[A15480] CAS 7681-82-5 | Sodium iodide, 99+% (dry wt., water <1.5%), Alfa

CAS : 7681-82-5
UN# : UN3077
MDL : MFCD00003532
Hazard Class : 9
EINECS : 231-679-3
Packing Group : III

Chemical Properties

Formula : NaI
Formula weight : 149.89
Melting Point : 651°
Boiling Point : 1300-1304°
Density : 3.67
Refractive Index : 1.7745
Sensitivity : Hygroscopic. Light Sensitive. Ambient temperatures.
Form : Crystalline powder
Solubility : Very soluble in water and liquid ammonia. Freely soluble in acetone, formic acid, formamide, methanol, and acetonitrile. Soluble in N,N-dimethylformamide.

Literature References

Converts alkyl chlorides or bromides to iodides (Finkelstein reaction). Preferred solvents are acetone or MEK, in which NaI, but not the chloride or bromide, is soluble. See, e.g.: Org. Synth. Coll., 2, 476 (1955); 4, 84 (1963). Activated aryl halides, such as 1-chloro-2,4-dinitrobenzene can be converted to iodides by reaction with NaI in DMF: Org. Synth. Coll., 5, 478 (1973). Frequently used in catalytic amounts to increase the rate of nucleophilic displacement reactions of alkyl halides and sulfonates; see, for example: Org. Synth. Coll., 9, 46 (1998). Ethers can be cleaved to ω-iodo esters with a combination of NaI and an acyl chloride: Tetrahedron Lett., 23, 681 (1982). Cleavage of ethers also occurs in the presence of TMS chloride: Angew. Chem. Int. Ed., 20, 690 (1981); J. Org. Chem., 44, 1247 (1979); 48, 3667 (1983). The same combination also reduces benzylic alcohols to arylmethanes: Tetrahedron Lett., 28, 3817 (1987); Bull. Chem. Soc. Jpn., 62, 3537 (1989) and deprotects MEM ethers: Tetrahedron Lett., 25, 1429 (1984); see 2-Methoxyethoxymethyl­ chloride, L01050. In combination with Titanium(IV)­ chloride, 14713, reduction of amine oxides and nitrones occurs: Chem. Ber., 123, 647 (1990). Similarly, sulfoxides are reduced to sulfides: Synthesis, 155 (1991), and mild reductive deoximation can be effected: Synth. Commun., 21,1777 (1991).

Applications

Sodium iodide is widely used for halide exchange (Finkelstein reaction), for example in the conversion of an alkyl chloride, allyl chloride and arylmethyl chloride into their respective iodides, which are precursors for pharmaceutical and fine chemical products. They are used to ehnance the efficiency of the formation of Wittig adducts from less reactive chlorides and bromides. Appropriate prepartions find use as a nutrient supplement. Sodium iodide is used as the precursor to the control agent in ab initio emulsion polymerization. Sodium iodide finds use in the determination of dissolved oxygen in the modified Winkler method, synthesis of the fluorescent dye coppersensor-1 (CS1) for imaging labile copper pools in biological samples, and the cleavage of esters, lactones, carbamates and ethers in combination with chlorotrimethylsilane.

Grade Specifications

GHS Hazard and Precautionary Statements

Hazard Statements : H315-H319-H335Causes skin irritation.Causes serious eye irritation.May cause respiratory irritation.
Precautionary Statements : P261-P305+P351+P338-P302+P352-P321-P405-P501aAvoid breathing dust/fume/gas/mist/vapours/spray.IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.IF ON SKIN: Wash with plenty of soap and water.Specific treatment (see label).Store locked up.Dispose of contents/container in accordance with local/regional/national/international regulations.Other References:Merck: 14,8631UN#: UN3077