Arrange the compounds of each set in order of reactivity towards $S_N2$ displacement: $2-$Bromo$-2-$methylbutane, $1-$Bromopentane, $2-$Bromopentane.
Download our app for free and get started
$ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \text{Br}\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \text{Br}\\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ | \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ |\\\text{CH}_3\text{CH}_2\text{CH}_2\text{CH}_2\text{CH}_2-\text{Br}\ \ \ \ \ \ \ \text{CH}_3\text{CH}_2\text{CH}_2\text{CH}\text{CH}_3\ \ \ \ \ \ \ \text{CH}_3\text{CH}_2\text{C}\text{CH}_3\\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ |\\\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \text{CH}_3\\ 1-\text{Bromopentane}(1^\circ)\ \ \ \ \ \ \ \ \ \ \ \ \ \ 2-\text{Bromopentane}(2^\circ)\ \ \ \ \ \ \ 2-\text{Bromo}-2-\text{methylbutan}(3^\circ)$
An $S_N2$ reaction involves the approaching of the nucleophile to the carbon atom to which the leaving group is attached. When the nucleophile is sterically hindered, then the reactivity towards $S_N2$ displacement decreases.
Due to the presence of substituents, hindrance to the approaching nucleophile increases in the following order.
$1-$Bromopentane $< 2-$bromopentane $< 2-$Bromo$-2-$methylbutane
Hence, the increasing order of reactivity towards $S_N2$ displacement is:
$2-$Bromo$-2-$methylbutane $< 2-$Bromopentane $< 1-$Bromopentane.
An $S_N2$ reaction involves the approaching of the nucleophile to the carbon atom to which the leaving group is attached. When the nucleophile is sterically hindered, then the reactivity towards $S_N2$ displacement decreases.
Due to the presence of substituents, hindrance to the approaching nucleophile increases in the following order.
$1-$Bromopentane $< 2-$bromopentane $< 2-$Bromo$-2-$methylbutane
Hence, the increasing order of reactivity towards $S_N2$ displacement is:
$2-$Bromo$-2-$methylbutane $< 2-$Bromopentane $< 1-$Bromopentane.
Download our appand get started for free
Experience the future of education. Simply download our apps or reach out to us for more information. Let's shape the future of learning together!No signup needed.*
Similar Questions
- 1Write the structure of the major organic product in each of the following reaction:View Solution
$\text{CH}_3\text{CH}_2\text{CH}_2\text{OH}+\text{SOCl}_2\xrightarrow{}$ - 2View SolutionWhat happens when:
n-butyl chloride is treated with alcoholic KOH. - 3View SolutionHow the following conversion can be carried out?
2-Chlorobutane to 3, 4-dimethylhexane. - 4View SolutionHow will you bring about the following conversion?
Bromomethane to propanone. - 5View SolutionWhat happens when:
methyl bromide is treated with sodium in the presence of dry ether, - 6View SolutionWrite the structures of the following organic halogen compound.
1-Bromo-4-sec-butyl-2-methylbenzene. - 7Give the $\ce{IUPAC}$ names of the following compound: $\ce{(CCl_3)_3CCl}$View Solution
- 8Name the following halides according to $\text{IUPAC}$ system and classify them as alkyl, allyl, benzyl $($primary, secondary, tertiary$),$ vinyl or aryl halides:View Solution
$\ce{CH_3C(C_2H_5)_2CH_2Br}.$ - 9View SolutionArrange each set of compound in order of increasing boiling points.
Bromomethane, Bromoform, Chloromethane, Dibromomethane. - 10Name the following halides according to $\text{IUPAC}$ system and classify them as alkyl, allyl, benzyl $($primary, secondary, tertiary$),$ vinyl or aryl halides:View Solution
$\ce{CH_3C(Cl)(C_2H_5)CH_2CH_3}.$