The 1H NMR spectrum of a compound with the molecular formula C7H15Cl exhibits signals with relative integration 9:3:2:1. Propose a structure for this compound.Select answer from the options below3-chloro-2,4-dimethylpentane3-chloro-2,2-dimethylpentane 4-chloroheptane 2-chloro-2,3,3-trimethylbutane Save for LaterSubmit Answer
Question
The 1H NMR spectrum of a compound with the molecular formula C7H15Cl exhibits signals with relative integration 9:3:2:1. Propose a structure for this compound.Select answer from the options below3-chloro-2,4-dimethylpentane3-chloro-2,2-dimethylpentane 4-chloroheptane 2-chloro-2,3,3-trimethylbutane Save for LaterSubmit Answer
Solution
The molecular formula C7H15Cl indicates that the compound contains 7 carbons. The 1H NMR spectrum shows signals with relative integration 9:3:2:1. This suggests that the compound has four different types of protons.
The integration of the signals suggests that there are 9 protons of one type, 3 protons of another type, 2 protons of a third type, and 1 proton of a fourth type.
Given the options, the compound that fits this description is 3-chloro-2,2-dimethylpentane.
This compound has a methyl group (3 protons) on the second carbon, another methyl group (3 protons) on the second carbon, a methylene group (2 protons) on the third carbon, and a methyl group (1 proton) on the third carbon. The remaining 9 protons come from the 3 methylene groups (each with 2 protons) and the terminal methyl group (3 protons) on the pentane chain.
Therefore, the correct answer is 3-chloro-2,2-dimethylpentane.
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-chloropropadiene?Select answer from the options belowa singlet, a doublet and a triplet2 singlets and a doublet3 singletsa singlet and 2 doubletsa singlet, a triplet, and a quartet
Which of the following molecules will produce a 1H-NMR spectrum with a peak area ratio of 3 : 1?I CH3CH2CH3 II CH3CHCl2III CH3OH
A compound has a 1H NMR signal around δ 10.0 ppm. What structural feature is likely to be present in the compound?Select answer from the options belowA carbon-carbon triple bondA cyclohexyl ring An aromatic ringAn aldehydeA carbonyl groupA hydroxyl group
compound A having the composition FeC9H8O3 shows one signal at 2.5 ppm and another one around 5.0 ppm in it’s 1H NMR spectrum. The IR spectrum of this compound shows two bands around 1900 cm-1 and 1680 cm-1. The compound follows the 18 electrons rule of the following statements for A, the correct one is/are(A) it has n5Cp group.(B) it has a terminal CO ligand.(C) it has a CH3 ligand.(D) it has Fe-H bond.
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.