10.1 As noted in the sample solution to part(a), a pair of electrons is moved from the double bond toward the positively charged carbon

assuming that there is no resonance stabilization in 1, 3,5-cycloheptatriene, we predict that its heat of hydrogenation will be three times that of cycloheptene or 330/mol (78.9 kcal/mol)

The positive charge is shared equally by the three carbons indicated. Thus the two carbons ortho to the sp. e sp-hybridized carbon and the one para to it each bear one third of a positive charge (+0.33). None of the other carbons is charged. The resonance picture and the simple MO treatment agree with respect to the distribution of charge in cyclohexadienyl cation

SOLUTIONS TO TEXT PROBLEMS 13.1 The field strength of an NMR spectrometer magnet and the frequency of electromagnetic radia he Ire tion used to observe an NMR spectrum are directly proportional. Thus, the ratio 4.7 T/200 MHz is the same as 1.41/60 MHz. The magnetic field strength of a 60-MHz NMR spectrometer is

SOLUTIONS TO TEXT PROBLEMS 14.1 () Magnesium bears a cyclohexyl substituent and a chlorine. Chlorine is named as an anion. The compound is cyclohexylmagnesium chloride. 14.2 (b) The alkyl bromide precursor to sec-butyllithiur must be sec-butyl bromide

SOLUTIONS TO TEXT PROBLEMS 15.1 The two primary alcohols, 1-butanol and 2-methyl-1-propanol, can be prepared by hydrogenation of the corresponding aldehydes

Oxirane 2-(Chloromethyl)oxirane This compound is more commonly known as epichlorohydrin. (c)Epoxides may be named by adding the prefix epoxy to the IUPAC name of a parent compound specifying by number both atoms to which the oxygen is attached

SOLUTIONS TO TEXT PROBLEMS functions at both ends. Pentanedial is an acceptable IUPAC name for this compound.hyde 17.1 (b) The longest continuous chain in glutaraldehyd has five carbons and terminates in ald

ENOLS AND ENOLATES SOLUTIONS TO TEXT PROBLEMS 18.1(b) There are no a-hydrogen- atoms in2,2-dimethylpropa, because the a-carbon- atom bears three methyl groups

SOLUTIONS TO TEXT PROBLEMS 19.1 (b) The four carbon atoms of crotonic acid form continuous chain. Because there is a double bond between C-2 and C-3, crotonic acid is one of the stereoisomers of 2-butenoic acid. The chem