1-pinacolato-2-(1,8)diamo-naphthalenylborane Chemical Properties

Melting point:

186.7-187.4 °C

Boiling point:

384.1±25.0 °C(Predicted)

Density 

1.14±0.1 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

form 

solid

pka

-0.85±0.20(Predicted)

color 

Off-white

Safety Information

HS Code 

2934999090

1-pinacolato-2-(1,8)diamo-naphthalenylborane Usage And Synthesis

Synthesis

General Steps: EXAMPLE: A 50 mL reaction flask was placed on a magnetic stirrer and pinacol ester of bisboronic acid (1.0 mmol, 1.0 eq.), 1,8-diaminonaphthalene (1.0 mmol, 1.0 eq.), and sodium methanol (1.0 mmol, 1.0 eq.) were added sequentially. After purging the reaction system with nitrogen three times under nitrogen protection, 10 mL of methanol was added as solvent. The reaction mixture was heated to 70 °C and stirred continuously for 4 hours. After completion of the reaction, the solvent methanol was removed by rotary evaporator. The crude product was purified by column chromatography to afford the target product 1-pinacol-2-(1,8)naphthalenediamine biboronate in 90% yield.

References

[1] Patent: CN106946916, 2017, A. Location in patent: Paragraph 0012
[2] Chemical Communications, 2014, vol. 50, # 61, p. 8299 - 8302