Which one of the following compounds is expected to show four environments in a 1H NMR spectrum and four environments in a 13C NMR spectrum?a.butan-1-amineb.butan-1-ol c.1-chlorobutaned.butan-2-ol
Question
Which one of the following compounds is expected to show four environments in a 1H NMR spectrum and four environments in a 13C NMR spectrum?a.butan-1-amineb.butan-1-ol c.1-chlorobutaned.butan-2-ol
Solution
The compound that is expected to show four environments in a 1H NMR spectrum and four environments in a 13C NMR spectrum is 1-chlorobutane.
Here's why:
-
Butan-1-amine: This compound has three types of hydrogen environments (two equivalent methyl groups, one methylene group, and one NH2 group) and three types of carbon environments (two equivalent methyl carbons, one methylene carbon, and one carbon attached to nitrogen).
-
Butan-1-ol: This compound has three types of hydrogen environments (two equivalent methyl groups, one methylene group, and one OH group) and three types of carbon environments (two equivalent methyl carbons, one methylene carbon, and one carbon attached to oxygen).
-
1-chlorobutane: This compound has four types of hydrogen environments (two equivalent methyl groups, two different methylene groups) and four types of carbon environments (two equivalent methyl carbons, two different methylene carbons). The chlorine atom breaks the symmetry of the molecule, creating four unique environments for both hydrogen and carbon.
-
Butan-2-ol: This compound has three types of hydrogen environments (two equivalent methyl groups, one methylene group, and one OH group) and three types of carbon environments (two equivalent methyl carbons, one methylene carbon, and one carbon attached to oxygen).
Therefore, the correct answer is 1-chlorobutane.
Similar Questions
Which of the following compounds exhibits three signals in its 13C NMR spectrum?Select answer from the options below(CH3)2CHCH(CH3)2BrCH2CH2CH2Cl(CH3)2CHOCH(CH3)2BrCH2CH2CH2Br
What multiplicities are observed for the signals in the off-resonance decoupled 13C NMR spectrum of 1-bromo-2,3-dichlorocyclopropene?Select answer from the options belowa singlet and 2 doubletsa singlet, a doublet and a tripleta singlet, a triplet, and a quartet3 singlets2 singlets and a doublet
Which of the following molecules will produce a 1H-NMR spectrum with a peak area ratio of 3 : 1?I CH3CH2CH3 II CH3CHCl2III CH3OH
Which of the following compound can show metamerism ?A Butan-2-ol B But-2-ene C Methoxy methane D Ethoxy ethane
hich of the following haloalkanes is optically active?(a) 1-Butanol (b) 1-Propanol (c) 2-Chlorobutane (d) 4-Hydroxybutanal
Upgrade your grade with Knowee
Get personalized homework help. Review tough concepts in more detail, or go deeper into your topic by exploring other relevant questions.