2-THIOPHEN-2-YL-BENZALDEHYDE

2-THIOPHEN-2-YL-BENZALDEHYDE Property

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

Hazard Codes 

Xi

Risk Statements 

20/22-36/37/38-41

Safety Statements 

23-26-36-39

Hazard Note 

Irritant

HS Code 

2934999090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H227Combustible liquid

H290May be corrosive to metals

H314Causes severe skin burns and eye damage

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P234Keep only in original container.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P330+P331IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P363Wash contaminated clothing before reuse.

P370+P378In case of fire: Use … for extinction.

P390Absorb spillage to prevent material damage.

P403+P235Store in a well-ventilated place. Keep cool.

P405Store locked up.

P406Store in corrosive resistant/… container with a resistant inner liner.

P501Dispose of contents/container to..…

2-THIOPHEN-2-YL-BENZALDEHYDE Chemical Properties,Usage,Production

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