Concept explainers
Interpretation:
A reaction roadmap have to be made for the reactions in the study Guide problem 20.55 and chapter 21.
Concept Introduction:
Addition Reaction: It is defined as
Addition of alcohols to
Example: the reaction of methanol with ethanol to form hemiacetals or acetals.
Unsaturated compound: The nucleophile reacts with
The alkylation at the β carbon of ketone or aldehyde is done by the following mechanism;
(1) Alkylating the β carbon via enamine intermediate.
(2) Alkylating the β carbon via a Michael reaction.
Addition Reaction:
- It is a type of reaction in which two reactants adding together to form a single product.
- It can be said as a reverse reaction of elimination reaction.
- It is a characteristic reaction of
alkane .
Hydrogenation reaction is an addition reaction in which addition of hydrogen to an unsaturated molecule occurs
Want to see the full answer?
Check out a sample textbook solutionChapter 21 Solutions
ORGANIC CHEMISTRY-OWL V2 ACCESS
- A newer generation of antipsychotics, among them clozapine, are now used to treat the symptoms of schizophrenia. These drugs are more effective than earlier drugs in improving patient response in the areas of social withdrawal, apathy, memory, comprehension, and judgment. They also produce fewer side effects such as seizures and tardive dyskinesia (involuntary body movements). In the following synthesis of clozapine, Step 1 is an Ullmann coupling, a type of nucleophilic aromatic substitution that uses a copper catalyst. (a) Show how you might bring about formation of the amide in Step 2. (b) Propose a reagent for Step 3. (c) Propose a mechanism for Step 4. (d) Is clozapine chiral? If so, how many of the possible stereoisomers are formed in this synthesis?arrow_forward4) Multistriatin, one of the pheremones of the elm bark beetle, is a volatile compound released by a virgin female beetle when she has found a good food source - an elm tree. Male beetles, which carry the Dutch elm disease fungus, are attracted by the pheromone; the tree becomes infected with the fungus and soon dies. Multistriatin is used to trap the beetles, but the amount in beetles is so miniscule that the compound must be synthesized. The following synthesis of multistriatin uses only chemistry that we have seen in Chem 348. HO. НО Br type O type. H type H H CH3 H HO HO type O H CH3 "Η OH type H hint: anhydrous cond CH3 H = H type type HO CH3 H H type CH 3 H Multistriatin Multistriatinarrow_forwardDescribe a laboratory procedure that would allow you to form 2-pentanone and 3-pentanone from 2-pentyne. Show a synthesis pathway in your description, including the full structural diagrams for all reactants, products, and intermediatesarrow_forward
- For each reaction in question 20, sketch a reaction coordinate energy diagram indicating the starting materials, transition states and any intermediates, if present, in the reaction. Don't worry about the absolute energy of starting materials and products but you can assume that the product is more stable than the starting materials.arrow_forwardComplete the following reaction sequence with the missing major organic products. CH, NaOH CH,CH,CH,CHCH,CHCH,CEN H20 NaOH H,0 CH,CH,arrow_forwardConvert 2-pentanol into 2,3-dibromopentane. Draw structures of the starting material (2-pentanol) and final product (2,3-dibromopentane), and show the two reactions needed for this synthesis. Include the structure of the intermediate compound, and the reagents and conditions for each reaction. Then explain why 1,2-dibromopentane would not be a significant product of this synthesis.arrow_forward
- The southern pine beetle utilizes a multi-component aggregation pheromone (one component shown below) to start mass colonization of healthy trees. The biosynthetic pathway involves the cyclization of this acetal from the straight chain structure. Draw the straight chain structure that could be used to form this acetal. Use wedges and dashes to correctly depict the stereochemistry. H3C- OH ✔arrow_forwardUsing your reaction roadmap as a guide, show how to convert butane into 2-butanone. Show all reagents and all molecules synthesized along the way. Butane 2-Butanonearrow_forwardThe southern pine beetle utilizes a multi-component aggregation pheromone (one component shown below) to start mass colonization of healthy trees. The biosynthetic pathway involves the cyclization of this acetal from the straight chain structure. Draw the straight chain structure that could be used to form this acetal. Use wedges and dashes to correctly depict the stereochemistry. HgC O OH aarrow_forward
- Draw a structural formula for the major organic product of the following reaction:arrow_forwardIn both examples below the reactants shown are combined to bring about a nucleophilic substitution (S1, Sy2) and'or elimination (EI, E2) reaction What is the major reaction that takes place in each case? CH, CH, CH,CH,CHCCH, H20 Br NaNg CH,OH CH,CH,CHCH,CH, SN2arrow_forwardThe southern pine beetle utilizes a multi-component aggregation pheromone (one component shown below) to start mass colonization of healthy trees. The biosynthetic pathway involves the cyclization of this acetal from the straight chain structure. Draw the straight chain structure that could be used to form this acetal. Use wedges and dashes to correctly depict the stereochemistry. H3C O- 2 3 OH O Proble Atoms, Bo and Ring HS 5 466 HO Sarrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage LearningChemistry for Today: General, Organic, and Bioche...ChemistryISBN:9781305960060Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. HansenPublisher:Cengage Learning