Sodium iodide

• Catalog No.: A15480
• CAS Number: 7681-82-5
• M. F.: INa
• M. W.: 149.89424
• Purity: 99+% (dry wt., water <1.0%)

SYNONYMS

• Title: 碘化钠
• IUPAC name: sodium iodide
• IUPAC Traditional name: sodium iodide

DATABASE IDS

• CAS Number: 7681-82-5
• Merck Index: 148631
• EC Number: 231-679-3
• MDL Number: MFCD00003532

PROPERTIES

• Purity: 99+% (dry wt., water <1.0%)
• Boiling Point: 1300-1304°C
• Density: 3.67
• Melting Point: 651°C
• Refractive Index: 1.7745
• GHS Hazard statements: H315-H319-H335
• European Hazard Symbols: Irritant (Xi)
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Risk Statements: 36/37/38
• RTECS: WB6475000
• Safety Statements: 26-37
• Storage Warning: Hygroscopic
• TSCA Listed: 是

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).