7648-30-8

Usage

Uses

Used in Pharmaceutical Industry:
Ethyl iododifluoroacetate is used as a reagent for the synthesis of complex organic molecules, which are essential in the development of new pharmaceuticals. Its reactivity allows for the creation of diverse chemical structures that can be tailored for specific therapeutic applications.
Used in Specialty Chemicals Production:
In the realm of specialty chemicals, ethyl iododifluoroacetate serves as a key intermediate in the production of various high-value compounds. Its unique properties enable the synthesis of materials with specific characteristics required for specialized applications.
Safety Considerations:
Given its high toxicity, ethyl iododifluoroacetate must be handled with extreme caution. It can lead to severe health effects if proper safety measures are not adhered to, necessitating the implementation of stringent safety protocols during its use in laboratories and industrial settings.

InChI:InChI=1/C4H5F2IO2/c1-2-9-3(8)4(5,6)7/h2H2,1H3

Upstream product

• 674-02-2 1-chloro-1,3,3-trifluoro-3-iodo-propene 
• 667-27-6 Ethyl bromodifluoroacetate 
• 101068-09-1 ethyl fluorosulfonoxydifluoroacetate 
• 77570-00-4 2-iodo-tetrafluoroethyl fluorosulfate 
• 192569-10-1 2-iodo-1,1,2,2-tetrafluoroethyl chlorosulfate 
• 64-17-5 ethanol 

Downstream Products

• 74106-81-3 ethyl 2,2-difluorohexanoate 
• 134682-32-9 trans-ethyl-α,α-difluoro-(2-iodocyclohexanyl)acetate 
• 134682-30-7 cis-ethyl-α,α-difluoro-(2-iodocyclohexanyl)acetate 
• 380859-96-1 ethyl 2-((4-chlorophenyl)thio)-2,2-difluoroacetate 
• 667464-87-1 7-ethyl 1-methyl 2-[(benzyloxycarbonyl)amino]-5,5-difluoroheptanedioate 
• 251996-76-6 4-{4-[1,1-difluoro-1-(ethoxycarbonyl)methyl]phenoxy}-N-methylthieno[2,3-c]pyridine-2-carboxamide 
• 73790-00-8 ethyl α,α-difluoro-α-[1-(naphthyl)]acetate 
• 1227161-00-3 methyl 4-(2-ethoxy-1,1-difluoro-2-oxoethyl)benzoate 
• 2248-46-6 ethyl 2,2-difluoro-2-phenylacetate 
• 1644247-82-4 ethyl 2-(1-benzyl-3-methyl-1H-indol-2-yl)-2,2-difluoroacetate 
• 1458680-29-9 ethyl 2,2-difluoro-2-(3-methyl-1H-indol-2-yl)acetate 

Relevant academic research and scientific papers

Copper-Catalyzed Three-Component Reactions of 2-Iodo-2,2-difluoroacetophenones, Alkynes, and Trimethylsilyl Cyanide

A Cu(I)-catalyzed three-component reaction of 2-iodo-2,2-difluoroacetophenones, alkynes, and TMSCN is described. The reaction provided a facile method for the synthesis of difluoroacyl-substituted nitriles, which might be served as potentially useful fluo

New and Efficient Syntheses of α-Iodo-α,α-Difluoro- and β-Iodo-α,α,β,β-Tetrafluorocarboxylic Acid Derivatives as Useful Building Blocks for Making Functional Fluoro Compounds

Perfluoroolefins reacted with I-Cl and ClSO3H under mild conditions to give RFCFICF2OSO2Cl, which could be readily converted into various α-iodo-perfluorocarboxylic acid derivatives or telomerized with tetrafluo

Hydrogen-containing flourosurfacant and its use in polymerization

A partially-fluorinated surfactant having internal methylene groups and having the formula Rf --(CH2)m --R'f --COOM wherein m is 1-3, Rf is perfluoroalkyl or perfluoroalkoxy, containing 3-8 carbon atoms, R'f is linear or branched perfluoroalkylene containing 1-4 carbon atoms, and M is NH4, Li, Na, K, or H is useful in polymerization of fluorinated monomers. High molecular weight can be achieved in homopolymerization of tetrafluoroethylene.

Synthesis of Aryl &α,&α-Difluoroalkyl Ketones as Potent Inhibitors of Cholesterol Esterase

Aryl α,α-difluoroalkyl ketones were synthesized from the reaction of ethyl α,α-difluoroacylate with aryl lithium at -78 deg C or from the coupling of aryl iododifluoromethyl ketone with 1-alkene in the presence of teterakis(triphenylphisphine)palladium(0).These compounds were potent inhibitors of pancreatic cholesterol esterase with Ki values in the range 15 μM-20 nM.

A New Approach to α,α-Difluoro-Functionalized Esters

The addition reaction of iododifluoroacetates to alkenes is initiated by copper powder (10-20 mol percent) at 50-60 deg C.Both terminal and internal alkenes give good yields of adducts.The reaction is also applicable to alkenes containing a variety of functional groups, such as epoxy, hydroxy, ketone, ester, and phosphonate moieties.This reaction can be carried out either neat or in solvents such as hexane, benzene, acetonitrile, DMF, DMSO, and HMPA and is suppressed by p-dinitrobenzene and di-tert-butyl nitroxide.A single electron transfer initiated radical mechanism isproposed.In the presence of nickel dichloride hexahydrate, reduction of the adducts with zinc in moist THF provides the corresponding α,α-difluoro esters in good yields.

RADICAL CYCLIZATION OF α-FLUORO-α-IODO AND α-IODO ESTERS AND AMIDES

The free radical cyclization of various unsaturated α-fluoro-α-iodo and α-iodo esters and amides is described.Unusual 12-membered dilactones and 18-membered trilactones were obtained under the standard atom transfer cyclization reaction conditions.