57807-27-9

Upstream product

• 873-49-4 cyclopropylbenzene 
• 3240-34-4 [bis(acetoxy)iodo]benzene 
• 72233-06-8 p-cyclopropyl(diacetoxyiodo)benzene 
• 2712-78-9 bis-[(trifluoroacetoxy)iodo]benzene 
• 14353-86-7 iodine tris(trifluoroacetate) 
• 1124-14-7 1-bromo-4-cyclopropylbenzene 

Downstream Products

• 72233-06-8 p-cyclopropyl(diacetoxyiodo)benzene 
• 591-50-4 iodobenzene 
• 62872-50-8 1,3-bis(trifluoroacetoxy)-1-(p-iodophenyl)propane 
• 77197-92-3 4-cyclopropylphenyl phenyl ether 
• 90712-52-0 5-(4-iodophenyl)isoxazoline 
• 6921-44-4 4-nitrophenylcyclopropane 
• 54819-05-5 2,3'-Dinitro-4,4'-dicyclopropyl-biphenyl 
• 57807-31-5 (2-Nitro-4-iodphenyl)-cyclopropan 
• 72232-99-6 p-Dichloriod-cyclopropylbenzol 
• 129350-38-5 5-(4-iodophenyl)-1,2-oxathiolane 2-oxide 
• 129350-38-5 5-(4-iodophenyl)-1,2-oxathiolane 2-oxide 

Relevant academic research and scientific papers

TRANSFORMATIONS OF PHENYLCYCLOPROPANES UNDER THE INFLUENCE OF VARIOUS DIACYLOXYIODO DERIVATIVES

The reaction of phenylcyclopropanes with various (diacycloxyiodo)benzenes and iodine tristrifluoracetate was studied. (Bistrichloroacetoxyiodo)benzene and (bistrifluoracetoxyiodo)benzene react with phenylcyclopropanes exclusively in the small ring with the formation of the respective 1-phenyl-1,3-bis(acyloxy)propanes.Iodine tristrifluoroacetate in reaction with phenylcyclopropanes attacks both the small ring and the aromatic ring, which leads to the production of the esters of 1,3-diols and p-iodophenylcyclopropanes.Possible mechanisms are proposed for the oxidative cleavage of the trimethyl ring of phenylcyclopropanes.

DIRECT IODINATION OF ARYLCYCLOPROPANES

In reaction with phenylcyclopropane in carbon tetrachloride, nitromethane, or chloroform at temperatures between -10 and 20 deg C the complexes of iodine with (bistrifluoroacetoxyiodo)benzene and (diacetoxyiodo)benzene only give the products from the opening of the small ring.By means of the iodine-(diacetoxyiodo)benzene system in the reaction with arylcyclopropanes in a mixture of chloroform and trifluoroacetic acid at -30 deg C it is possible to obtain the products from iodination in the aromatic ring.

TRANSFORMATION OF SOME CYCLOPROPYL(DIACETOXYIODO)BENZENES UNDER THE INFLUENCE OF PROTIC ACIDS

In reaction with concentrated sulfuric acid and HBF4*(C2H5)2O at temperatures above -10 deg C o- and p-cyclopropyl(diacetoxyiodo)benzenes and also o-(1-methylcyclopropyl)(diacetoxyiodo)benzene undergo resinification.The action of concentrated hydrobromic acid leads to the formation of the corresponding (iodophenyl)cyclopropanes.Treatment of the diacetoxyiodides with trifluoroacetic acid at 0 deg C leads to opening of the trimethylene ring with the formation of the corresponding (iodophenyl)-1,3-bis(trifluoroacetoxy)propanes.A comparative study of the reactivity ofthe diacetoxyiodides was made, and it was shown that the small ring in the ortho-substituted derivatives opens best of all.A reaction mechanism is proposed.