4-phenylnaphthalen-1-ylboronic acid Chemical Properties

Boiling point:

449.4±48.0 °C(Predicted)

Density 

1.23

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

Solid

pka

8.54±0.30(Predicted)

color 

White to Almost white

InChI

InChI=1S/C16H13BO2/c18-17(19)16-11-10-13(12-6-2-1-3-7-12)14-8-4-5-9-15(14)16/h1-11,18-19H

InChIKey

BSKLSKWOKGVQHF-UHFFFAOYSA-N

SMILES

B(C1=C2C(C=CC=C2)=C(C2=CC=CC=C2)C=C1)(O)O

CAS DataBase Reference

372521-91-0

Safety Information

Hazard Codes 

Xi

Risk Statements 

41

Safety Statements 

26-39

HS Code 

2931.90.9051

4-phenylnaphthalen-1-ylboronic acid Usage And Synthesis

Synthesis

Example 1: Preparation of compound C-12 Preparation of Compound 2 [(4-phenylnaphthalen-1-yl)boronic acid] [1081] 1-bromo-4-phenylnaphthalene (Compound 1) (50 g, 176 mmol) was dissolved in anhydrous tetrahydrofuran (THF) (1 L) in a flask. The mixture was stirred at -78°C and n-butyllithium (n-BuLi) (2.5 M in hexane, 132 mL) was added slowly and dropwise. The reaction mixture was stirred at room temperature for 1 hour. Subsequently, the reaction mixture was cooled to -78°C and triisopropyl borate (61 mL, 264 mmol) was added slowly and dropwise. The reaction mixture was then stirred at room temperature for 3 hours. After completion of the reaction, extraction was carried out with ethyl acetate. The organic layer obtained from the extraction was dried with magnesium sulfate (MgSO?) and solidified by hexane to give compound 2 (30 g, 68% yield).

References

[1] Patent: WO2014/88290, 2014, A1. Location in patent: Paragraph 105; 106; 107; 108

4-phenylnaphthalen-1-ylboronic acid(372521-91-0)Related Product Information

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