draw full sn1 mechanism for a reaction that includes 2-methyl-2-propanol, n-pentanol and hydrochloric acid as the...

draw full sn1 mechanism for a reaction that includes 2-methyl-2-propanol, n-pentanol and hydrochloric acid as the reactants and 2-chloro-2-methylbutane and 1-chloropentane as products.

Expert Solution

SN1 reactions are nucleophilic substitution reaction with first order kinetics in regard to the organic substrate.

HCl

CH₃- C(CH₃)OH-CH₃ +CH₃-CH₂-CH₂-CH₂-CH₂-OH CH₃-CH₂-C(CH₃)Cl-CH₃ +CH₃-CH₂-CH₂-CH₂-CH₂-Cl

SN1 Mechanism is as follows:

CH₃- C(CH₃)OH₂⁺-CH₃ + CH₃-CH₂-CH₂-CH₂-CH₂-OH₂⁺ CH₃- C⁺(CH₃)-CH3 + CH₃-CH₂-CH₂-CH₂-C⁺H₂

CH₃-CH₂-C(CH₃)Cl-CH₃ + CH₃-CH₂-CH₂-CH₂-CH₂-Cl + H₂O

Description:

In the 1st step the lone pair of O atom will form bond with H atom as it is positively charged as aresult the carbon attain positive charge. Now the chlorine which has -VE charge will come and donate the electron to carbon to form bond.

queen_honey_blossom answered 1 year ago

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