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42981-08-8

42981-08-8 Structure

42981-08-8 Structure
IdentificationMore
[Name]

2,3',4'-TRICHLOROACETOPHENONE
[CAS]

42981-08-8
[Synonyms]

1-ETHANONE, 2-CHLORO-1-(3,4-DICHLOROPHENYL)-
2,3',4'-TRICHLOROACETOPHENONE
2-CHLORO-1-(3,4-DICHLOROPHENYL)-1-ETHANONE
2-CHLORO-1-(3,4-DICHLORO-PHENYL)-ETHANONE
3,4-DICHLOROPHENACYL CHLORIDE
2-chloro-3-4-dichloroacetophenone
[Molecular Formula]

C8H5Cl3O
[MDL Number]

MFCD03970382
[Molecular Weight]

223.48
[MOL File]

42981-08-8.mol
Chemical PropertiesBack Directory
[Melting point ]

46-47°C
[Boiling point ]

171-173°C 15mm
[density ]

1.430±0.06 g/cm3(Predicted)
[Fp ]

171-173°C/15mm
[storage temp. ]

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

Soluble in methanol.
[form ]

powder to crystal
[color ]

White to Almost white
[CAS DataBase Reference]

42981-08-8(CAS DataBase Reference)
Safety DataBack Directory
[Risk Statements ]

R34:Causes burns.
[Safety Statements ]

S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
[RIDADR ]

1759
[HazardClass ]

8
[PackingGroup ]

III
[HS Code ]

2914390090
Hazard InformationBack Directory
[Uses]

2,3',4'-Trichloroacetophenone is used as an organic chemical synthesis intermediate.
[Synthesis]

Chloroacetyl chloride

79-04-9

1,2-Dichlorobenzene

95-50-1

2,3',4'-TRICHLOROACETOPHENONE

42981-08-8

General method: 1,2-Dichlorobenzene (50 g, 340 mmol) was mixed with anhydrous AlCl3 (45.354 g, 340 mmol) and heated to 70 °C. The mixture was then heated to 70 °C. The reaction was followed by the addition of 3-chloropropionyl chloride (47.506 g, 374 mmol). Subsequently, 3-chloropropionyl chloride (47.506 g, 374 mmol) was added slowly and dropwise. The reaction mixture was stirred continuously at 70 °C for 6 hours. After the reaction was completed, it was cooled to room temperature and diluted with dichloromethane (300 mL). The diluted mixture was slowly poured into ice water (200 mL) and stirred for 30 minutes. The organic layer was separated, washed with brine, dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (eluent: EtOAc/hexane=1/50, V/V) to afford the target product 2,3',4'-trichloroacetophenone (compound 2a) as a white solid (64.6 g, 80% yield).

[References]

[1] Bioorganic and Medicinal Chemistry Letters, 2017, vol. 27, # 24, p. 5420 - 5423
[2] Quarterly Journal of Pharmacy and Pharmacology, 1932, vol. 5, p. 500
[3] Chem. Zentralbl., 1933, vol. 104, # I, p. 605
[4] Roczniki Chemii, 1933, vol. 13, p. 293,295
[5] Chem. Zentralbl., 1933, vol. 104, # II, p. 1516
Spectrum DetailBack Directory
[Spectrum Detail]

2,3',4'-TRICHLOROACETOPHENONE(42981-08-8)MS
2,3',4'-TRICHLOROACETOPHENONE(42981-08-8)1HNMR
2,3',4'-TRICHLOROACETOPHENONE(42981-08-8)13CNMR
2,3',4'-TRICHLOROACETOPHENONE(42981-08-8)IR1
2,3',4'-TRICHLOROACETOPHENONE(42981-08-8)IR2
Well-known Reagent Company Product InformationBack Directory
[Alfa Aesar]

2,3',4'-Trichloroacetophenone(42981-08-8)
[TCI AMERICA]

2,3',4'-Trichloroacetophenone,>98.0%(GC)(T)(42981-08-8)
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