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SN1 reaction, SN1 nucleophilic substitution reaction mechanism Unimolecular Nucleophilic-2





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Uploaded on Jan 23, 2012 provides IIT-JEE video lectures, sn1 Organic chemistry: SN1 mechanism Nucleophilic substitution, SN1 mechanism Reaction, SN1 Mechanism reactions are very important reaction of organic chemistry. Substitution reactions mean the substitution of an atom or group with another atom or group. Substitution Reactions are classified as Nucleophilic substitution (SN), Electrophilic substitution and Free Radical substitution. Nucleophilic Substitution (SN) Reactions of organic compounds like alkyl halides and alcohols in organic chemistry proceed through various Nucleophilic Substitution mechanisms. The common Mechanisms in Nucleophilic substitution reactions of organic compounds are Unimolecular ( SN1 ) Substitution mechanism, Bimolecular (SN2 ) Substitution mechanism and AN+DN Mechanism ( Attack of Nucleophile followed by Departure of Nucleophile). Unimolecular (SN1 ) Nucleophilic substitution reaction of Organic compounds in chemistry can undergo Rearrangement reaction during SN1 i.e. unimolecular Nucleophilic substitution mechanism that involves organic intermediates like carbocation. These organic SN1 elimination reactions in chemistry may include ring expansion and ring contractions also. The mechanism of SN1 Nucleophilic substitution reactions involve elimination of leaving group and then attack of Nucleophile in separate steps. These Nucleophilic substitution reactions may also involve rearrangement reactions as additional step shifting of a group in carbocation and some other organic intermediates. The major product of these elimination reactions are generally based on the slow and rate determining step. The more stable is the carbocation formed in rds (rate determining atep) of unimolecular ( SN1 ) Nucleophilic substitution mechanism faster will be unimolecular Nucleophilic substitution reaction. The major organic product of Unimolecular Nucleophilic substitution SN1 Mechanism reactions also depend on the stability of carbocation intermediate formed in rate determining step (rds) of unimolecular Nucleophilic substitution mechanism.
Bimolecular Nucleophilic substitution (SN 2) mechanism is another mechanism in which both, removal of leaving group and the attack of Nu-) occur in single step reaction. Bimolecular Nucleophilic substitution mechanism (SN 2) is stereospecific and the attacking nucleophile always attacks from opposite side of leaving group. SN2 Nucleophilic substitution mechanism generally results in inversion of configuration called Walden inversion.
In Organic chemistry we find several organic reactions involving rearrangement and shifting within the organic molecule. Rearrangement reaction is the most important organic reaction in organic chemistry. Organic reactions cannot be understood without understanding of rearrangement reactions. However, if a scholar of organic chemistry has understood organic reaction mechanism of rearrangement reactions, he/she will be in better position to grasp the general organic reaction mechanisms. Rearrangement reaction mechanism is the most wonderful tool in studying all other organic chemistry reactions. In any competitive exam involving Chemistry like Olympiad, Sat, IIT, AIEEE and CBSE, organic chemistry is the most scoring part of chemistry. Unimolecular Nucleophilic substitution mechanism is observed in most solvolysis reactions of alkyl halides and acid catalyzed nucleophilic substitution on alcohols. Stereochemistry of SN1.

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