Iodinating reagents sodium iodide

To determine the exact perbenzoic acid content of the solution, proceed as follows. Dissolve 1 -5 g. of sodium iodide in 50 ml. of water in a 250 ml. reagent bottle and add about 5 ml. of glacial acetic acid and 5 ml. of chloroform. Introduce a known weight or volume of the chloroform solution of perbenzoic acid and shake vigorously. Titrate the liberated iodine with standard O lA sodium thiosulphate solution in the usual manner. 

Apply the test to compounds which contain chlorine or bromine. If the compound is a solid, dissolve 0 1 g. in the minimum volume of pure, dry acetone. To 1 ml. of the sodium iodide acetone reagent add 2 drops of the compound (if a hquid) or the acetone solution (if a sohd). Shake and allow to stand at room temperature for 3 minutes. Note whether a precipitate is formed and also whether the solution acquires a reddish-brown colour (liberation of iodine). If no change takes place at rocrm temperature, place the test-tube in a beaker of water at 50°. After 5 minutes, cool to room temperature, and observe whether a reaction has occurred. 

The iodoform test. Dissolve 0 -1 g. or 5 drops of the compound in 2 ml. of water if it is insoluble in water, add sufficient dioxan to produce a homogeneous solution. Add 2 ml. of 5 per cent, sodium hydroxide solution and then introduce a potassium iodide - iodine reagent dropwise with shaking until a definite dark colour of iodine persists. Allow to... 

Trimethylsilyl iodide [16029-98-4] (TMSI) is an effective reagent for cleaving esters and ethers. The reaction of hexamethyldisilane [1450-14-2] with iodine gives quantitative conversion to TMSI. A simple mixture of trimethylchlorosilane and sodium iodide can be used in a similar way to cleave esters and ethers (8), giving silylated acids or alcohols that can be Hberated by reaction with water. 

Available from K K Laboratories or may be prepared in 89% yield by the following procedure. To a solution of 393 g. (2.63 moles) of sodium iodide in 1 1. of reagent grade acetone is added 394 g. (2.50 moles) of l-bromo-3 chloropropane (Aldrich Chemical Co.). After stirring 2 hours at room temperature, the mixture is filtered, the sodium bromide is washed with acetone, and the acetone is evaporated at reduced pressure. A dark iodine color is present along with some solid sodium salts. The oil is dissolved in ether, and the solution is washed with a 10% aqueous sodium thiosulfate solution. The ethereal layer is separated, dried over anhydrous sodium sulfate, and evaporated at reduced pressure to yield 454 g. of an oil that can be used without further purification. 

One of these consists in the substitution of iodine for the ester group attached to the primary carbon atom as the result of prolonged heating with sodium iodide in acetone solution (Finkelstein s reagent (20]). The reaction appears likely to consist in breaking the C—O linkage ... 

Undoubtedly the most familiar use of iodine is in tincture of iodine, which is so commonly used as an antiseptic. This consists of a solution of iodine and potassium iodide in alcohol and is one of the most effective antiseptics known. Iodine is used to make many useful compounds including sodium and potassium iodides, which are important laboratory reagents silver iodide, which (like silver bromide) is used in photography and numerous organic compounds of iodine which are useful in drugs, in the production of dyes, and so forth. 

Sodium azide-iodine reagent. Dissolve 3 g sodium azide, NaN3, in 100 ml 0 05m iodine (sodium tri-iodide) solution. 

---