(a)
Interpretation:
The structures of dibromobenzene derivatives are to be drawn by assuming the correctness of Kekule structure of benzene.
Concept introduction:
Kekule structure is the representation of a compound by its Lewis structure. In this structure, the covalent bonds are shown for the bonded electron pairs. Melting point of a compound depends upon its molecular symmetry.
(b)
Interpretation:
The structures of dibromobenzene derivatives are to be assigned by assuming the correctness of Ladenburg structure of benzene.
Concept introduction:
Ladenburg benzene structure is also known as Prismane structure. The carbon and hydrogen atoms of a benzene molecule are represented as three prismane structures arranged in the form of a triangular prism.
(c)
Interpretation:
The mononitration products which were formed in the least amount are to be identified.
Concept introduction:
Nitration is a process in which a nitro group is substituted on the
(d)
Interpretation:
The differences in the spectra of dibromobenzene derivaties are to be stated.
Concept introduction:
The NMR spectroscopy is used to determine the number of equivalent and non equivalent carbon atoms and to identify the type of carbon atoms present in the compound.

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Chapter 16 Solutions
EBK ORGANIC CHEMISTRY STUDY GUIDE AND S
- 1. The following conversion includes chemistry we have covered very recently, some chemistry from last term, and chemistry from the first chapter of this unit. Provide curly arrows and an explanation for this mechanism. Use the reagents in the order given. You do not need any other reagents. 1. NaOEt OEt 2.arrow_forwardCOOEt COOEt Step 1 Step 2 Step 3 COOEt COOEt COOH Step 6 OH Step 4 Step 7 (racemic) cyclizes under conditions (8) OTS Step 5 Step 8 ОН OH (racemic) Frontalin (racemic) Shown above are the steps in one of the several published syntheses of Frontalin, a pheromone of the western pine beetle. From the choices provided, show the reagents and conditions by which step 3 of this synthesis might be accomplished. List the reagent(s) in order that will accomplish this transformation. No more than 4 steps are required. List your answer as a single letter (single-step transformation) or a series of letters (multi-step transformation) with no commas separating them. For example, "ab" corresponds to: 1. Eto Na+ 2. NaOH, H₂O NOTE: The order in which you list your letters matters! Reagents: a. Eto Na* g. NaCN b. NaOH, H₂O h. SOCI₂ c. H3O+, heat i. (CH3)2CuLi, ether, -78°C d. LiAlH4 j. H₂O e. p-TsCI, pyridine k. RCO3H f. Br I. H3O+ 1,024arrow_forwardK ← nationa Login - Paymentivet MapQue Draw the major product of this reaction. Ignore inorganic byproducts and the carboxylic acid side product. N 1. excess LiAlH4 2. H₂O ✓ W aarrow_forward
- Draw the major product of this reaction. Ignore inorganic byproducts and the alcohol side product. 1. H3O+, heat 2. Neutralizing work-up Drawing Qarrow_forwardIndicate the procedure (reagent Z) to go from compound A1 to compound A2. A1 Z P(C6H5)3 A2arrow_forwardPlease help with this graph.arrow_forward
- ogin - PaymentN MapQuest 3 Overview - SAP NetW... Draw the major product of this reaction. Ignore inorganic byproducts. CI 1. NaBH4 2. H₂O C Clever | Portal Job Op Problem Atoms, Bonds and Rings Draw or tap a new bond toarrow_forward2. Draw the remaining two resonance structures for the carbocation intermediate in the meta nitration of methyl benzoate AND explain why the meta orientation is preferred. Hint: how is the placement of the cation favorable after addition of nitronium relative to the electron withdrawing group? (2 pts) H NO2 CO₂Mearrow_forwardLabel all absorptions over 1500 cm-1. Please be specific and mark IR if needed for explanation. Compound OH sp^3 C-H C=O C-O Triglyceridearrow_forward
- Identify the intermediate that is INITIALLY formed in a saponification reaction (hydrolysis of an ester). III -OH H₂O HO OH HO O || A B C III D IV IVarrow_forwardHelp me answer this practice sheet I found for an answer guidearrow_forwardshow the retrosynthesis of this molecule step by step starting with 1,3-dimethoxy benzene H3CO OH OH OCH 3arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
