Concept explainers
Write structural formulas for each of the following:
Vinylcycloheptane
Interpretation:
The structural formula for each of the given compounds is to be written.
Concept introduction:
When writing the structural formula of any compound, first the functional group from the suffix of the given name is identified.
The longest carbon chain containing the functional group is located.
The carbon atoms of the chain are numbered in a such way that the functional group is at the lowest numbered carbon atom.
Substituents are attached to the parent chain according to their positions given in the name.
In alkenes, the Z isomers have the higher ranked substituents on the same side of the double bond, and in E isomers, higher ranked substituents are on opposite sides of the double bond.
Answer to Problem 31P
Solution:
Explanation of Solution
a)
The parent chain has seven carbon atoms since the name has the word “hept.” The functional group is alkene. The double bond is present between
The structural formula is as follows:
b)
The parent chain has five carbon atoms since the name has the word “pent.” The functional group is alkene. The double bond is present between
The structural formula is as follows:
c)
The parent chain has eight carbon atoms since the name has the word “oct.” The functional group is alkene. The double bond is present between
The structural formula is as follows:
d)
The parent chain has four carbon atoms since the name has the word “but.” The functional group is alkene. The double bond is present between
The structural formula is as follows:
e)
The parent chain has six carbon atoms since the name has the word “hex.” The functional group is alkene. The double bond is present between
The higher ranked substituents attached to the double bonded carbon atoms must be on the same side of the double bond since the conformation is Z. The structural formula is as follows:
f)
The parent chain has six carbon atoms since the name has the word “hex.” The functional group is alkene. The double bond is present between
The higher ranked substituents attached to the double bonded carbon atoms must be on the opposite side of the double bond since the conformation is E.
The structural formula is as follows:
g)
The parent is a six carbon atom ring since the name has the word “cyclohex.” The functional group is alkene. The double bond is present between
The structural formula is as follows:
h)
The parent is a six carbon atom ring since the name has the word “cyclohex.” The functional group is alkene. The double bond is present between
The structural formula is as follows:
i)
The parent chain has five carbon atoms since the name has the word “pent.” A double bond is present between
The structural formula is as follows:
j) Vinylcycloheptane
The structure of a vinyl group is
A cycloheptane ring is attached to this vinyl group. The ring has seven carbon atoms. The structural formula is as follows:
k)
l)
The parent is a six carbon atom ring since the name has the word “cyclohex.” An isopropenyl group is attached to the
The structural formula is as follows:
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Chapter 7 Solutions
ORGANIC CHEMISTRY (LOOSELEAF)-PACKAGE
- Classify the following dienes and polyenes as isolated, conjugated, cumulated, or some combination of theseclassifications.(a) cycloocta-1,4-diene (b) cycloocta-1,3-diene (c) cyclodeca-1,2-diene(d) cycloocta-1,3,5,7-tetraenearrow_forwardReaction of HBr with 3-methylcyclohexene yields a mixture of four products: cis-and trans-1-bromo-3-methylcyclohexane and cis-and trans-1-bromo-2-methylcyclohexane. The analogous reaction of HBr with 3-bromocyclohexene yields trans-1, 2-dibromocyclohexane as the soleproduct. Draw structures of the possible intermediates, and then explain why only a single product is formed in this reaction.arrow_forwardClassify the following dienes and polyenes as isolated, conjugated, cumulated, or some combination of theseclassifications.(a) cycloocta-1,4-diene (b) cycloocta-1,3-diene (c) cyclodeca-1,2-diene(d) cycloocta-1,3,5,7-tetraene (e) cyclohexa-1,3,5-triene (benzene) (f) penta-1,2,4-trienearrow_forward
- Using cyclooctyne as your starting material, show how you would synthesize the following compounds. (Once you haveshown how to synthesize a compound, you may use it as the starting material in any later parts of this problem.)(a) cis-cyclooctene (b) cyclooctane (c) trans-1,2-dibromocyclooctane(d) cyclooctanone (e) 1,1-dibromocyclooctane (f) 3-bromocyclooctene(g) cyclooctane-1,2-dionearrow_forwardPlease be clear in your writing. Thanks Represent the structures corresponding to the following names: a) 1-isopropyl-4-methylcyclohexeneb) 3-butyl-2-heptinc) 4-methyl-cyclooctind) trans-3,3-dimethyl-4-propyl-1,5-octadienearrow_forwardWhich will be more stable, cis or trans-1,4-tert-butylcyclohexane? Explain by drawing their structures?arrow_forward
- Classify the following dienes and polyenes as isolated, conjugated, cumulated, or some combination of theseclassifications. ) cycloocta-1,3,5,7-tetraenearrow_forwardClassify the following dienes and polyenes as isolated, conjugated, cumulated, or some combination of theseclassifications.(a) cycloocta-1,4-diene (b) cycloocta-1,3-dienearrow_forwardDraw and name the cis and trans (or Z and E) isomers of those that do. buta-1,3-dienearrow_forward
- Give a molecular orbital description for each of the following: a. 1,3-pentadiene b. 1,4-pentadiene c. 1,3,5-heptatriene d. 1,3,5,8-nonatetraenearrow_forwardDraw the following compound. If, and only IF, the name is inappropriate give the correct name of thecompound and draw 2 isomers of the compounds FROM below, and state the type of isomerism. a.) 3-chloro-4-bromohexaneb.) 2-methyl-3-oxo-5-pentanolc.) 1-octylcycloheptaned.) 1-bromo-6-chloro-5-phenole.) 1-octanonearrow_forwardBromine adds to cis- and trans-2-butene to give different diastereomers of 2,3-dibromobutane. What does this say about the mode of addition of bromine to thisalkene?arrow_forward