4-(5,5-Dimethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde Chemical Properties

Melting point:

58-60 °C

Boiling point:

350.5±25.0 °C(Predicted)

Density 

1.08±0.1 g/cm3(Predicted)

storage temp. 

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

CAS DataBase Reference

128376-65-8(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Hazard Note 

Irritant

HS Code 

2931900090

4-(5,5-Dimethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde Usage And Synthesis

Synthesis

GENERAL STEPS: 4-Formylphenylboronic acid (4.11 g, 27.4 mmol) was dissolved in anhydrous tetrahydrofuran (40 mL) under nitrogen protection. To this solution was added 2,2-dimethyl-1,3-propanediol (neopentyl glycol, 3.14 g, 30.1 mmol) and the reaction was stirred for 2 hours at room temperature. After completion of the reaction, the solvent was removed by rotary evaporator. The crude product obtained was dissolved in dichloromethane (120 mL) and the organic phase was washed sequentially with water (80 mL x 3). The organic phases were combined, dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give 4-(5,5-dimethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde (5.66 g, 95% yield) as a white solid.

References

[1] Inorganic Chemistry, 2001, vol. 40, # 22, p. 5507 - 5517
[2] Synthesis, 1999, # 12, p. 2041 - 2044
[3] Tetrahedron, 2010, vol. 66, # 3, p. 583 - 590
[4] Patent: WO2006/67216, 2006, A2. Location in patent: Page/Page column 13
[5] Advanced Synthesis and Catalysis, 2014, vol. 356, # 7, p. 1527 - 1532

4-(5,5-Dimethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde (128376-65-8)Related Product Information

• N,N-Dimethylformamide
• Methoxydiethylborane
• o-Carborane
• 2-Methyl-2,4-pentanediol
• Benzaldehyde
• Dimethyl fumarate
• 2-Butoxyethanol
• Dimethyl sulfoxide
• Dimethyl disulfide
• ETHANE
• 4-Dimethylaminobenzaldehyde
• Borane-methyl sulfide complex
• Dacthal
• Dimethyl ether
• (+)-Diisopinocampheyl chloroborane
• 1,4-Butanediol
• Borane-pyridine complex
• Dimethyl sulfate