Concept explainers
Interpretation:
The IUPAC names of the given compounds are to be determined.
Concept introduction:
The IUPAC name of
The longest carbon chain is numbered in a way so as to give a low numbering to the carbon with the halogen atom.
The substituents on the parent alkane are written alphabetically before the name of the parent alkane.
In cyclic compounds, the prefix ‘cyclo’ is used before the name of an alkane.
Substituents present on the same side of a ring are named with the prefix cis while those on opposite sides are named with the prefix‘trans’.
Answer to Problem 1PP
Solution:
Explanation of Solution
a)
The parent alkane here is cyclohexane. The substituents are a bromine atom and a methyl group. Number the cyclohexane ring starting from the carbonwithbromine atom.
Putting the names of the substituents as the prefix alphabetically along with their positions before the name of the parent alkane, the IUPAC name can be written as
The two substituents are on the same side. Hence, the complete IUPAC name of the compound is
b)
The parent alkane here is cyclohexane. The substituents are a bromine atom and a methyl group. Number the cyclohexane ring starting from the carbon with the bromine atom. Both the bromine group and the methyl group are in equatorial position.
Putting the names of substituents as the prefix alphabetically along with their positions before the name of the parent alkane, the name can be written as
The two substituents are equatorial at the
Hence, the complete IUPAC name of the compound is
c)
Select the longest continuous carbon chain and number it from that end, giving the lower number to the substituents.
The parent chain has seven carbon atoms. Thus, the parent alkane is heptane. There are three methyl substituents at
Hence, the IUPAC name of the compound is
Want to see more full solutions like this?
Chapter 6 Solutions
ORGANIC CHEM. VOL.1+2-W/WILEYPLUS
- 6. Describe concisely a chemical test to distinguish between the following pairs of compounds. (a) n-pentanol and 3-methylpentan-3-ol (b) Ethanal dan pentanal (c) Phenol and benzoic acidarrow_forwardGive the series of reactions below, identify and give the iupac name for the following compounds, in short identify and name A,B,Carrow_forward5.20 Name each of the following compounds according to substitutive IUPAC nomenclature: (a) (CH3),CHCH2CH2CH2B1 (b) (CH3)2 CHCH2CH2 CH2OH (c) Cl3 CCH2B C12CHCHB1 (d) Cl (e) CF3CH2OH (f) ОН CH3 (g) ОН CH3 (h) Br (i) ОНarrow_forward
- Using cyclohexane as your starting material, show how you would synthesize each of the following compounds. (Onceyou have shown how to synthesize a compound, you may use it as the starting material in any later parts of this problem.)(a) bromocyclohexane (b) cyclohexenearrow_forward6.20 Account for the regioselectivity and stereoselectivity observed when 1-methylcyclopentene is treated with each reagent. (a) BH, (b) Br₂ in H₂O (c) Hg(OAc), in H₂O 6.21 Draw a structural formula for an alkene with the indicated molecular formula that ion product (more than one alkene may give thearrow_forward1. (a) Describe aromaticity, Kekule structure and resonance structure for benzene. (b) Why is benzene more stable than aliphatic alkenes?arrow_forward
- Determine which compounds show cis-trans isomerism. Draw and label the isomers, using both the cis-trans and E-Znomenclatures where applicable.(a) pent-1-ene (b) pent-2-ene(c) hex-3-enearrow_forwardD.32 Write the IUPAC name for each of the following compounds, including stereochemical designations. (a) (b) (c) HO NH2 OH OCH3arrow_forwardF.33 Provide the IUPAC name for each of the following molecules. (a) (b) (c) (d) N. NH,arrow_forward
- ChemistryChemistryISBN:9781305957404Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCostePublisher:Cengage LearningChemistryChemistryISBN:9781259911156Author:Raymond Chang Dr., Jason Overby ProfessorPublisher:McGraw-Hill EducationPrinciples of Instrumental AnalysisChemistryISBN:9781305577213Author:Douglas A. Skoog, F. James Holler, Stanley R. CrouchPublisher:Cengage Learning
- Organic ChemistryChemistryISBN:9780078021558Author:Janice Gorzynski Smith Dr.Publisher:McGraw-Hill EducationChemistry: Principles and ReactionsChemistryISBN:9781305079373Author:William L. Masterton, Cecile N. HurleyPublisher:Cengage LearningElementary Principles of Chemical Processes, Bind...ChemistryISBN:9781118431221Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. BullardPublisher:WILEY