3-ETHYNYLBENZALDEHYDE Chemical Properties

Melting point:

75-80°C

Boiling point:

229.2±23.0 °C(Predicted)

Density 

1.07±0.1 g/cm3(Predicted)

storage temp. 

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

form 

crystalline solid

color 

Gold/light tan

Safety Information

Hazard Codes 

T,Xn

Risk Statements 

22-36-43

Safety Statements 

26-36/37

WGK Germany 

1

HS Code 

2912290090

3-ETHYNYLBENZALDEHYDE Usage And Synthesis

Synthesis

General procedure for the synthesis of the compound (CAS:77123-56-9) from 3-(trimethylsilyl)ethynylbenzaldehyde: Tetrabutylammonium fluoride (0.78 g, 3.0 mmol) was added batchwise to a solution of tetrahydrofuran (THF, 20 mL) containing 3-(trimethylsilyl)ethynylbenzaldehyde (0.30 g, 1.5 mmol) at room temperature. The reaction mixture was stirred continuously for 3 h at room temperature and then concentrated under vacuum. The residue was purified by column chromatography (eluent: ethyl acetate/petroleum ether, ratio tapered from 1/20 to 1/10) to afford the target compound (0.17 g, 88% yield) as a white solid.1H NMR (300 MHz, DMSO-d6) δ: 10.01 (s, 1H), 8.00 (s, 1H), 7.93 (d, J=7.7 Hz, 1H), 7.81 (d, J=7.8 Hz, 1H), 7.63 (t, J=7.7 Hz, 1H), 4.38 (s, 1H).

References

[1] Journal of the American Chemical Society, 2009, vol. 131, # 34, p. 12218 - 12229
[2] Macromolecules, 2003, vol. 36, # 11, p. 3848 - 3853
[3] European Journal of Medicinal Chemistry, 2016, vol. 116, p. 46 - 58
[4] Patent: US2004/106592, 2004, A1
[5] Patent: US2004/116385, 2004, A1

3-ETHYNYLBENZALDEHYDE(77123-56-9)Related Product Information

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