Dodecyl phenyl

Ca methyl, ethyl, n-butyl, n-hexyl, n-octyl, n-dodecyl, phenyl, n-octadecyl [29]... 

In a typical experiment, n-dodecyl phenyl telluride (0.160 g, 0.42 mmol) in benzene (1 mL) is treated with PhjSnH (0.361 g, 1.03 mmol) during 5 h at room temperature, furnishing n-dodecane (0.080 g (87%)). 

Olefins by reaction of alkyl phenyl tellurides with chloramine-T (typical procedure). A solution of 1-dodecyl phenyl telluride (0.198 g, 0.52 mmol) and commercial chloramine-T trihydrate (0.300 g, 1.0 mmol) in THF (5 mL) is refluxed for 40 min under Nj. After evaporation of the solvent, the residue is treated with hexane (20 mL), and then fdtered. The filtrate is passed through a short Si02 column with hexane, giving, after evaporation, 1-dodecene as a colourless oil (0.068 g (78%)). 

Octyltetrahydroselenophene was prepared using l-(benzylseleno)-4-dodecyl (phenyl-teUuro)formate A (n = 3) in benzene (0.46 M) with heating at 160°C for 2 days. Preparative TLC (hexane/ethyl acetate, 98 2) afforded the product C as a pale oil (87%). 

The phase transfer catalyzed alkylation reaction of dodecyl phenyl glycidyl ether (DPGE) with hydroxyethyl cellulose (HEC) was studied as a mechanistic model for the general PTC reaction with cellulose ethers. In this way, the most effective phase transfer catalysts and optimum reaction concentrations could be identified. As a model cellulose ether, CELLOSIZE HEC11 was chosen, and the phase transfer catalysts chosen for evaluation were aqueous solutions of choline hydroxide, tetramethyl-, tetrabutyl-, tetrahexyl-, and benzyltrimethylammonium hydroxides. The molar A/HEC ratio (molar ratio of alkali to HEC) used was 0.50, the diluent to HEC (D/HEC) weight ratio was 7.4, and the reaction diluent was aqueous /-butyl alcohol. Because some of the quaternary ammonium hydroxide charges would be accompanied by large additions of water, the initial water content of the diluent was adjusted so that the final diluent composition would be about 14.4% water in /-butyl alcohol. The results of these experiments are summarized in Table 2. 

DPGE = dodecyl phenyl glycidyl ether Cl6Br= 1-bromohexadecane... 

R)Te2 + NaBH4,C2HsOH H25C13-Br dodecyl phenyl tellurium 76 oil - - 4... 

Dodecyl Phenyl Tellurium2 In 2 ml of dichloromethane are dissolved 0.20 g (0.87 mmol) of phenyl tellurium cyanide and 0.10 g (0.54 mmol) of dodecanol. The solution is placed in a 50-ml, nitrogen-flushed flask containing a magnetic stirrer and 0.5ml tributylphosphane are added. The mixture is stirred at 20° for 0.5 h and then the solvent is evaporated. The residue is chromatographed on silica gel with hexane as the mobile phase yield 0.12 g (62%) yellowish oil. 

Dodecyl phenyl tellurium similarly treated with hydrogen peroxide or sodium periodate produced a mixture of cis- and rrans-4-decenes, in which the tram-compound predominated1. 

Conversion of Dodecyl Phenyl Tellurium to Dodecyl Iodide1 In 2 m/of DME arc dissolved 149 mg (0.5 mmol) of dodecyl phenyl tellurium under nitrogen. To the stirred solution are added 0.20 ml (3.2 mmol) of methyl iodide followed by 75 mg (0.5 mmol) of sodium iodide. The mixture is stirred at 20° for 10 min and at 55c for 2 h. Water is then added, the mixture is extracted with hexane, and the extract is dried with anhydrous magnesium sulfate. The dried extract is filtered through a short column of silica gel and the filtrate is evaporated to leave 1-iodododccanc as a colorless oil yield 103 mg (81%). 

Decomposition of Dodecyl Phenyl Tellurium Dibromide under Vacuum1 0.53 g (1.0 mol) of dodecyl phenyl tellurium dibromidc is placed in a Kugelrohr distillation apparatus and is heated at 230—250°/3 torr. The colorless liquid distillate is dodecyl bromide yield 0.25 g (90%). 

Dodecyl phenyl tellurium dioxide dihydrate was similarly obtained as a brown syrup2. 

Dodecyl phenyl tellurium dioxide was converted by 3-chloroperoxybenzoic acid in methanol to dodecyl methyl ether in 87% yield2. 

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