Chapter 2: Problem 34
How many different staggered conformations are there for 2-methylpropane? How many different eclipsed conformations are there?
Chapter 2: Problem 34
How many different staggered conformations are there for 2-methylpropane? How many different eclipsed conformations are there?
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Get started for freeExplain why each is an incorrect IUPAC name and write the correct IUPAC name for the intended compound. (a) 1,3 Dimethylbutane (b) 4 Methylpentane (c) 2,2-Diethylbutane (d) 2-Ethyl-3-methylpentane (e) 2-Propylpentane (f) 2,2 -Diethylheptane (g) 2,2-Dimethylcyclopropane (h) 1-Ethyl-5-methylcyclohexane
\(1,2,3,4,5,6\)-Hexachlorocyclohexane shows cis,trans isomerism. At one time, a crude mixture of these isomers was sold as an insecticide. The insecticidal properties of the mixture arise from one isomer, known as lindane, which is cis-1,2,4,5-trans3,6-hexachlorocyclohexane. (a) Draw a structural formula for \(1,2,3,4,5,6\)-hexachlorocyclohexane disregarding, for the moment, the existence of cis, trans isomerism. What is the molecular formula of this compound? (b) Using a planar hexagon representation for the cyclohexane ring, draw a structural formula for lindane. (c) Draw a chair conformation for lindane and label which chlorine atoms are axial and which are equatorial. (d) Draw the alternative chair conformation of lindane and again label which chlorine atoms are axial and which are equatorial. (e) Which of the alternative chair conformations of lindane is more stable? Explain.
Assume for the purposes of this problem that to be an alcohol (-ol) or an amine (-amine), the hydroxyl or amino group must be bonded to a tetrahedral ( \(s p^{3}\) hybridized) carbon atom. Write the structural formula of a compound with an unbranched chain of four carbon atoms that is an: (a) Alkane (d) Alkanol (b) Alkene (c) Alkyne (g) Alkanamine (e) Alkenol (f) Alkynol (j) Alkanal (h) Alkenamine (i) Alkynamine (m) Alkanone (k) Alkenal (l) Alkynal (p) Alkanoic acid (n) Alkenone (o) Alkynone (q) Alkenoic acid (r) Alkynoic acid
Consider 1-bromo-2-methylpropane and draw the following. (a) The staggered conformation(s) of lowest energy (b) The staggered conformation(s) of highest energy
When cyclohexane is substituted by an ethynyl group, \(-\mathrm{C} \equiv \mathrm{CH}\), the energy difference between axial and equatorial conformations is only \(1.7 \mathrm{~kJ}(0.41 \mathrm{kcal}) / \mathrm{mol}\). Compare the conformational equilibrium for methylcyclohexane with that for ethynylcyclohexane and account for the difference between the two.
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