Butyl chloride 3,3-dimethyl

Phenylacetonitrile Sec-Butyl bromide Thionyl chloride Dimethyl sulfate... 

Set up on a water bath a 500-ml three-necked flask fitted with a mechanical stirrer, a thermometer and a two-way adapter fitted with a dropping funnel and a reflux condenser protected by a calcium chloride guard-tube. Place 150 ml of dry dimethyl sulphoxide in the flask and add 30 g (0.61 mol) of dry powdered sodium cyanide. Heat the mixture with stirring to 90 °C and then remove the water bath. Add 46.3 g (0.5 mol) of butyl chloride (Expt 5.48) slowly from the dropping funnel so that the temperature of the exothermic reaction does not rise above 150°C (about 10 minutes) continue to stir until the temperature falls to 50 °C (about 30 minutes). Pour the mixture into... 

Polyvinyl chloride Dimethyl formamide, Alcohols, hydrocarbons, butyl... 

In view of these results, it is surprising that no rearrangement occurs during the aluminium chloride-catalyzed reaction of terf-butyl chloride with ethylene [97]. The intermediacy of a primary carbocation can, therefore, be ruled out and the selective formation of 18 may be rationalized by assuming the intermediacy of a bridged cation (tert-butyl-bridged ethylene). Alternatively, the attack of the /er/-butyl cation at ethylene may be nucleophilically assisted by the AIC14 ion because of the low stability of the 3,3-dimethyl-l-butyl cation (Scheme 22) [98],... 

Zinn (Di-tert.-butyl-phosphano)-dimethyl- -chlorid XIII/6, 374... 

DEHALOGENATION Diiron nonacarbonyl. Lithium amalgam. Phenanthrcnc-Sodium. Sodium thiosulfate. Triethyl phosphite. DEHYDRATION Alumina. Boron trifluo-ride n-butyl etherate. Dimethyl sulfoxide. Hcxamethylphosphoric triamidc. Iodine. Methyl N-suIfonylurethanc tricthylamine complex. Phosphonitrilic chloride. Thio-nyl chloride. Triphenylphosphite methlo-dide. 

Using a similar technique Priola and coworkers (S) studied the reaction between t-butyl chloride and EtjAl, Et2AlCl, EtAlClj and AICI3 using methylene chloride and methyl chloride solvents at —78° C, for 2 h. The results of this study can be summarized as follows 1. The major reaction products are isobutane and 2,2-dimethylbutane in reactions where EtsAl is used. 2. Other products such as 23-dimethyl-butane, isooctane and l-chloro-33 -dimethylbutane are also formed in amounts strictly dependent on the molar ratios of t-BuCl/alkylaluminum or the chlorine content of the alkylaluminum. 3. When EtjAlO or EtAlCl2 react with f-BuCl, the product consists of branched Q, Cg, Cg hydrocarbons and a higher alkyl chloride. 4. Interestingly, AlClj/does not react with t-BuCl, however, it yields a crystalline complex at —78° in the absence of an added olefln. 

Methanolysis of the labeled 2,3-dimethyl-3-phenyl-2-butyl chloride (385), X=H, proceeds with 49% scrambling via phenyl migration297). The p-chloro compound... 

A mixture of 2-t-butylfuran and 2,5-di-t-butylfuran is obtained by the action of t-butyl chloride on furan in the presence of mesitylene nolybdenum tricarbonyl." The intermediate in the nitration of furan-2-aldehyde in acetic anhydride has been identified as compound (26). Treatment of 5-bromo-2-furoic acid with sulphur tetrafluoride in hydrogen fluoride yields the dihydrofuran (27). Bromo-furans are converted into aryl-furans by crosscoupling with aryl Grignard reagents in the presence of nickel(II)-phosphine complexes. 2-Furoic acid is lithiated at position 5, 3-furoic acid at C-2. 2-Methylfuran yields the 5-methylthio-derivative by lithiation and subsequent treatment with dimethyl disulphide. The corresponding phenylthio-compound (28) has been converted into a series of 4-substituted 2-methyl-furans (29 R = alkyl, MeaSi, CO2H, or RCHOH) by the sequence bromi-nation, lithiation, treatment with the appropriate electrophile, and, finally, desulphurization with Raney nickel. 2-Lithiofuran reacts with copper(II)... 

The reaction of isobutane with vinyl chloride in the presence of aluminum chloride yielded liquid isoparaffins and l,l-dichloro-3,3-dimethyl-butane (40% yield at —10° and 20% yield at 25°). t-Butyl was isolated in about 10% yield. The formation of the dichlorohexane instead of monochlorohexane may be explained as being due to the relative unreactivity of the primary chlorine atoms only a very small amount of the dichloride is reduced to monochloride by the reaction similar to step 3. In the case of the allyl chloride reaction, the dichloroheptane contains a secondary chlorine atom and reacts readily with isobutane, yielding raono-chloroheptane and <-butyl chloride. Under conditions which are such as bring about the reduction of a chlorine atom of the dichlorohexane, both chlorine atoms are replaced, and the product consists of isoparaffins and only a very small amount of monochlorohexane. 

Butylphenyl thioether is first prepared by the interaetion of sodium benzenethiolate and butyl chloride. The resulting product on treatment with benzoyl ehloride and aluminum chloride yields butyl-p-benzoyl phenyl thioether. This on reaction with zinc and sodium hydroxide and earbonyl ehloride yields an intermediate. The intermediate on treatment with thiourea, sodium hydroxide, 2-dimethyl amine ethyl chloride and hydrochloric acid gives rise to the desired eompoimd. 

---