2-THIOPHEN-2-YL-BENZALDEHYDE Chemical Properties

storage temp. 

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

Appearance

Colorless to light yellow Liquid

CAS DataBase Reference

99902-07-5(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

20/22-36/37/38-41

Safety Statements 

23-26-36-39

Hazard Note 

Irritant

HS Code 

2934999090

2-THIOPHEN-2-YL-BENZALDEHYDE Usage And Synthesis

Synthesis

In a 100-mL three-neck flask, 3.0 g (20 mmol) of 2-bromothiophene (compound a-1), 4.24 g (26 mmol) of 2-formylphenylboronic acid (compound a-2), 10.6 g (100.0 mmol) of sodium carbonate, 30 mL of toluene, 10 mL of ethanol and 20 mL of water were added. The mixture was stirred at room temperature under the protection of nitrogen atmosphere, followed by the addition of 693 mg of tetrakis(triphenylphosphine)palladium (0). The reaction mixture was heated to 80 °C with continuous stirring for 5 hours. Upon completion of the reaction, the organic layer was extracted with toluene and dried over anhydrous sodium sulfate. Purification by silica gel column chromatography (unfolding agent: toluene/heptane mixture) afforded 3.46 g (92% yield) of the target product 2-thiophene-2-benzaldehyde (Intermediate a-3) as a white oil.

References

[1] Patent: WO2011/132623, 2011, A1. Location in patent: Page/Page column 28-29
[2] Journal of the Chemical Society - Perkin Transactions 1, 1996, # 6, p. 515 - 518
[3] Tetrahedron, 2008, vol. 64, # 38, p. 9033 - 9043
[4] Journal of Organic Chemistry, 2002, vol. 67, # 17, p. 6264 - 6267

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