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6. (5 pts) From among the isomeric compounds with molecular formula C4H9Cl, identify the one having a 1H NMR spectrum that: a) contains only a single peak b) has several peaks, including a doublet at d 3.4 c) has several peaks, including a triplet at d 3.5 d) Has several peaks, including two distinct signals, each with an integration of 3H, one of them a triplet at d 1.0 and the other a doublet at d 1.5.

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Answer:

Explanation:

Chemically identical protons in 1HNMR spectra are protons that are found in the same chemical system and produce one signal in the spectra. Non-equivalent protons are protons that reside in various chemical environments and display different signals.

(a) The provided alkyl halide has four carbons, nine hydrogens, and one chlorine atom, according to the molecular formula. To achieve a single NMR peak, all protons (9 hydrogens) must be in the same chemical environment. That is, the carbon skeleton should be made up of three methyl groups, each bound to a single carbon atom.

As a consequence, the tert-butyl chloride structure can be present. That it has three methyl groups that are all the same and are all bound to the same carbon atom. As a result. A single peak is generated by proton NMR.

(b) The other isomeric variant of C4H9Cl, which has several peaks and a doublet at d3.4, could have a proton at a nearby carbon. And then does it produce a doublet. To create the doublet, two methyl groups should be substituted for the carbon. The value of 3.4 indicates that the protons can be exposed to chlorine. As a result, the compound's composition is iso-butyl chloride.

(c) The compound C4H9Cl can have two protons on adjacent carbons since it has multiple peaks and a triplet at d3,5. And then does it generate a triplet. The meaning of 3.5 indicates that the protons should be exposed to chlorine. As a result, the compound's composition is n-butyl chloride.

(d) The compound C4H9Cl has many peaks, including a methyl group triplet at d1.0 and a methyl group doublet after. It's in the same family as the -CH party. Due to the chlorine atom, this doublet occurs at downfield at 1.5. As a result, the compound's composition is sec-butyl chloride.

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