Concept explainers
Interpretation: The structure of six
Concept introduction: Alkenes are the compounds in which
Answer to Problem 10.1P
The structure of six alkenes having molecular formula
Explanation of Solution
The given molecular formula of the compound is
The first possible structure of alkene with molecular formula
Figure 1
The first possible structure of alkene contains five carbon and ten hydrogen atoms. The double bond is present between first and second carbon atom.
The second possible structure of alkene with molecular formula
Figure 2
The second possible structure of alkene contains five carbon and ten hydrogen atoms. The double bond is present between first and second carbon atom. One methyl substituent is attached to the second carbon atom.
The third possible structure of alkene with molecular formula
Figure 3
The third possible structure of alkene contains five carbon and ten hydrogen atoms. The double bond is present between first and second carbon atom. One methyl substituent is attached to the third carbon atom.
The fourth possible structure of alkene with molecular formula
Figure 4
The fourth possible structure of alkene contains five carbon and ten hydrogen atoms. The double bond is present between second and third carbon atom. One methyl substituent is attached to the second carbon atom.
The fifth possible structure of alkene with molecular formula
Figure 5
The fifth possible structure of alkene contains five carbon and ten hydrogen atoms. The double bond is present between second and third carbon atom. Substituents attached to the second and third carbon atom are on different side.
The sixth possible structure of alkene with molecular formula
Figure 6
The sixth possible structure of alkene contains five carbon and ten hydrogen atoms. The double bond is present between second and third carbon atom. Substituents attached to the second and third carbon atom are on same side.
A pair of diastereomers exists when two substituents attached to each of the double bonded carbon atoms are different. The fifth and sixth structure indicates that the substituents bonded to the
Therefore, a pair of disatereomers is shown below.
Figure 7
The structure of six alkenes having molecular formula
Want to see more full solutions like this?
Chapter 10 Solutions
Organic Chemistry
- Structure A Cis Isomer H₂C Trans Isomer Name of the Alkene H C=C CH₂CH₂ H [Choose ] [Choose ] Pentene Propene Hexene Structure A Structure B [Choose ] H₂C H C=C Structure B I CH₂CH₂arrow_forwarda. What hydrocarbon with molecular formula C4H10 forms only two monochlorinated products? Both products are achiral. b. What hydrocarbon with the same molecular formula as in part a forms three monochlorinated products? One is achiral and two are chiral.arrow_forward7.33 a-Farnesene is a constituent of the natural wax found on apples. What is its IUPAC name, including stereochemistry? 7.34 Menthene, a hydrocarbon found in mint plants, has the systematic name 1-isopropyl-4-methylcyclohexene. Draw its structure. 7.35 Draw and name the six alkene isomers, C5H1o, including E,Z isomers. a-Famesene 8.22 Name the following alkenes, and predict the products of their reaction with (1) meta-chloroperoxybenzoic acid, (2) KMnO4 in aqueous acid, and (3) 03, followed by Zn in acetic acid: (a) (b) (a) 8.23 Draw the structures of alkenes that would yield the following alcohols on hydration (red = O). Tell in each case whether you would use hydroboration- oxidation or oxymercuration-demercuration. (b)arrow_forward
- 4. What are the products from the following reaction? H3O+ کاarrow_forward5 Name and draw structural formulas for all alkenes to fo with the molecular formula C5H₁0. As you draw these alkenes, remember that cis and trans isomers are dif- ferent compounds and must be counted separately. 10°arrow_forwardDraw all the alkyl halides with molecular formula C 5H 11Cl formed when pentane (CH 3CH 2CH 2CH 2CH 3) is heated with Cl 2.arrow_forward
- Draw the constitutional isomer formed when the attached alkenes are treated with each set of reagents: [1] H2O, H2SO4; or [2] BH3 followed by H2O2, −OH.arrow_forwardHow to assign E & Z configurations and name tetra-substituted alkenes? And How do you determine tetra-substituted, mono-substituted, di-substituted?arrow_forwardA 2-bromobutane react with methanol and form a enantiomeric pair of 2-methoxybutane. Draw the structures of the enntiomeric pairs of ethers.arrow_forward
- Label the following pair of alkenes as stereoisomers, constitutional isomers, or identical. Select the single best answer. CH;CH2 CH3CH2 CH3 C=C and C=C CH3 H. H. stereoisomers identical constitutional isomersarrow_forwardDraw the structure of an alkane with molecular formula C7H16 that contains (a) one 4° carbon; (b) only 1° and 2° carbons; (c) 1°, 2°, and 3° hydrogens.arrow_forwardWhen the acyclic portion of the molecule contains more carbon atoms (or an important functional group), name the ring as a cycloalkyl substituent. (g) xe (1) (h)arrow_forward
- Chemistry & Chemical ReactivityChemistryISBN:9781337399074Author:John C. Kotz, Paul M. Treichel, John Townsend, David TreichelPublisher:Cengage Learning