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Chemical Structure| 75168-73-9 Chemical Structure| 75168-73-9

Structure of 75168-73-9

Chemical Structure| 75168-73-9

4-Bromobenzenesulfinic chloride

CAS No.: 75168-73-9

4.5 *For Research Use Only !

Cat. No.: A1882755 Purity: 95%

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Product Details of [ 75168-73-9 ]

CAS No. :75168-73-9
Formula : C6H4BrClOS
M.W : 239.52
SMILES Code : O=S(C1=CC=C(Br)C=C1)Cl
MDL No. :MFCD21892475

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Application In Synthesis of [ 75168-73-9 ]

* 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 [ 75168-73-9 ]

[ 75168-73-9 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 1195-33-1 ]
  • [ 75168-73-9 ]
YieldReaction ConditionsOperation in experiment
With thionyl chloride; In dichloromethane; at 0 - 20℃; for 2.5h;Inert atmosphere; Thionyl chloride (0.53 ml_) is added to an ice-cooled solution of 4- bromobenzenesulfinic acid (400 mg) in dichloromethane (15 ml_) under an argon atmosphere. The reaction mixture is stirred for 2 h at 0C, warmed to room temperature, and stirred for an additional 30 min. The mixture is concentrated and the residue is co-evaporated twice with toluene to give crude 4-bromobenzenesulfinic chloride, which is dissolved in tetrahydrofuran (3 ml_) and cooled to -78 C. n-Butyllithium (1 .6 M in hexane; 2.26 ml_) is added to 2,2,2-trifluoroacetamide (205 mg) in tetrahydrofuran (3 ml_) at -78 C and the reaction mixture is stirred for 10 min. The mixture is added to the 4-bromobenzenesulfinic chloride solution at -78 C and the reaction mixture is stirred for 1 h. The cooling bath is removed and the reaction is quenched by addition of water and brine. The aqueous layer is extracted with ethyl acetate and the combined extracts are washed with brine and concentrated in vacuo to give the title compound which is used for the next step without further purification. LC (method 1 ): tR = 0.92 min; Mass spectrum (ESI+): m/z = 314 [M-H]
 

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