Organic Chemistry
Among pyridine and piperidine, which nitrogen atom exhibits the highest nucleophilicity? What factors contribute to its enhanced nucleophilicity?
Arrange the following anions in increasing order of their nucleophilic strength.
Which of the following would be a stronger nucleophile in DMSO?
Which of the following is the stronger nucleophile?
Which of the following nucleophiles would react more readily in an S N2 reaction?
Which of the following amines would react more quickly as a nucleophile?
a. Which of the following species is a stronger nucleophile in water?
b. Which one is a stronger nucleophile in DMSO?
c. Which one is a stronger base?
Which of the following species is a better nucleophile?
a. CH3O− or CH3NH− in NH3
b. CH3O− or CH3NH− in DMSO
Which of the following species is a stronger nucleophile in a polar protic solvent?
a. F− or I−
b. F− or Cl−
Arrange the members of each of the following groups from most nucleophilic to least nucleophilic in methanol.
a. NH2− and PH2−
b. H2O, H2S, and H2Se
What change would be observed in the ratio of substitution and elimination products of ethyl iodide in methanol if we change the nucleophile from HO− to HS−?
Identify the stronger nucleophile in ethanol.
Which of the following is the stronger nucleophile in ethanol?
Arrange the following anions in decreasing order of their nucleophilicity in methanol.
Among the following pair of anions, identify the better nucleophile.
Show what will happen if the solvent behaves as a nucleophile rather than as a base in step 2 of an E1 reaction.
Using alcohol as the solvent, figure out which nucleophile in each pair is the stronger one in the SN2 reaction and provide a brief explanation for your prediction.(i) CH3NH2 or CH3PH2(ii) CH3O− or H2O
Using alcohol as the solvent, figure out which compound or ion in each pair is the stronger nucleophile in the SN2 reaction. Explain your prediction.(i) (CH3CH2)3N or (CH3CH2)2O(ii) CH3CH2COO− or CH3CF2COO−
