Chapter 2: Q18P (page 119)
Which is a stronger base: cyanide ion or fluoride ion? Give pKb values (without looking them up) to support your choice.
Short Answer
The stronger base is the cyanide ion.
pKb(CN-) = 4.69
pKb(F-) = 10.80
Chapter 2: Q18P (page 119)
Which is a stronger base: cyanide ion or fluoride ion? Give pKb values (without looking them up) to support your choice.
The stronger base is the cyanide ion.
pKb(CN-) = 4.69
pKb(F-) = 10.80
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Get started for freeThe preceding equation for the protonation of acetamide shows a hypothetical product that is not actually formed. When acetamide is protonated by a strong enough acid, it does not protonate on nitrogen, but at different basic site. Draw the structure of the actual conjugate acid of acetamide, and explain (resonance) why protonation occurs where it does rather than on nitrogen. Calculate the pKa of this conjugate acid.
Acetic acid can also react as a very weak base (pKb). Two different site son acetic acid might become protonated to give the conjugate acid. Draw both of these possible conjugate acids, and explain (resonance) why the correct one is stable. Calculate the pKaof this conjugate acid.
Rank the following species in order of increasing acidity. Explain your reasons for ordering them as you do.
Predict the products of the following acid-base reactions.
(a)
(b)
(c)
(d)
(e)
(f)
(g)
(h)
Two isomers of 1,2 Dichloroethene are known. One has dipole moment of 2.4 D; the other has zero dipole moment. Draw the two isomers, and explain why one has zero dipole moment
CHCl=CHCl (1,2 Dichloroethene)
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