Ninety-eight grams (1 mole) of cyclohexene oxide (Note 1) is divided into two approximately equal portions; one portion is added to a solution of 121 g. (1.25 moles) of potassium thiocyanate in 100 ml. of water and 75 ml. of 95% ethanol. After standing for 3–4 hours (Note 2) the clear solution is transferred to a 1-l. flask equipped with a mechanical stirrer. The second portion of oxide is added, and the resulting solution is stirred vigorously for 36 hours at room temperature. The supernatant layer and the aqueous phase are then decanted from the precipitated potassium cyanate into a 1-l. separatory funnel. The potassium cyanate is rinsed with 50 ml. of ether, which is subsequently added to the separatory funnel and used to extract the cyclohexene sulfide. The ether extract is washed twice with 50-ml. portions of saturated sodium chloride solution and then dried over anhydrous sodium sulfate. The excess ether is removed on the steam bath, and the residual liquid is distilled under reduced pressure through an 18-in. Vigreux column while the distillate is being cooled in ice. The main fraction boils at 71.5–73.5°/21 mm. (69–71°/19 mm.) (Note 3); n²⁵D 1.5306–1.5311. A fore-run, boiling up to 71.5°/21 mm., yields more of the product on redistillation. The total yield of cyclohexene sulfide is 81.5–83.5 g. (71–73%).