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Chemical Structure| 51336-94-8 Chemical Structure| 51336-94-8
Chemical Structure| 51336-94-8

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2-Chloro-2',4'-difluoroacetophenone is a commonly used reagent in organic synthesis, known for its strong reactivity and selectivity. It plays an important role in drug synthesis and materials science.

4.5 *For Research Use Only !

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Product Details of 2-Chloro-2\',4\'-difluoroacetophenone

CAS No. :51336-94-8
Formula : C8H5ClF2O
M.W : 190.57
SMILES Code : FC1=CC=C(C(CCl)=O)C(F)=C1
MDL No. :MFCD00013252
InChI Key :UENGBOCGGKLVJJ-UHFFFAOYSA-N
Pubchem ID :588083

Safety of 2-Chloro-2\',4\'-difluoroacetophenone

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H314
Precautionary Statements:P280-P305+P351+P338-P310
Class:8
UN#:3261
Packing Group:

Application In Synthesis of 2-Chloro-2\',4\'-difluoroacetophenone

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 51336-94-8 ]

[ 51336-94-8 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 58249-61-9 ]
  • [ 51336-94-8 ]
  • 2-[2-Chloro-1-(2,4-difluoro-phenyl)-1-hydroxy-ethyl]-benzothiazole-5-carbonitrile [ No CAS ]
  • 2
  • [ 349-43-9 ]
  • [ 51336-94-8 ]
  • ethyl 3-(2,4-difluorophenyl)-3,4-epoxy-2-fluoro-2-methylbutyrate [ No CAS ]
YieldReaction ConditionsOperation in experiment
With n-butyllithium; diisopropylamine; lithium diisopropyl amide; In hexane; water; ethyl acetate; REFERENCE EXAMPLE 7 To 40 ml of a solution of lithium diisopropylamide in dried diethyl ether prepared from 4.3 g of diisopropylamine and 26.0 ml of a 1.64N n-hexane solution of n-butyllithium was dropwise added 10 ml of a dried diethyl ether solution containing 5.1 g of <strong>[349-43-9]ethyl 2-fluoropropionate</strong> at -70° to -60° C. The mixture was stirred at the same temperature for 15 minutes. Thereto was dropwise added 60 ml of a dried diethyl ether solution containing 6.2 g of 2-chloro-2',4'-difluoroacetophenone at -70° to -60° C. Then, the temperature of the mixture was elevated to 20° C. in 5 hours. The reaction mixture obtained was introduced into a mixed solvent consisting of 100 ml of ethyl acetate and 50 ml of water. The resulting solution was adjusted to pH 2.0 with 6N hydrochloric acid. The organic layer was separated, washed with a saturated aqueous sodium chloride solution, and then dried over anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure. The residue thus obtained was purified by a column chromatography (eluant: n-hexane/toluene=2/1) to obtain 3.9 g of oily ethyl 3-(2,4-difluorophenyl)-3,4-epoxy-2-fluoro-2-methylbutyrate (a mixture of diastereomers). IR (neat) cm-1: 2985, 1760, 1740, 1505, 1140
  • 3
  • [ 58249-61-9 ]
  • [ 51336-94-8 ]
  • 1-(2,4-difluorophenyl)-1-(6-cyanobenzothiazol-2-yl)-2-chloroethanol [ No CAS ]
YieldReaction ConditionsOperation in experiment
With n-butyllithium; ammonium chloride; In tetrahydrofuran; hexane; (1) Synthesis of 1-(2,4-difluorophenyl)-1-(6-cyanobenzothiazol-2-yl)-2-chloroethanol STR113 After <strong>[58249-61-9]6-cyanobenzothiazole</strong> (1.60 g) was dissolved in tetrahydrofuran (80 ml), and the solution was cooled to -98 C. in a nitrogen atmosphere, a 1.6M solution (5.9 ml) of n-butyllithium in hexane was added dropwise over 10 minutes, and the resultant mixture was stirred for 5 minutes. A solution of 2-chloro-2',4'-difluoroacetophenone (2.85 g) in tetrahydrofuran (20 ml) was added dropwise to this mixture. After the liquid reaction mixture was heated to -10 C., an aqueous solution of ammonium chloride was added thereto. After the mixture was heated to room temperature, an organic layer was taken out, and the solvent was distilled out under reduced pressure. A water layer was extracted with ethyl acetate and the extract was then put together with the residue of the organic layer. This organic layer was washed with water and then with saturated saline, dried over magnesium sulfate and then distilled under reduced pressure. The residue was subjected to column chromatography on silica gel (solvent: hexane/ethyl acetate=20/1, next, hexane/ethyl acetate=5/1), thereby obtaining the intended compound (1.49 g).
 

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