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Chemical Structure| 21221-91-0 Chemical Structure| 21221-91-0

Structure of 21221-91-0

Chemical Structure| 21221-91-0

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Product Details of [ 21221-91-0 ]

CAS No. :21221-91-0
Formula : C15H8F6O
M.W : 318.21
SMILES Code : O=C(C1=CC=C(C(F)(F)F)C=C1)C2=CC=C(C(F)(F)F)C=C2
MDL No. :MFCD09907683

Safety of [ 21221-91-0 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319
Precautionary Statements:P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313

Application In Synthesis of [ 21221-91-0 ]

* 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 [ 21221-91-0 ]

[ 21221-91-0 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 109-65-9 ]
  • [ 20075-26-7 ]
  • [ 7757-82-6 ]
  • [ 21221-91-0 ]
  • α,α-bis(p-trifluoromethyl-phenyl)imidazole-2-methanol hydrochloride [ No CAS ]
YieldReaction ConditionsOperation in experiment
With hydrogenchloride; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; acetic acid; In tetrahydrofuran; diethyl ether; water; acetone; Petroleum ether; EXAMPLE XV Preparation of alpha,alpha-bis(p-trifluoromethyl-phenyl)imidazole-2-methanol hydrochloride. To a solution of 2.8 g. (0.025 mol) of <strong>[20075-26-7]1-(methoxymethyl)-imidazole</strong> and 3.5 g. (0.03 mol) of N,N,N',N'-tetramethylethylenediamine in 50 ml. of anhydrous tetrahydrofuran a butyllithium solution, prepared from 0.5 g. (0.075 g. at) of lithium and 4.1 g. (0.030 mol) of butyl bromide in 40 ml. of anhydrous diethyl ether, was added drop-wise with stirring at a temperature of -60 C. and under a nitrogen atmosphere. After 2 hours, 8 g. (0.025 mol) of 4,4'-bis(trifluoromethyl)benzophenone in 60 ml. of anhydrous tetrahydrofuran were added at -60 C. The solution was kept standing overnight at room temperature and it was then decomposed with 50 ml. of water and extracted with diethyl ether. The extract was dried over sodium sulphate and the solvent was distilled off. The benzophenone starting material, present in the residue, was dissolved by boiling with petroleum ether (boiling range 40-60 C.) and removed. The residue was then dissolved in a mixture of 75 ml. of acetic acid, 7.5 ml. of water and 75 ml. of concentrated hydrochloric acid, and the solution was refluxed for 5 hours. The liquid was distilled off and the residue was extracted with a mixture of 2 N hydrochloric acid and diethyl ether. The ethereal layer was dried over sodium sulphate. The sodium sulphate was washed with acetone. The solutions in ether and acetone were combined and the solvents were distilled off. The residue was washed with diethyl ether and filtered with suction. There was obtained alpha,alpha-bis(p-trifluoromethyl-phenyl)imidazole-2-methanol hydrochloride. Melting point 210-216 C. (with decomposition).
  • 2
  • [ 20075-26-7 ]
  • [ 21221-91-0 ]
  • [ 49823-20-3 ]
YieldReaction ConditionsOperation in experiment
With hydrogenchloride; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; diethyl ether; hexane; water; Petroleum ether; Preparation of 1-(methoxymethyl)-alpha,alpha-bis(p-trifluoromethylphenyl)imidazole-2-methanol 9.1 Ml. (0.015 mol) of n-butyl lithium solution (15% in n-hexane) were added dropwise with stirring at -60 C. and under a nitrogen atmosphere to a solution of 1.7 g (0.015 mol) of <strong>[20075-26-7]1-(methoxymethyl)imidazole</strong> and 1.8 g (0.015 mol) of N,N,N',N'-tetramethylethylenediamine in 75 ml. of anhydrous tetrahydrofuran. Stirring was continued for 1.5 hours and then 2.9 g (0.0091 mol) of 4,4'-bis(trifluoromethyl)benzophenone in 50 ml. of anhydrous tetrahydrofuran were added dropwise under the same conditions, which made the colour change from light red into very dark brown. The reaction mixture was kept standing overnight at room temperature and it was then decomposed by addition of 40 ml. of water. The mixture was extracted with diethyl ether and the extract was concentrated. The residue was extracted with a mixture of 2 N hydrochloric acid and diethyl ether. The ethereal phase was dried over sodium sulphate and the ether was distilled off. The residue was boiled a few times with petroleum ether (boiling range 40-60 C.) to remove ketone starting material and it was then once crystallized from a mixture of toluene and petroleum ether (boiling range 28-40 C.) twice from petroleum ether (boiling range 100-140 C.). 1-(Methoxymethyl)-alpha,alpha-bis(p-trifluoromethylphenyl)imidazole-2-methanol was obtained. Melting point 160-161 C.
 

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