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SN1 Reaction - (Concept)

The general reaction occurs as follows:
\mathrm{R-CH_{2}-Cl\: +\: OH^{-}\: \rightarrow \: R-CH_{2}-OH}

  • The mechanism occurs as follows:
  • SN1 reactions are nucleophilic substitution reactions, involving a nucleophile replacing a leaving group.
  • SN1 reactions are unimolecular. The rate of this reaction depends only on the concentration of one reactant and does not depend upon the strength of the nucleophile

                                    \mathrm{Rate \propto [R-X]}

  • Rate determinig step depends on the stability of the intermediate carbocation which is obtained during the course of the reaction

                            \mathrm{Rate \propto \text{stability of carbocation}}

  • Since the mechanism involves the attack of nucleophile on an already formed carbocation, the strength of nucleophile is unimportant for the rate of the reaction
  • The rate of formation of intermediate is independent of concentration of nucleophile and depends only on the concentration of reactants.
  • Good ionising solvents (polar protic solvents) are required to carry out SN1 reaction as there has to be formation of ions
  • Configuration of the product may be same or inverted and in cases where the leaving group departs from a chiral centre, racemisation occurs.
    • If Nu- attacks on the same side from where X- leaves, then it is called 'Retention'.
    • If Nu- attacks from the opposite side from where X- leaves, then it is called 'Inversion'.
    • Racemic mixture is obtained when equal amount of retention and inversion products are formed in the reaction.
    • Generally, partial racemisation is seen in the reactions as it both SN1 and SN2 are both competing 
Exam Chapter
JEE MAIN Organic Compounds containing Halogens
Chemistry Part II Textbook for Class XI
Page No. : 294
Line : 24

SN1 reactions are generally carried out in polar protic solvents (like water, alcohol, acetic acid, etc.).


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