Tert, butyl chloride

In an alternative procedure 26 g. of anhydrous ferric chloride replace the aluniiniuni chloride, the mixture is cooled to 10°, and the 50 g. of tert.-butyl chloride is added. The mixture is slowly warmed to 25° and maintained at this temperature until no more hydrogen chloride is evolved. The reaction mixture is then washed with dilute hydrochloric acid and with water, dried and fractionally distilled. The yield of tert.-butyl benzene, b.p. 167- 170°, is 60 g. 

FIGURE 4 6 The mechanism of formation of tert butyl chloride from tert butyl al cohol and hydrogen chio ride... 

FIGURE 4 11 Combi nation of tert butyl cation and chloride anion to give tert butyl chloride In phase overlap between a vacant p orbital of (CHbIbC and a filled p orbital of Cr gives a C—Cl (T bond... 

Use curved arrows to track electron movement in the dehydro halogenation of tert butyl chloride by sodium methoxide by the E2 mechanism J... 

Solvent Effects on the Rate of Substitution by the S l Mechanism Table 8 6 lists the relative rate of solvolysis of tert butyl chloride m several media m order of increasing dielectric constant (e) Dielectric constant is a measure of the ability of a material m this case the solvent to moderate the force of attraction between oppositely charged par tides compared with that of a standard The standard dielectric is a vacuum which is assigned a value e of exactly 1 The higher the dielectric constant e the better the medium is able to support separated positively and negatively charged species 8olvents... 

The first order rate constant for ethanolysis of the allylic chloride 3 chloro 3 methyl 1 butene is over 100 times greater than that of tert butyl chloride at the same temperature... 

Benzylic halides resemble allylic halides m the readiness with which they form carbocations On comparing the rate of S l hydrolysis m aqueous acetone of the fol lowing two tertiary chlorides we find that the benzylic chloride reacts over 600 times faster than does tert butyl chloride... 

Step 1 Once generated by the reaction of tert butyl chloride and aluminum chloride tert butyl cation attacks the TT electrons of benzene and a carbon-carbon bond is formed... 

Chloro 2 methylpropane Isobutyl chloride or 2 methylpropyl chloride 2 Chloro 2 methylpropane tert Butyl chloride or 1 1 dimethylethyl chloride... 

The reaction of tert butyl chloride with cyanide ion proceeds by elimination rather than substitu tion... 

A related tert-butylation procedure in which the silyl enol ether is added to a mixture of titanium tetrachloride and tert-butyl chloride gives rise to distinctly lower yields. This is also the case if the tertiary halide is added to a mixture of silyl enol ether and titanium tetrachloride. ... 

Chloro-2-methylpropane Water (tert-butyl chloride) (78-88%)... 

Relative Rate of SnI Solvolysis of tert-Butyl Chloride as a Function of Solvent Polarity ... 

Chloro-3-methyl-1-butene tert-Butyl chloride... 

The combined acid layers are distilled from a 250-cc. Claisen flask connected to an air condenser, which in turn is connected to a side-arm flask cooled by running water. The trimethylacetic acid is collected at i62-i6s°/a-tm. press., no-ii2/ i24mm. The yield, which depends somewhat on the form of magnesium, is 157-162 g. (61-63 Per cent of the theoretical amount based on tert-butyl chloride) when ordinary magnesium turnings are used and 177-178 g. (69-70 per cent) when 200-mesh magnesium powder is used. The acid melts at 34-350. 

In DMF/Tetrabutylammoniuinjodid bei —2.2 V liefert die Elektrolyse von Chinolin an Quecksilbcr in Ge-genwart von tert.-Butyl-chlorid ein komplexes Reaktionsgemisch mit z. T. partiell hydrierten Verbindungcn6. 

There is direct evidence, from IR and NMR spectra, that the re/T-butyl cation is quantitatively formed when tert-butyl chloride reacts with AICI3 in anhydrous liquid HCl. In the case of alkenes, Markovnikov s rule (p. 984) is followed. Carbocation formation is particularly easy from some reagents, because of the stability of the cations. Triphenyhnethyl chloride and 1-chloroadamantane alkylate activated... 

Schrauzer and co-workers have studied the kinetics of alkylation of Co(I) complexes by organic halides (RX) and have examined the effect of changing R, X, the equatorial, and axial ligands 148, 147). Some of their rate constants are given in Table II. They show that the rates vary with X in the order Cl < Br < I and with R in the order methyl > other primary alkyls > secondary alkyls. Moreover, the rate can be enhanced by substituents such as Ph, CN, and OMe. tert-Butyl chloride will also react slowly with [Co (DMG)2py] to give isobutylene and the Co(II) complex, presumably via the intermediate formation of the unstable (ert-butyl complex. In the case of Co(I) cobalamin, the Co(II) complex is formed in the reaction with isopropyl iodide as well as tert-butyl chloride. Solvent has only a slight effect on the rate, e.g., the rate of reaction of Co(I) cobalamin... 

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