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Sodium iodide, 99+% (dry wt., water <1.5%), Thermo Scientific Chemicals
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Catalog number A15480.0E
also known as A15480-0E
Price (USD)/ Each
649.65
Online exclusive
722.00 Save 72.35 (10%)
-
Quantity:
2500 g
Price (USD)/ Each
649.65
Online exclusive
722.00 Save 72.35 (10%)
Sodium iodide, 99+% (dry wt., water <1.5%), Thermo Scientific Chemicals
Catalog numberA15480.0E
Price (USD)/ Each
649.65
Online exclusive
722.00 Save 72.35 (10%)
-
Chemical Identifiers
CAS7681-82-5
IUPAC Namesodium iodide
Molecular FormulaINa
InChI KeyFVAUCKIRQBBSSJ-UHFFFAOYSA-M
SMILES[Na+].[I-]
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Specifications
Specification Sheet
Specification SheetFormCrystals or powder or crystalline powder or fused solid
Assay (Titration ex Iodide)≥99.0 to ≤101.0% (dry wt. basis)
Appearance (Color)White
Loss on Drying≤1.5% (200°C/constant weight)
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.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
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.
Solubility
Very soluble in water and liquid ammonia. Freely soluble in acetone, formic acid, formamide, methanol, and acetonitrile. Soluble in N,N-dimethylformamide.
Notes
Deliquescent. Store in a tightly closed container. Incompatible with strong oxidizing agents and acids.
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.
Solubility
Very soluble in water and liquid ammonia. Freely soluble in acetone, formic acid, formamide, methanol, and acetonitrile. Soluble in N,N-dimethylformamide.
Notes
Deliquescent. Store in a tightly closed container. Incompatible with strong oxidizing agents and acids.
RUO – Research Use Only
General 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).
- Penheiter, A. R.; Russell, S. J.; Carlson, S. K. The Sodium Iodide Symporter (NIS) as an Imaging Reporter for Gene, Viral, and Cell-based Therapies. Curr. Gene Ther. 2012, 12, (1), 33-47.
- Tonnar, J.; Lacroix-Desmazes, P. Use of Sodium Iodide as the Precursor to the Control Agent in Ab Initio Emulsion Polymerization. Angew. Chem. Int. Ed. 2008, 47, 1294-1297.