Concept explainers
(a)
Interpretation:
The structure of chiral ether
Concept introduction:
A carbon atom that has four non-equivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.
The ethers contain
Answer to Problem 8.30AP
The structure of chiral ether
Explanation of Solution
The given molecular formula of ether is
Figure 1
The structure of chiral ether
(b)
Interpretation:
The structure of chiral alcohol with molecular formula
Concept introduction:
A carbon atom that has four non-equivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.
The alcohols contain hydroxyl
Answer to Problem 8.30AP
The structure of chiral alcohol with molecular formula
Explanation of Solution
The given molecular formula of alcohol is
Figure 2
The structure of chiral alcohol with molecular formula
(c)
Interpretation:
The structure of vicinal glycol
Concept introduction:
The alcohols contain hydroxyl
Answer to Problem 8.30AP
The structure of vicinal glycol
Explanation of Solution
The given molecular formula of vicinal glycol is
Figure 3
The structure of vicinal glycol
(d)
Interpretation:
The structure of diol
Concept introduction:
The alcohols contain hydroxyl
Answer to Problem 8.30AP
The structures of diol
Explanation of Solution
The given molecular formula of diol is
Figure 4
The structures of diol
(e)
Interpretation:
The structure of diol
Concept introduction:
The alcohols contain hydroxyl
Answer to Problem 8.30AP
The structures of diol
Explanation of Solution
The given molecular formula of diol is
Figure 5
The structures of diol
(f)
Interpretation:
The structures of six
Concept introduction:
The ethers contain
Cyclic ethers with three-membered ring are commonly known as epoxide in which two carbons and one oxygen atom are arranged in cyclic form.
Answer to Problem 8.30AP
The structures of six epoxides (counting stereoisomers) with the molecular formula
Explanation of Solution
The given molecular formula of the epoxide is
Figure 6
The structures of six epoxides (counting stereoisomers) with the molecular formula
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Chapter 8 Solutions
ORGANIC CHEMISTRY SAPLING ACCESS + ETEX
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- Determine the DOU for the following molecules and suggest a structure for each. C5H7Br2ONarrow_forwardAn unknown hydrocarbon A with the formula C6H12 reacts with 1 molar equivalent of H2 over a palladium catalyst. Hydrocarbon A also reacts with OsO4 to give diol B. When oxidized with KMnO4 in acidic solution, A gives two fragments. One fragment is propanoic acid, CH3CH2CO2H, and the other fragment is ketone C. What are the structures of A, B, and C? Write all reactions, and show your reasoning.arrow_forwardDraw the structural formula for at least one bromoalkene with the molecular formula C5H9Br that shows: Q.) Neither E,Z isomerism nor chiralityarrow_forward
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- An unknown hydrocarbon A with the formula C6H12 reacts with 1 molar equivalent of H2 over a palladium catalyst to give hydrocarbon B. Hydrocarbon A also reacts with OsO4 to give the glycol C. When oxidized with KMnO4 in acidic solution, A gives two fragments. One fragment is propanoic acid, CH3CH2COOH, and the other fragment is ketone D (R2C=O). What are the structures of A, B, C and D? Write all reactions.arrow_forwardAspirin, or 2-acetoxybenzoic acid, (C9H8O4) is often synthesised from salicylic acid.(i) Sketch and discuss any changes in the number of possible structural conformations ofaspirin relative to those of salicylic acid. (ii) Re-draw the structure predicted to be the lowest energy conformation of aspirin,indicating any expected stabilising and destabilising interactions. Justify your choice.arrow_forwarda) When (Z)-3-methylhex-3-ene undergoes hydroboration–oxidation, two isomeric products are formed. Give their structures, and label each asymmetric carbon atom as (R) or (S). What is the relationship between these isomers?arrow_forward