Concept explainers
(a)
Interpretation: The structure corresponding to the given name is to be drawn.
Concept introduction: One should follow the given two steps to derive the corresponding structure of a
Answer to Problem 21.6P
The structure corresponding to the given name is,
Explanation of Solution
The given name is sec-butyl ethyl ketone.
One should follow the given two steps to derive the corresponding structure of a ketone from its common name. The first step is identification of alkyl group that common name suggests. The second step is connecting these groups with
The given name suggests that sec-butyl and ethyl groups are bonded to
Thus, the structure corresponding to the given name is,
Figure 1
The structure corresponding to the given name is drawn in Figure 1.
(b)
Interpretation: The structure corresponding to the given name is to be drawn.
Concept introduction: One should follow the given two steps to derive the corresponding structure of a ketone from its common name. The first step is identification of alkyl group that common name suggests. The second step is connecting these groups with
Answer to Problem 21.6P
The structure corresponding to the given name is,
Explanation of Solution
The given name is methyl vinyl ketone.
One should follow the given two steps to derive the corresponding structure of a ketone from its common name. The first step is identification of alkyl group that common name suggests. The second step is connecting these groups with
The given name suggests that methyl and vinyl groups are bonded to
Thus, the structure corresponding to the given name is,
Figure 2
The structure corresponding to the given name is drawn in Figure 2.
(c)
Interpretation: The structure corresponding to the given name is to be drawn.
Concept introduction: One should follow the given two steps to derive the corresponding structure of a ketone from its common name. The first step is identification of alkyl group that common name suggests. The second step is connecting these groups with
Answer to Problem 21.6P
The structure corresponding to the given name is,
Explanation of Solution
The given name is p-ethylacetophenone.
One should follow the given two steps to derive the corresponding structure of a ketone from its common name. The first step is identification of alkyl group that common name suggests. The second step is connecting these groups with
The given name suggests the presence of acetophenone, whose structure is,
Figure 3
Since the ethyl group is present at para position, the structure corresponding to the given name is,
Figure 4
The structure corresponding to the given name is drawn in Figure 4.
(d)
Interpretation: The structure corresponding to the given name is to be drawn.
Concept introduction: One should follow the given two steps to derive the corresponding structure of a cyclic ketone from its common name. The first step is identification of substituents bonded to it. The second step is connecting these groups at appropriate positions, by placing the carbon of
Answer to Problem 21.6P
The structure corresponding to the given name is,
Explanation of Solution
The given name is
One should follow the given two steps to derive the corresponding structure of a cyclic ketone from its common name. The first step is identification of substituents bonded to it. The second step is connecting these groups at appropriate positions, by placing the carbon of
The given name suggests the presence of cyclic ring containing five carbon atoms, on which
Thus, the structure corresponding to the given name is,
Figure 5
The structure corresponding to the given name is drawn in Figure 5.
(e)
Interpretation: The structure corresponding to the given name is to be drawn.
Concept introduction: One should follow the given two steps to derive the corresponding structure of a cyclic enone from its common name. The first step is identification of substituents bonded to it and position of double bond. The second step is connecting the groups at appropriate positions, by placing the carbon of
Answer to Problem 21.6P
The structure corresponding to the given name is,
Explanation of Solution
The given name is
One should follow the given two steps to derive the corresponding structure of a cyclic enone from its common name. The first step is identification of substituents bonded to it and position of double bond. The second step is connecting the groups at appropriate positions, by placing the carbon of
The given name suggests the presence of cyclic ring containing six carbon atoms, on which
Thus, the structure corresponding to the given name is,
Figure 6
The structure corresponding to the given name is drawn in Figure 6.
(f)
Interpretation: The structure corresponding to the given name is to be drawn.
Concept introduction: One should follow the given two steps to derive the corresponding structure of an enal (compound containing both
Answer to Problem 21.6P
The structure corresponding to the given name is,
Explanation of Solution
The given name is
One should follow the given two steps to derive the corresponding structure of an enal (compound containing both aldehyde and a
The given name suggests the presence of longest chain containing six carbon atoms, on which
Thus, the structure corresponding to the given name is,
Figure 7
The structure corresponding to the given name is drawn in Figure 7.
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Chapter 21 Solutions
Package: Loose Leaf for Organic Chemistry with Biological Topics with Connect Access Card
- Draw the product and indicate the stereochemistry when the given alcohol is treated with each reagent: (a) HBr; (b) PBr3; (c) HCI; (d) SOCI, and pyridine.arrow_forwardDraw all of the substitution and elimination products formed from thegiven alkyl halide with each reagent: (a) CH3OH; (b) KOH. Indicate thestereochemistry around the stereogenic centers present in the products,as well as the mechanism by which each product is formed.arrow_forwardDraw the structure of each molecule. (a) 2,2-dimethylpropyl hex-3-ynoate; (b) cyanoethanoic anhydride; (c) cyanomethyl 5,5-dibromopentanoate; (d) hex-3-ynoic anhydride; (e) butyl (R)-4-carbamoylhexanoatearrow_forward
- Draw the structure of each of the following molecules (a) 2,2-dimethylcyclopentane-1-carboxylic acid;(b) (R)-3-chloropentanoic acid; (c) (2R,3S)-2,3-dinitrobutanedioic acidarrow_forwardDraw the product and indicate the stereochemistry when the given alcohol is treated with each reagent: (a) HBr; (b) PBr3; (c) HCl; (d) SOCl2 and pyridine.arrow_forwardDraw the structure of each molecule. (a) (S)-1-chloro-2,2-dimethyl-1-phenylcyclopentane; (b) (1R,2S)-1-methyl-1,2-dinitrocyclopropane; (c) (R)-4-ethoxycyclohexene; (d) (3S,4S)-3-chloro-4-fluoro-2-methylhepta-1,6-dienearrow_forward
- Show how to convert ketones and aldehydes to other functional groups, anddevise multistep syntheses using ketones and aldehydes as starting materialsand intermediates.arrow_forwardDraw the structures for each of the following molecules. (a) fluorobenzene; (b) 1-chloro-2-fluorobenzene;(c) 1-iodo-4-nitrobenzene; (d) 1,3-dibromobenzene; (e) 2,3-dimethyl-1-cyclopentylbenzene; (f) 4-ethoxy-1,2-dinitrobenzenearrow_forward11) Synthesize 2-methyl-3-hydroxycyclohexone from cyclohexone, methyl iodide, and inorganic precursors.arrow_forward
- The key step in a reported laboratory synthesis of sativene, a hydrocarbon isolated from the mold Helminthosporium sativum, involves the following base treatment of a keto tosylate. What kind of reaction is occurring? How would you complete the synthesis?arrow_forwardHow would you synthesize the following compounds from benzene using reagents from the table? Reagents Cl2 1. NaOH / H2O 2. Hзо" CH3CI / AICI3 i a e CH3CI NBS / (PhCO2 b f Br2 / FeBr3 Cl2 / FeCl3 1. CO2 2. H3O* HNO3 / H2SO4 g k d NaCN KMNO4 / H3O* Mg / dry ether a) Phenylacetic acid, C¿H3CH2CO,H b) p-Methylbenzoic acid (p-toluic acid) Submit Answer Try Another Version 9 item attempts remainingarrow_forwardDraw the structure of an alkyl bromide with molecular formula CgH13Br that fits each description: (a) a 1° alkyl bromide with one stereogenic center; (b) a 2° alkyl bromide with two stereogenic centers; (c) an achiral 3° alkyl bromide.arrow_forward
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning