The alkene shown below is treated sequentially with ozone (O3) and zinc/acetic acid. Draw structural formula(s) for the organic product(s) formed. H₂C H₂C C=C CH3 H 0 You do not have to consider stereochemistry. • 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. ChemDoodle 424 Submit Answer Retry Entire Group more group attempts remaining

The alkene shown below is treated sequentially with ozone (O3) and zinc/acetic acid. Draw structural formula(s) for the organic product(s) formed. H₂C H₂C C=C CH3 H 0 You do not have to consider stereochemistry. • 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. ChemDoodle 424 Submit Answer Retry Entire Group more group attempts remaining

Macroscale and Microscale Organic Experiments

7th Edition

ISBN:9781305577190

Author:Kenneth L. Williamson, Katherine M. Masters

Publisher:Kenneth L. Williamson, Katherine M. Masters

Chapter39: The Wittig And Wittig-horner Reactions

Section: Chapter Questions

Problem 4Q

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This question has multiple parts. Work all the parts to get the most points. a Draw all of the monochlorination products that you might obtain from the free-radical chlorination of 2,2,4-trimethylpentane. You do not have to consider stereochemistry. 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.
1) What is the major product for the reaction of 3-bromo1-butene and HBr? Give the name of the product. 2) For this product, how many chiral carbon(s) are there in the structure?3) How many stereoisomers could we write for this product? 4) Write the Fischer Projections of all stereoisomers. (attach a file or other ways you could show your work)
Following is a balanced equation for the allylic bromination of propene. CH2==CHCH3 + Br2 h CH2==CHCH2Br + HBr (a) Calculate the heat of reaction, H 0, for this conversion. (b) Propose a pair of chain propagation steps and show that they add up to the observed stoichiometry. (c) Calculate the H 0 for each chain propagation step and show that they add up to the observed H 0 for the overall reaction.
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.
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.
Free radical halogenation is used to replace one or more hydrogens on an alkane with one or more halogens (either chlorine or bromine). It is a substitution reaction. A student performs a free radical bromination on 3-methyl-pentane (5.88 g) to create the desired product of 3-bromo-3-methyl-pentane. The product mix, which hopefully contains almost all 3-bromo-3-methyl-pentane, is cleaned up by passing it through a gas chromoatograph, which separates out the 3-bromo-3-methyl-pentane from any undesired products made during the reaction (undesired products are created frequently in free radical halogenation). The initial product mix weighed 9.45 g; the purified 3-bromo-3-methyl-pentane weighed 7.21 g. What is the student's percent recovery?
How many mono-chlorination products are possible for 3-methylpentane? Draw them out.
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.
In parts 1 and 2 draw the two organic products of this reaction, showing any nonzero formal charges. Then, in part 3 answer the question regarding purification of the reaction mixture. 1. Draw the product with the higher molecular weight here 2. Draw the product with the lower molecular weight here 3. Which method would be the simplest and most effective means to best separate the two products? (extraction, recrystallization, chromatography, distillation)
How do I calculate the percent yield based on the limiting reactant in this bromination of trans-cinnamic acid reaction? (See attachments for further information)0.149 g of trans-cinnamic acid was initial mass of the alkene 1.0 mL of glacial acetic acid (AcOH) was used 1.0 mL of Br2 was used 0.128 g of (2R, 3S)/(2S, 3R)-2,3-dibromo-3-phenylpropanoic acid was the final mas of the product
The addition of an alcohol to an acid chloride is an example of alcoholysis (alcohol addition with bond breakage). Consider the alcoholysis reaction below and answer the questions that follow. 1. Show the tetrahedral intermediate that is formed after the nucleophilic addition of the alcohol to the acid chloride. Be sure to include all lone pair electrons and formal charges on your intermediate structure. 2. Show the final product of this alcoholysis reaction that forms after the intermediate you made in Part 1. Do not include inorganic or charged products in your answer. Be sure to include all lone pair electrons and formal charges.
Which of the following statements is not correct? Oxymercuration-demercuration for alcohol synthesis is complicated by carbocation rearrangement. Oxymercuration-demercuration for alcohol synthesis follows Markonikov's Rule. Sodium borohydride is used in the last step of oxymercuration-demercuration to oxidize the hydroxyalkyl mercury compound. All of the above. Both the 1st and the 3rd statements.