4-(Morpholinomethyl)phenylboronic acid Chemical Properties

Melting point:

85 °C

Boiling point:

382.3±52.0 °C(Predicted)

Density 

1.20

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

powder to crystal

pka

8.60±0.16(Predicted)

color 

White to Light yellow to Light orange

Safety Information

HS Code 

2934999090

4-(Morpholinomethyl)phenylboronic acid Usage And Synthesis

Chemical Properties

4-(Morpholinomethyl)phenylboronic acid is a solid, it is extremely flammable in the presence of oxidizing materials.

Uses

4-(Morpholinomethyl)phenylboronic acid is commonly used in synthetic/analytical chemistry.

Synthesis

A) General procedure for the synthesis of 4-morpholinomethylphenylboronic acid: morpholine (0.304 mL) was added to a solution of acetonitrile (10 mL) containing 4-(bromomethyl)phenylboronic acid (500 mg) and potassium carbonate (643 mg). The reaction mixture was stirred at room temperature for 60 hours. Upon completion of the reaction, water was added to the mixture and extracted with ethyl acetate. The organic layer was washed with saturated brine and subsequently dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The resulting solid was washed with diisopropyl ether and ethyl acetate to give the final 4-morpholinomethylphenylboronic acid (449 mg). Mass spectrometry analysis (ESI+): [M + H]+ calculated value 222.1, measured value 222.2.

References

[1] Journal of Organic Chemistry, 2002, vol. 67, # 1, p. 3 - 15
[2] Patent: WO2004/81008, 2004, A1. Location in patent: Page 101-102
[3] Patent: EP2857400, 2015, A1. Location in patent: Paragraph 0843
[4] Patent: WO2017/137535, 2017, A1. Location in patent: Page/Page column 129
[5] Dyes and Pigments, 2018, vol. 149, p. 356 - 362

4-(Morpholinomethyl)phenylboronic acid(279262-23-6)Related Product Information

• 3-AMINOMETHYLPHENYLBORONIC ACID, PINACOL ESTER, HCL
• 4-(Bromomethyl)phenylboronic acid