Course Hero Logo

Experiment N5.docx - 1 Experiment No.5 – Nucleophilic...

Course Hero uses AI to attempt to automatically extract content from documents to surface to you and others so you can study better, e.g., in search results, to enrich docs, and more. This preview shows page 1 - 3 out of 7 pages.

1Experiment No.5 – Nucleophilic Substitution Reactions of CarbocationsEsther AbdulUniversity of South CarolinaChem 333L Section 038TA Ethan FanninOctober 19, 2021
2PurposeLearn how SN1 and SN2 reactions can be used to synthesize various compounds fromalkyl halidesObjectivesUsing an SN1 reaction, synthesize triphenylmethyl bromide from triphenylmethanol, andrecord its mass, melting point, and calculate the percent yield.Introduction.A nucleophilic substitution reaction typically involves the loss of a leaving group and anucleophilic attack in which the nucleophile “replaces” the leaving group. This reaction canoccur via a SN1 or SN2 mechanism. In an SN1 mechanism, the leaving group leaves and acarbocation is generated. Carbocations can be primary, secondary or tertiary, with tertiarycarbocations being the most stable and primary being the least stable (Atim, 2020).Rearrangement of the carbocation can occur to form a more stable carbocation via methyl orhydride shifts. Once the carbocation is formed, the nucleophile attacks, and the reaction iscomplete. The rate of the reaction depends entirely on the concentration of the alkyl halide,which means first order kinetics apply, hence the “1”. In an SN2 mechanism, the leaving groupleaves as the nucleophile attacks all in a single step, which means second-order kinetics apply,hence the “2” (Atim, 2020). When a chiral center is present, inversion also occurs. S

Upload your study docs or become a

Course Hero member to access this document

Upload your study docs or become a

Course Hero member to access this document

End of preview. Want to read all 7 pages?

Upload your study docs or become a

Course Hero member to access this document

Term
Summer
Professor
NoProfessor
Tags
Nucleophilic substitution, Solvent

Newly uploaded documents

Show More

  • Left Quote Icon

    Student Picture

  • Left Quote Icon

    Student Picture

  • Left Quote Icon

    Student Picture