Tetrabutyl ammonium iodide

In the second step the hydroxy groups are ben/ylated in a procedure developed by Yamamoto.9 In this approach the tartrate is first deprotonated with sodium hydride and then treated with tetrabutyl-ammonium iodide, ben/yl bromide, and a catalytic amount of 18-crown-6. 

When bis[9-metacarboranyl] mercury interacted with tellurium in refluxing tetrahydro-furan in the presence of a catalytic amount of tetrabutyl ammonium iodide, 9-metacarboranylmercurio 9-metacarboranyl tellurium was formed in 60% yield1,2. 

Abbreviations DMF, dimethylformamide MeCN, acetonitrile THF, tetrahydrofuran DMSO, dimethylsulfoxide PC, polycarbonate TBAI, tetrabutyl-ammonium iodide TBAP, tetrabutylammonium phosphate TBABF4> tetrabutylammonium tetrafluoroborate TRAP, tetraethylammonium phosphate. Vsersus Ag Ag+ (0.01 M) in NH3 at -50°C. Versus Ag AgN03 (sat d) in SO2 at -40°C. 

Heating bis[9-metacarboranyl] mercury with tellurium at 300° produced bi 9-metacar-boranyl] tellurium. The same compound was formed when 9-metacarboranyl thallium bis[trifluoroacetate] was made to react with tellurium in dimethylformamide in the presence of tetrabutyl ammonium iodide. ... 

Similarly, it is possible to transform the nonliving polymerization of vinyl ethers using highly reactive initiators, such as triflic acid, into a living polymerization by the addition of tetrabutyl ammonium iodide [56]. The addition of the halide salt establishes an equilibrium between the active triflate species and the dormant halide species, eventually leading to a similar overall polymerization equilibrium as depicted in Scheme 8.12. 

Ammonium, tetrabutyl-, hydroxide. See Tetra-n-butyl ammonium hydroxide Ammonium, tetrabutyl-, iodide. See Tetrabutyl ammonium iodide... 

See Tetra-n-butyl ammonium hydroxide 1-Butanaminium, N,N,N-tributyl-, iodide. See Tetrabutyl ammonium iodide 1-Butanaminium, N,N,N-tributyl-, sulfate (1 1). See Tetra-n-butyl ammonium hydrogen sulfate Butanaminium, N,N,N-trimethyl-4-(2-acetamidoethoxy), chloride. See Acetamidoethoxybutyl trimonium chloride... 

Fisher Scientific http //www.fisher1.com] Fiuka http //www.sigma-aldrich.com] Laporte Perf. Chems. http //www.iaporteperform.com] Sachem http //www.sacheminc.com] Sigma Tetrabutyl ammonium iodide CAS 311-28-4 EINECS/ELINCS 206-220-5 Synonyms Ammonium, tetrabutyl-, iodide 1-Butanaminium, N,N,N-tributyi-, iodide Tetra-n-butyl ammonium iodide Tetrabutylammonium... 

Tetra-n-butyl ammonium iodide Tetrabutylammonium iodidide. See Tetrabutyl ammonium iodide... 

Benzyl trimethyl ammonium hydroxide Cetrimonium bromide Dimethyl diallyl ammonium chloride Laurtrimonium bromide Laurtrimonium chloride Methyl tributyl ammonium chloride Tetrabutyl ammonium bromide Tetrabutyl ammonium chloride Tetrabutyl ammonium fluoride Tetra-n-butyl ammonium hydrogen sulfate Tetra-n-butyl ammonium hydroxide Tetrabutyl ammonium iodide Tetrabutylphosphonium acetate, monoacetic acid Tetrabutylphosphonium bromide Tetrabutylphosphonium chloride Tetraethylammonium bromide Tetraethylammonium hydroxide Tetrakis (hydroxymethyl) phosphonium chloride Tetramethylammonium bromide Tetramethylammonium chloride Tetramethylammonium hydroxide Tetramethyl ammonium iodide Tetraphenyl phosphonium bromide Tetrapropyl ammonium bromide Tetrapropyl ammonium iodide Tributylamine Tributyl phosphine Tributyl (tetradecyl) phosphonium chloride Trioctyl (octadecyl) phosphonium iodide catalyst, phase-transfer Tetraethylammonium chloride Tetraoctylphosphonium bromide Tri-n-butyl methyl ammonium chloride Tri methyl phenyl ammonium hydroxide catalyst, phenolics Triethylamine... 

Sodium iodide Tetrabutyl ammonium iodide reagent, iodine testing presence of chlorine Thallium (I) sulfate reagent, ion-pair Laurtrimonium bromide reagent, iron Thioglycolic acid... 

Tetrabutyl ammonium iodide reagent, niobium Basic violet 10... 

A dimethyl formamide solution of the sample containing 0.2 M tetrabutyl ammonium iodide base electrolyte is polarographed at start potentials of -2.0 V (styrene) and -1.7 V (acrylonitrile). The styrene and acrylonitrile waves are evaluated. The method is calibrated by standard additions of the two monomers. 

Okawara and coworkers (Ref. 10) first attempted to use phase transfer catalysis to modify a finely dispersed poly(vinyl chloride) powder in aqueous medium using nucleophiles such as azide, dithiocarbamate, or thiophenoxide ions in the presence of tetrabutyl ammonium salts. While a maximum conversion of 10% was obtained with the first two nucleophiles, thiophenoxide afforded a 30% conversion. Although the authors indicate that the reaction took place only at the surface of the polymer particles, the fairly high conversion obtained with thiophenoxide might suggest otherwise. A second report from the same laboratory (Ref. 11) focuses on reactions of poly(vinyl chloride) solutions with sodium azide in the presence of various catalysts. As expected, the reaction is strongly catalyzed by cationic surfactants such as dimethyl distearyl ammonium chloride or tetrabutyl ammonium chloride which both afford essentially complete conversion to the azido polymer. In contrast, tetrabutyl ammonium iodide is totally ineffective. 

The following chemicals were used as received (from Aldrich unless otherwise noted) 2,6-diaminoanthraquinone, 2,5-dichloro-p-phenylenediamine, 2,6-diamino-5-nitropyrimidine, 2,3,5,6-tetra-methyl phenylenediamine, 2,6-diamino-8-purinol hemisulfate monohydrate, adenine (Chemalog Chemical Dynamics Corp.), 1,9-diamino-nonane, 4,4 -diaminodiphenyl sulfon (Fluka AG), 4,4 -methylene-dianiline, tetraphenyl phosphonium iodide, tetrabutyl ammonium iodide, tetramethyl ammonium bromide, dibenzo-l8-crown-6, 15-crown-5, triphenylantimony dichloride and triethylamine (Eastman Kodak Co.). 

Prabhakar and coworkers used an MBH reaction to synthesize a variety of C3-alkyl/aryl-2,3-dideoxy hex-2-enopyranosides that exhibited in vitro activity against Mycobacterium tuberculosis. Using a titanium chloride/tetrabutyl ammonium iodide mediated MBH, pyranosides 131a and 131b were converted to the MBH adducts 132a and 132b, respectively. 

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