2- Bromo-2-methylbutane

FIGURE 5 12 The El mechanism for the dehydrohalogenation of 2 bromo 2 methylbutane in ethanol... [Pg.218]

The alkyl halide m this case 2 bromo 2 methylbutane ionizes to a carbocation and a halide anion by a heterolytic cleavage of the carbon-halogen bond Like the dissoci ation of an aUcyloxonmm ion to a carbocation this step is rate determining Because the rate determining step is ummolecular—it involves only the alkyl halide and not the base—It is a type of El mechanism... [Pg.218]

There is a strong similarity between the mechanism shown m Eigure 5 12 and the one shown for alcohol dehydration m Eigure 5 6 The mam difference between the dehy dration of 2 methyl 2 butanol and the dehydrohalogenation of 2 bromo 2 methylbutane IS the source of the carbocation When the alcohol is the substrate it is the correspond mg alkyloxonmm ion that dissociates to form the carbocation The alkyl halide ionizes directly to the carbocation... [Pg.219]

Tertiary alkyl halides are so sterically hindered to nucleophilic attack that the pres ence of any anionic Lewis base favors elimination Usually substitution predominates over elimination m tertiary alkyl halides only when anionic Lewis bases are absent In the solvolysis of the tertiary bromide 2 bromo 2 methylbutane for example the ratio of substitution to elimination is 64 36 m pure ethanol but falls to 1 99 m the presence of 2 M sodium ethoxide... [Pg.349]

The ratio of elimination to substitution is exactly the same (26% elimination) for 2 bromo 2 methylbutane and 2 lodo 2 methylbutane in 80% ethanol/20% water at 25°C... [Pg.361]

Solvolysis of 2 bromo 2 methylbutane in acetic acid containing potassium acetate gave three products Identify them... [Pg.362]

Absence of peroxides (b) 2 bromo 2 methylbutane (c) 2 bromobutane (d) 1 bromo 1 ethylcyclohexane Presence of peroxides (b) 1 bromo 2 methylbutane (c) 2 bromobutane (d) (1 bromoethyl)cyclohexane... [Pg.1210]

One problem with elimination reactions is that mixtures of products are often formed. For example, treatment of 2-bromo-2-methylbutane with KOH in ethanol yields a mixture of two alkene products. What are their likely structures ... [Pg.215]

Bromo-2-methylbutane 2-Methyl-2-butene 2-Methyl-1-butene... [Pg.384]

A base-induced bromination has been reported. 2-Methyl butane reacts with 50% aqueous NaOH and CBr4, in a phase-transfer catalyst, to give a modest yields of 2-bromo-2-methylbutane. ... [Pg.908]

II) l-Bromo-3-methylbutane, 2-Bromo-2-methylbutane, 2-Bromo-3-methylbutane... [Pg.42]

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