1-Iodo-3,4-dimethylbenzene

clear yellow to red-brown liquid

General procedure: Typical procedure. To a solution of 1, 2-dimethylbenzene (0.106 g, 1 mmol) in acetonitrile (10 mL), iodine (1 mmol. 0.126 g) and polymer-supported periodic acid (0.6 g, 1.05 mmol) were added and the mixture was stirred for 1 hour at 40 °C. The reaction progress was monitored by thin layer chromatography (TLC) using a mixture of ethyl acetate and n-hexane (1:9 v/v) as solvent. After completion of the reaction, the mixture was cooled to room temperature and filtered. The excess of iodine was removed from the filtrate by drop wise addition of sodium bisulfite solution (1 M). The organic layers were separated, dried over magnesium sulfate, filtered, and the solvent was removed by evaporation. The residue was purified by column chromatography on silica gel using n-hexane and ethyl acetate. The related product was obtained with 95percent isolated yield, b.p.: 235 °C (lit. [18] b.p.: 234 °C).General procedure: To a solution of 54 mg (0.5 mmol) of anisole in 1 mL of BMIM BFThe same procedure as in was carried out, except that o-xylene (15.9 g, 0.15 mol) was used as the reactant in Example 1. A conversion of o-xylene was 99 percent; the yields were 1) 92 percent for 4-iodo-1, 2-dimethylbenzene and 2) 6 percent for the regioisomers of other iodides; and a ratio of 1)/2) was 15.The same procedure as in Example 5 was carried out, except that H-β zeolite was not used in A conversion of o-xylene was 100 percent; the yields were 1) 78 percent for 4-iodo-1, 2-dimethylbenzene and 2) 16 percent for the regioisomers of other iodides; and a ratio of 1)/2) was 4.9.4-lodo-1, 2-dimethylbenzene: A mixture of 1 , 2-dimethylbenzene (1.06 g; 10 mmol), silver trifluoromethanesulfonate (2.56 g; 10 mmol) and IGeneral procedure: To a solution of aromatic compound (10 mmol) in acetonitrile (5 mL) in a 100 mL round-bottomed flask with a magnetic bar was added choline chloride(10 mmol), potassium peroxodisulfate (10 mmol) and iodine (15 mmol). The reaction mixture was stirred for the appropriate time at 65 °C. The progress of the reaction was monitored by TLC. The reaction mixture was poured into aqueous sodium thiosulfate solution (1 mol/L) in order to remove unreacted iodine and extracted with ethyl acetoacetate (10 mL, 3 times). Organic layer is dried over anhydrous sodium sulphate. Evaporation of the solvent under vacuum followed by column chromatography on silica gel gave the corresponding iodinated compounds (Scheme-I).

Molecular Weight:232.06
XLogP3:3.3
Exact Mass:231.97490
Monoisotopic Mass:231.97490
Heavy Atom Count:9
Complexity:90.6
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes