Abstract
<jats:p> <jats:chem-struct-wrap> <jats:chem-struct> <jats:graphic xmlns:xlink="http://www.w3.org/1999/xlink" position="anchor" xlink:href="urn:x-wiley:9780470842898:media:rn02683:nrn02683sf.001"> <jats:alt-text>image</jats:alt-text> </jats:graphic> </jats:chem-struct> </jats:chem-struct-wrap> <jats:table-wrap position="anchor"> <jats:table frame="hsides"> <jats:col/> <jats:col/> <jats:col/> <jats:tbody> <jats:tr> <jats:td> <jats:italic>[890522‐56‐2]</jats:italic> </jats:td> <jats:td> <jats:styled-content> C <jats:sub>7</jats:sub> H <jats:sub>7</jats:sub> F <jats:sub>3</jats:sub> N <jats:sub>2</jats:sub> O <jats:sub>2</jats:sub> S </jats:styled-content> <jats:styled-content>2‐(Trifluoromethyl)benzenesulfonic acid hydrazide</jats:styled-content> </jats:td> <jats:td>(MW 240.20)</jats:td> </jats:tr> </jats:tbody> </jats:table> </jats:table-wrap> </jats:p> <jats:p> InChI = <jats:ext-link xmlns:xlink="http://www.w3.org/1999/xlink" ext-link-type="inchi" xlink:href="InChI=1S/C7H7F3N2O2S/c8-7(9,10)5-3-1-2-4-6(5)15(13,14)12-11/h1-4,12H,11H2">1S/C7H7F3N2O2S/c8‐7(9,10)5‐3‐1‐2‐4‐6(5)15(13,14)12‐11/h1‐4,12H,11H2</jats:ext-link> </jats:p> <jats:p> InChIKey = <jats:ext-link xmlns:xlink="http://www.w3.org/1999/xlink" ext-link-type="inchi" xlink:href="InChIKey=ISSXDMNIXWMHRB-UHFFFAOYSA-N">ISSXDMNIXWMHRB‐UHFFFAOYSA‐N</jats:ext-link> </jats:p> <jats:p> (reagent used for synthesizing diverse <jats:italic>N</jats:italic> ‐triftosylhydrazone) </jats:p> <jats:p> <jats:list list-type="simple"> <jats:list-item> <jats:p> <jats:italic>Alternate Name:</jats:italic> 2‐(trifluoromethyl)benzenesulfonohydrazide. </jats:p> </jats:list-item> <jats:list-item> <jats:p> <jats:italic>Solubility:</jats:italic> sol ethyl acetate, dichloromethane, and most organic solvents. </jats:p> </jats:list-item> <jats:list-item> <jats:p> <jats:italic>Form Supplied in:</jats:italic> white solid; widely available. </jats:p> </jats:list-item> <jats:list-item> <jats:p> <jats:italic>Analysis of Reagent Purity:</jats:italic> NMR. </jats:p> </jats:list-item> <jats:list-item> <jats:p> <jats:italic>Purification:</jats:italic> in a 1 L round‐bottom flask, <jats:italic>o</jats:italic> ‐trifluoromethylbenzenesulfonyl chloride (1.0 equiv, 200.0 mmol) was dissolved in THF under a nitrogen atmosphere. The reaction mixture was then cooled to −35 °C, and hydrazine hydrate (40%, 24.0 mL) was added dropwise. After consumption of all the starting materials (as evidenced by thin layer chromatography (TLC), the reaction mixture was extracted with ethyl acetate and washed with saturated brine solution. The combined organic layers were dried over anhydrous sodium sulfate (Na <jats:sub>2</jats:sub> SO <jats:sub>4</jats:sub> ) and concentrated under reduced pressure. The remaining solution was slowly added to 500.0 mL of cold petroleum ether to precipitate the product, which was then filtered and dried under vacuum to obtain the desired 2‐(trifluoromethyl)benzenesulfonic acid hydrazide (88% yield) as a white solid. </jats:p> </jats:list-item> <jats:list-item> <jats:p> <jats:italic>Handling, Storage, and Precautions:</jats:italic> the reaction mixture should be restored to room temperature before extraction. For short‐term storage (less than one month), store in a cool and dry place (at or below 25 °C). However, long‐term storage requires refrigeration at 2–8 °C with protection from light. Incompatible with strong acids, strong bases, and oxidizing agents. Strict temperature control (operational temperatures should not exceed 60 °C) and adequate ventilation need to be maintained. </jats:p> </jats:list-item> </jats:list> </jats:p>