Purity:99.8%+HPLC Package:10g~~25kg
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CAS:32316-92-0
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CAS:32316-92-0
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2-Naphthaleneboronic acid manufacturers

2-Naphthaleneboronic acid Basic information
description Uses Solubility Application
Product Name:2-Naphthaleneboronic acid
Synonyms:AKOS BRN-0020;AKOS BRN-0041;ALPHA-NAPHTHYLBORIC ACID;1-NAPHTHYLENEBORONIC ACID;2-NAPHTHENEBORONIC ACID;2-NAPHTHALENEYLBORONIC ACID;2-NAPHTHALENEBORONIC ACID;RARECHEM AH PB 0125
CAS:32316-92-0
MF:C10H9BO2
MW:171.99
EINECS:628-070-3
Product Categories:Boronic Acid;Boronic acids;blocks;BoronicAcids;Boronic Acid series;Industrial/Fine Chemicals;OLED materials,pharm chemical,electronic;Organoborons;Naphthalene;OLED;B (Classes of Boron Compounds);Potassium Trifluoroborate;Boronate Ester;Boron Compounds
Mol File:32316-92-0.mol
2-Naphthaleneboronic acid Structure
2-Naphthaleneboronic acid Chemical Properties
Melting point 269-275 °C(lit.)
Boiling point 381.9±25.0 °C(Predicted)
density 1.21±0.1 g/cm3(Predicted)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
Water Solubility Slightly soluble in water
pka8.53±0.30(Predicted)
form Crystalline Powder and/or Chunks
color White to off-white
BRN 2936449
InChIKeyKPTRDYONBVUWPD-UHFFFAOYSA-N
CAS DataBase Reference32316-92-0(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36-37/39
WGK Germany 3
TSCA No
HazardClass IRRITANT
HS Code 29319090
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
2-Naphthaleneboronic acid Usage And Synthesis
description2-Naphthalene Boronic Acid is an organometallic iridium complex with applications in catalysis and Pharmaceutical manufacturing. It can be also used in the study of an enantioselective rhodium-catalyzed addition of aryl boronic acids to 2,2,2-trifluoroacetophenones leading to chiral, tertiary trifluoromethyl alcohols.?
Uses

2-Naphthaleneboronic acid is a useful research chemical for organic synthesis and other chemical processes.

Solubility

Solubility in water: slightly soluble. Other solubilities: soluble in methanol

Application

It is used to study the enantioselective rhodium-catalyzed addition reaction of arylboronic acid and 2,2,2-trifluoroacetophenone to generate chiral tertiary trifluoromethanol. 
It can also be used to study the palladium-catalyzed addition reaction of arylboronic acid and nitrile to generate aryl ketones, and aromatic adverbial clauses: palladium-catalyzed addition of oxynitrile to benzofuran.

Chemical Propertiesyellow crystal powde
2-Naphthaleneboronic acid
Usessuzuki reaction
UsesUsed in a study of an enantioselective rhodium-catalyzed addition of aryl boronic acids to 2,2,2-trifluoroacetophenones leading to chiral, tertiary trifluoromethyl alcohols. Also employed in a study of a palladium-catalyzed addition of aryl boronic acids to nitriles providing aryl ketones and to aryloxy nitriles providing benzofurans.
SynthesisTo a two-neck 250mL round bottom flask, triisopropyl borate (3.30mL, 29.06mmol) and 3-bromoquinoline (3.00g, 14.49mmol) was dissolved in dry THF (100mL), then n-butyllithium (14.50mL of a 2M solution in hexane, 29.00mmol) was added dropwise via a dropping funnel over 1h under N2 at-78°C. After 2h, the acetone/dry ice bath was removed, and the reaction solution was allowed to warm to 0°C. The reaction was then quenched with a 2M HCl solution, and the pH value was adjusted to 7 with a solution of 2M NaHCO3. The resulting solution was extracted with ethyl acetate (EA) (3×100mL). The combined organic layers were dried with MgSO4 and evaporated to dryness. n-Hexane was then added to precipitated the product 2-Naphthaleneboronic acid as a white solid (80% yield).
Tag:2-Naphthaleneboronic acid(32316-92-0) Related Product Information
Boric acid Citric acid Fluoroboric acid Zinc borate ALPHA-NAPHTHYLBORIC ACID,1-NAPHTHALENEBORONIC ACID,1-Naphthaleneboronic Acid (contains varying amounts of Anhydride) Ascoric Acid 3-(4-FLUOROPHENYL)AMINOCARBONYLPHENYLBORONIC ACID 4-FLUORO-3-(PHENYLCARBAMOYL)BENZENEBORONIC ACID 4-BROMO-1-FLUORO-2-NAPHTHALENEBORONIC ACID 6-Benzyloxy-2-naphthaleneboronic acid 6-HYDROXY-2-NAPHTHALENEBORONIC ACID 2-Naphthaleneboronic acid, pinacol ester ,98%,2-NAPHTHALENEBORONIC ACID, PINACOL ESTER 3-(PHENYLAMINOCARBONYL)-5-NITROPHENYLBORONIC ACID 6-T-BUTYLDIMETHYSILYLOXY-2-NAPHTHALENEBORONIC ACID 3-(4-CYANOPHENYL)AMINOCARBONYLPHENYLBORONIC ACID 6-ETHOXY-2-NAPHTHALENEBORONIC ACID (S)-2,2'-Dimethoxy-1,1'-binaphthyl-3,3'-diyldiboronic acid 3-(4-FLUOROPHENYL)AMINOCARBONYLPHENYLBORONIC ACID PINACOL ESTER

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