2-ISO-PROPYLBENZALDEHYDE

2-ISO-PROPYLBENZALDEHYDE Property

Boiling point:

104°C/12.2mm

Density 

0.980

Flash point:

91℃

storage temp. 

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

form 

solid

Appearance

Colorless to light yellow Liquid

InChI

InChI=1S/C10H12O/c1-8(2)10-6-4-3-5-9(10)7-11/h3-8H,1-2H3

InChIKey

DTALCVXXATYTQJ-UHFFFAOYSA-N

SMILES

C(=O)C1=CC=CC=C1C(C)C

Safety

Hazard Codes 

Xi

Risk Statements 

37/38-41-51

Safety Statements 

26-39

HS Code 

2912290090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

2-ISO-PROPYLBENZALDEHYDE Chemical Properties,Usage,Production

Synthesis

GENERAL STEPS: n-Butyllithium (2.5 M hexane solution, 858 μL, 2.14 mmol) was added slowly and dropwise to an anhydrous tetrahydrofuran (THF) solution of 1-bromo-2-isopropylbenzene (388 mg, 298 μL, 1.95 mmol) at -78 °C. After maintaining the reaction temperature at -78 °C for 20 min, N,N-dimethylformamide (157 mg, 166 μL, 2.14 mmol) was added and stirring was continued at -78 °C for 20 min, followed by slow warming of the reaction mixture to -10 °C and stirring for 3 h at this temperature. Upon completion of the reaction, the reaction was quenched by the addition of water (2.5 mL) and extracted with ether (3 × 100 mL). The organic layers were combined, dried with anhydrous magnesium sulfate (MgSO?), filtered and concentrated under reduced pressure to afford 2-isopropylbenzaldehyde (277 mg, quantitative yield) as a colorless oil. The structure of the product was confirmed by spectroscopic data (Ewing, 1974) and it could be used in subsequent reactions without further purification.

References

[1] Neuropharmacology, 2015, vol. 95, p. 503 - 510
[2] Chemistry Letters, 2007, vol. 36, # 1, p. 72 - 73
[3] Canadian Journal of Chemistry, 1991, vol. 69, # 6, p. 919 - 926
[4] Journal of Organic Chemistry, 2008, vol. 73, # 7, p. 2811 - 2818
[5] Journal of the American Chemical Society, 2008, vol. 130, # 26, p. 8481 - 8490