1-(4-Bromophenyl)-2-methylpropan-1-one

1-(4-Bromophenyl)-2-methylpropan-1-one Property

Melting point:

18°C(lit.)

Boiling point:

87°C/3mmHg(lit.)

Density 

1.331±0.06 g/cm3(Predicted)

refractive index 

1.5550 to 1.5590

storage temp. 

Sealed in dry,Room Temperature

form 

clear liquid

color 

Colorless to Almost colorless

Safety

HS Code 

2914790090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H227Combustible liquid

Precautionary statements

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

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

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

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

P501Dispose of contents/container to..…

1-(4-Bromophenyl)-2-methylpropan-1-one Chemical Properties,Usage,Production

Synthesis

General procedure for the synthesis of 1-(4-bromophenyl)-2-methylpropan-1-one from 1-(4-bromophenyl)-2-methylpropan-1-ol: To a dichloromethane ( at 0 °C) containing 1-(4-bromophenyl)-2-methylpropan-1-ol (13.6 g, 60 mmol), ammonium acetate (13.8 g, 178 mmol) and 4?molecular sieves (30 g) ( 500 mL) suspension was added pyridinium chlorochromate (PCC, 19.2 g, 89 mmol) in batches. The reaction mixture was gradually warmed to room temperature and stirred continuously for 14 hours. Upon completion of the reaction, the mixture was filtered through a diatomaceous earth pad and washed with dichloromethane. The volatiles in the filtrate were removed under reduced pressure, and the resulting crude product was purified by silica gel column chromatography to afford 1-(4-bromophenyl)-2-methylpropan-1-one (12.7 g, 94% yield) as a light yellow oil, using dichloromethane as eluent. The product characterization data were as follows: mass spectra (GC-MS) m/z = 226 (100%, [M]+, C10H11BrO), 228 (100%, [M+2]+, C10H11BrO). 1H NMR (400 MHz, CDCl3) δ 7.81 (2H, d, J = 8.6Hz), 7.59 (2H, d, J = 8.6Hz ), 3.49 (1H, sept, J = 6.8Hz), 1.20 (6H, d, J = 6.8Hz).13C NMR (100MHz, CDCl3) δ 203.3, 135.0, 142.7, 132.0, 129.9, 127.9, 35.5, 19.1.

References

[1] Beilstein Journal of Organic Chemistry, 2015, vol. 11, p. 972 - 979
[2] Organic Letters, 2018, vol. 20, # 10, p. 2906 - 2910