How many distinct signals would you expect to observe in the ${\mathrm{^\{13\}}}^C$ NMR spectrum of ${\mathrm{CH}}_3{\mathrm{CH}}_2{\mathrm{CH}}_2\mathrm{OH}$ (1-butanol)?

How many distinct signals would you expect to see in the ¹H NMR spectrum of the following molecules? [Ignore diastereotopic hydrogens for the sake of this assessment.]

(f)

Radical chlorination, a reaction studied in Chapters 5 and 11, replaces a hydrogen with a chlorine. Assuming there is no regioselectivity (all hydrogens can react equally), how many different chloroalkanes are possible upon reaction of each alkane with one equivalent of Cl₂

(a)

(b)

(c)

(d)

How many signals would you expect to see in the $1^H$ NMR spectrum of ${\mathrm{CH}}_3\mathrm{CH}{2}_{\mathrm{Cl}}$ (ethyl chloride)?

How many distinct signals would be observed in the $1^H$ NMR spectrum of ${\mathrm{CH}}_3{\mathrm{CH}}_2\mathrm{OH}$ (ethanol)?

How many signals would you expect in the $1^H$ NMR spectrum of ${\mathrm{CH}}_3\mathrm{CH}{2}_{\mathrm{CH}}{3}_{\mathrm{CH}}$ (butane)?

How many distinct signals would you expect in the $1^H$ NMR spectrum of ${\mathrm{CH}}_3\mathrm{CH}{2}_{\mathrm{OH}}$ (ethanol)?

How many distinct signals would be observed in the ${\mathrm{^1}}^H$ NMR spectrum of ${\mathrm{CH}}_3{\mathrm{CH}}_2\mathrm{Cl}$ (ethyl chloride)?

How many distinct signals would you expect to observe in the ${13}^C$ NMR spectrum of methane (${\mathrm{CH}}_4$)?