ChemicalBook CAS DataBase List 1-(2,4,5-trichlorophenyl)ethan-1-one

1-(2,4,5-trichlorophenyl)ethan-1-one synthesis

7synthesis methods

Product Name:1-(2,4,5-trichlorophenyl)ethan-1-one
CAS Number:13061-28-4
Molecular formula:C8H5Cl3O
Molecular Weight:223.48

75-36-5

120-82-1

13061-28-4

Acetyl chloride (11.8 g, 150 mmol) was slowly added dropwise to a stirred mixture of 1,2,4-trichlorobenzene (18.2 g, 100 mmol) and anhydrous aluminum trichloride (33.4 g, 250 mmol) at room temperature. The reaction mixture was then gradually heated to 120-125°C (oil bath heating) and the reaction was maintained at this temperature for 3 hours. Upon completion of the reaction, the resulting viscous mixture was carefully poured into ice water (125 mL) to quench the reaction, followed by extraction of the aqueous phase with dichloromethane (3 x 70 mL). The organic phases were combined, dried with anhydrous magnesium sulfate, filtered and the solvent concentrated under reduced pressure. The residue was purified by distillation under reduced pressure to give a colorless liquid product which solidified to a solid after standing at room temperature. Yield: 15.6 g (82% yield); melting point: 43-45 °C, boiling point: 135 °C/6 mmHg (literature values: melting point 47 °C [29]; 44-46 °C [30]; 45.5-46 °C [31], boiling point 114-116 °C/2 mmHg [31]).

75-36-5 Synthesis

75-36-5
589 suppliers
$17.92/100G

120-82-1 Synthesis

120-82-1
322 suppliers
$10.00/25g

13061-28-4
50 suppliers
$48.00/100mg

Yield: 82%

Reaction Conditions:

with aluminum (III) chloride at 20; for 3 h;

Steps:

4.1 2,4,5-Trichloroacetophenone (4)
To a stirred mixture of 1,2,4-trichlorobenzene (18.2 g,100mmol) and anhydrous aluminum trichloride (33.4 g,250mmol), acetyl chloride (11.8 g, 150mmol) was dropwiseadded at room temperature. The reaction mixturewas gradually heated to 120-125°C (oil bath) and maintainedat this temperature for 3h. The resulting viscousmixture was cautiously poured onto ice-water (125mL), and the aqueous mixture was extracted with dichloromethane(3×70 mL). The combined organic extractswere dried (MgSO4), evaporated, and the residue wasdistilled under reduced pressure to give a colorless liquidwhich solidified upon standing at room temperature.Yield: 15.6 g (82%); m. p. 43-45°C, b. p. 135°C/6mmHg (lit.[29]: m.p. 47°C; lit. [30]: m. p. 44-46°C; lit. [31]: 45.5-46°C,b. p. 114-116°C/2mmHg).

References:

Barhoumi, Lina M.;El-Abadelah, Mustafa M.;Sabri, Salim S.;Voelter, Wolfgang [Zeitschrift fur Naturforschung, B: Chemical Sciences,2017,vol. 72,# 5,p. 369 - 375]

50-82-8 Synthesis