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Give systematic IUPAC names for each of the following:
 

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Give systematic IUPAC names for each of the following:
 

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Give systematic IUPAC names for each of the following:
 

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Give systematic IUPAC names for each of the following:
 

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Give systematic IUPAC names for each of the following:
 

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Give systematic IUPAC names for each of the following:
 

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Give systematic IUPAC names for each of the following:
 

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Write a bond-line formula for each of the following compounds: (o) Cyclopentylcyclopentane

 

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Write a bond-line formula for each of the following compounds: (n) Bicyclo[3.1.1]heptane

 

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Write a bond-line formula for each of the following compounds: (m) Bicyclo[2.2.2]octane

 

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Write a bond-line formula for each of the following compounds: (l) Neopentyl alcohol

 

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Write a bond-line formula for each of the following compounds: (k) 1,4-Dicyclopropylhexane

 

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Write a bond-line formula for each of the following compounds: ( j) trans-4-Isobutylcyclohexanol

 

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Write a bond-line formula for each of the following compounds: (i) 4-Methyl-2-pentanol

 

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Write a bond-line formula for each of the following compounds: (h) trans-1,2-Dimethylcyclopropane

 

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Write a bond-line formula for each of the following compounds: (g) cis-1,2-Dimethylcyclopropane

 

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Formamide (HCONH2) has a pKa of approximately 25. Predict, based on the map of electrostatic potential for formamide shown here, which hydrogen atom(s) has this pKa value. Support your conclusion with arguments having to do with the electronic structure of formamide.

 

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As noted in Table 3.1, the pKa of acetone, CH3COCH3, is 19.2. 

(c) Write an equation for a reaction that could be used to synthesize CH3COCH2D.

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As noted in Table 3.1, the pKa of acetone, CH3COCH3, is 19.2. 

(b) Predict and draw the structure of the conjugate base of acetone and of any other contributing resonance form. 

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 As noted in Table 3.1, the pKa of acetone, CH3COCH3, is 19.2. 

(a) Draw the bond-line formula of acetone and of any other contributing resonance form.

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Dimethylformamide (DMF), HCON(CH3)2, is an example of a polar aprotic solvent, aprotic meaning it has no hydrogen atoms attached to highly electronegative atoms.

(c) DMF, when used as the reaction solvent, greatly enhances the reactivity of nucleophiles (e.g., CN- from sodium cyanide) in reactions like this: 

NaCN + CH3CH2Br → CH3CH2C≡N + NaBr

Suggest an explanation for this effect of DMF on the basis of Lewis acid–base considerations. (Hint: Although water or an alcohol solvates both cations and anions, DMF is only effective in solvating cations.) 

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Dimethylformamide (DMF), HCON(CH3)2, is an example of a polar aprotic solvent, aprotic meaning it has no hydrogen atoms attached to highly electronegative atoms.

(b) Draw what you predict to be its most important resonance forms [one is your answer to part (a)]. 

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Dimethylformamide (DMF), HCON(CH3)2, is an example of a polar aprotic solvent, aprotic meaning it has no hydrogen atoms attached to highly electronegative atoms.

(a) Draw its dash-type structural formula, showing unshared electron pairs.

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First, complete and balance each of the equations below. Then, choosing among ethanol, hexane, and liquid ammonia, state which (there may be more than one) might be suitable solvents for each of these reactions. Disregard the practical limitations that come from consideration of “like dissolves like” and base your answers only on relative acidities.

(b) NaNH2 + CH3C≡CH →

(The conjugate acid of this amine, aniline, has a pKa of 4.63.)

 

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First, complete and balance each of the equations below. Then, choosing among ethanol, hexane, and liquid ammonia, state which (there may be more than one) might be suitable solvents for each of these reactions. Disregard the practical limitations that come from consideration of “like dissolves like” and base your answers only on relative acidities.

(a) CH3(CH2)8OD + CH3(CH2)8Li →

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