Draw the structure(s) of the major organic product(s), including counterions, of the following reaction. + 1 mole H₂SO4 (Draw bisulfate ion with two S=O bonds.) За • You do not have to consider stereochemistry. • Include counter-ions, e.g., Na*, I, in your submission, but draw them in their own separate sketcher. • If no reaction occurs, draw the organic starting material. Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. • Separate multiple products using the + sign from the drop-down menu. 000 SU ? ChemDoodle

Draw the structure(s) of the major organic product(s), including counterions, of the following reaction. + 1 mole H₂SO4 (Draw bisulfate ion with two S=O bonds.) За • You do not have to consider stereochemistry. • Include counter-ions, e.g., Na*, I, in your submission, but draw them in their own separate sketcher. • If no reaction occurs, draw the organic starting material. Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. • Separate multiple products using the + sign from the drop-down menu. 000 SU ? ChemDoodle

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter8: Haloalkanes, Halogenation, And Radical Reactions

Section: Chapter Questions

Problem 8.16P: Following is a balanced equation for bromination of toluene. (a) Using the values for bond...

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Draw the organic product(s) of the following reaction. You do not have to consider stereochemistry. Include cationic counter-ions, e.g., Na+ in your answer, but draw them in their own sketcher. If no reaction occurs, draw the organic starting material. Separate multiple products using the + sign from the drop-down menu.
Phineas and Ferbs, two brothers who enjoy vacations, doing fun things every summer. This summer the brothers and their friends carry out an organic synthesis with an unknown compound (L1) that contains 52% Carbon, 6% Hydrogen and 42% bromine, this compound (L1) is treated with magnesium in ether to obtain L2 , which reacts violently with D2O for 1-methyl cyclohexene with a deuterium atom in the methyl group (L3). The L2 reaction is treated with acetone followed by hydrolysis to give L4. Heating L4 with concentrated sulfuric acid gives L5, which decolors the bromine, obtaining L6. L5 undergoes hydrogenation with excess hydrogen and platinum as a catalyst giving rise to isobutyl cyclohexane. Determine the structures of compounds L1 through L6.
In the reactions given below, write to which organic molecule Y, Z, T, A ‘belongs, and give information about the reaction types that take place.
For the dehydration shown, use curved arrows to show the formation of the carbocation intermediate in the presence of sulfuric acid H2SO4H2SO4, then draw the structures of the minor and major products of the elimination.
a. Write the complete mechanism, step by step, for the reaction shown in the image A, in such a way that it explains the formation of the products (Please do not forget the correct use of arrows!). b. Write the complete mechanism (suppose an E2), step by step of the reaction shown in the figure B, in such a way that it explains the formation of a single product (DO NOT FORGET THE CORRECT USE OF THE ARROWS!). Using structures, justify the formation of the chosen product and not others. c. Write the complete mechanism (suppose a bimolecular reaction), step by step of the reaction shown in the figure C, in such a way that it explains the formation of all possible products (there are three). (DON'T FORGET TO USE THE ARROWS CORRECTLY!). Watch out for stereochemistry!
C6H5CO2CH2C6H5 can be synthesized by an SN2 reaction. Draw the structures of the alkyl chloride and nucleophile that will give this compound in highest yield. Use the wedge/hash bond tools to indicate stereochemistry where it exists. Include all valence lone pairs in your answer. Separate multiple reactants using the + sign from the drop-down menu. When a metal counterion is needed, use Na+, but draw it in its own sketcher.
Read these directions carefully. For the reaction of 3-methyl-1-propene with Cl2 and H2O shown below, fill in the details of the mechanism. Draw the appropriate chemical structures and use an arrow to show how pairs of electrons are moved to make and break bonds during the reaction. Be sure to write all lone pairs of electrons and all formal charges. Finally, in the boxes provided by the arrows, write which kind of mechanistic element is being indicated, such as "make a bond", "add a proton", etc.
Complete the mechanism for the following reaction by filling in the boxes. Do not show stereochemistry in the structures. Be sure to include lone pairs on heteroatoms and any charges where necessary.
Alcohols are great starting molecules for synthesis, as well as intermediates, since they can act by turns as acids, bases, nucleophiles, or electrophiles (with proper derivatization). While fossil fuel hydrocarbons have provided us with a synthetic starting point via halogenation, Nature has provided us with the starting point of alcohols. Geraniol is an alcohol that is extractable from various plants, such as roses. While a fragrance in its own right, it is sometimes used as a feedstock to synthesize beta-myrcene, a versatile synthetic intermediate in the flavor and fragrance industry. Show a curved-arrow mechanism whereby geraniol might be transformed into beta-myrcene. It may be helpful to consider this reaction in the presence of an acid catalyst.
A. Without the use of H2 reductions or PCC oxidation fill in the blank steps of the reactions. Final products should be the major organic product.
1. Write down all the steps of the reaction of 2-Methyl-2-hexene with sulfuric acid and name the product formed. Will provide helpful ratings for correct solution.
Rearrangements can occur during the dehydration of 1° alcohols even though no 1° carbocation is formed—that is, a 1,2-shift occurs as the C— OH2+ bond is broken, forming a more stable 2° or 3° carbocation, as shown in Equation [1]. Using this information, draw a stepwise mechanism for the reaction shown in Equation [2]. We will see another example of this type of rearrangement in Section 16.5C.