5. Suggest a plausible arrow pushing reaction mechanism for the following transformation. For any carbocation intermediates formed during the course of reaction mechanism, briefly denote any key stabilization effect(s) based on our discussions in class (i.e. ß-metal cation). You do not need to consider the stereochemical outcome of the reaction. HO Phi Ph Ph R Acid R., Ph OH Ph

5. Suggest a plausible arrow pushing reaction mechanism for the following transformation. For any carbocation intermediates formed during the course of reaction mechanism, briefly denote any key stabilization effect(s) based on our discussions in class (i.e. ß-metal cation). You do not need to consider the stereochemical outcome of the reaction. HO Phi Ph Ph R Acid R., Ph OH Ph

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

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2. Previously, in reactions that form carbonations we could not clearly predict if SN1 or El would be the dominant mechanism. Conversely, we will find that we CAN control which pathway dominates when an alcohol is present in the electrophile. The dominant mechanism is determined by the acid used to protonate the alcohol and turn it into water, a good leaving group. A “nucleophilic acid" will force the reaction toward substitution, while a "non-nucleophilic acid" will favor elimination. a. Consider the following strong acids: HCl, HI, H2SO4, and HBr. Sort these acids into the appropriate category. Nucleophilic Acids contain a good Nu Non-Nucleophilic Acids have exceptionally weak conjugate bases (Add heat to promote elimination even more!) b. Based on your classifications of the acids in part a and the type of alcohol given below (methyl, 1°, 2°, or 3°), determine the dominant mechanism that will take place (E1, E2, SN1, or SN2) and draw the major organic product. Add "heat" over the…
E. Rank the following molecules in decreasing activation (from most activated =1 to most deactivated =6) based on the substituents present on the benzene ring. Also indicate whether the substituents are ortho-para or meta directors. HO O₂N- -NH₂ CI
Please include explanations and work. Please make it easy to follow/understand by writing out all the parts.
[References] How would you synthesize the following compounds from butanenitrile using reagents from the table? Use letters from the table to list reagents in the order used (first at the left). Example: ab Reagents 1. NaOH / H2O 2. H3O* SOCI2 1. NABH4 a e i 2. H3O* 1. ВНз / THF 2. НаО2/ NaOН b f 1. LIAIH4 1. CH3CH2MGBR / dry ether 2. H30* j 2. H3O* 1. (CH3)2CHMGB / dry ether 2. H30* PBR3 g NaCN k d Dess-Martin h CrO3 / H30* conc. HCI periodinane in CH2CI2 a) 2-Methyl-3-hexanone b) Pentanoic acid
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3. Provide the complete mechanism for each of the following reaction. Н-Br
give transformation
14. a. Label the reactive features of the following reactants, select the most reactive feature, then write and highlight what it needs. Also, state if a carbocation, carbon radical, or carbanion will start to develop, and/or if aromatic character will be lost as a result of a reaction between these molecules. (R)-3-methylpent-1-ene + HBr b. Use mechanism arrows to illustrate the reaction that occurs. If applicable, use stabilization resources to deal with the carbocation, carbon radical, or carbanion that starts to develop during the reaction, and draw the structure of any resonance- stabilized intermediate. Continue labelling and diagramming the reaction until you find the major stable product(s). Finally, state the stereochemistry of the major product(s) and use either Fisher projection or perspective formula representations to illustrate that stereochemistry.
3. Identify the dominant mechanism(s) (Sn1, Sn2, E1, E2) that occurs in each reaction and fill in the boxes with the missing reagent or product. (Hint: Identify the type of nucleophile/base and electrophile you're dealing with to help narrow your options.) Mechanism Starting Material Reagent Major Organic Product(s) КОСН-СН, Br LİNHCH2CH3 NaNH2 H Br
1. Draw a reasonable arrow-pushing mechanism for the transformation shown along. 2. Identify nucleophiles and electrophiles 3. Name any type of reactions taking place like E2 or E1 4. Account for any regio- or stereoselectivity