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Mass % Find Find 1-Chlorobutane, 2-Chlorobutane, Benzyl Chloride, 2-Bromobutane,

ID: 560582 • Letter: M

Question

Mass % Find Find 1-Chlorobutane, 2-Chlorobutane, Benzyl Chloride, 2-Bromobutane, 2-Chloro-2- methylpropane, 1-Chloro-2-methyl propane Nucleophilic substitution reactions depend on two primary factors: substrate structure and reaction conditions. In this experiment, we will investigate six representative alkyl halide substrates and will compare their respective reaction rates under two sets of conditions. The alkyl halides are shown below: CI 3 1-chlorobutane (n-butyl chloride)(sec-butyl chloride) 2-chloro-2-methylpropane (tert-butyl chloride) benzyl chloride CI than this 1-chloro-2-methylpropane 2-bromobutane (isobutyl chloride) (sec-butyl bromide) this inhibi oc 109.5 loend

Explanation / Answer

IN the SN2 reaction the reactivity of alkyl halide is decided by steric factors majorly and on the leaving group to certain extent.

Thus the primary alkyl halides are most reaactive , follwed by secondary and tertiary (least reactive) halides.

Then the beta substitution also lowers the reactivity of alkyl halides as the bulky ness increases for th back side attack of nucleophile.

Benzyl and allyl halides are exceptionally more reactive in SN2 reactions .

Thus the reactiavity order towards SN2 is

1-chlorobutane (primary) > benzyl chloride > 1-chloro2-methylpropane(primary with beta substitutions > 2-bromobutane(secondary with good LG) > 2-chlorobutane(secondary) > 2-chloro-2-methylpropane (tertiary)