Acetone is added to n-propylamine that also contains HOAC/OAC¯ at pH 4.8. Which of the following best describes the sequence of mechanistic steps for this reaction? Please note the following abbreviations: p.t. = proton transfer; Nu attack = nucleophilic attack; loss of LG = loss of leaving group; SN2 = a concerted nucleophilic attack and loss of a leaving group; E2 = a concerted bimolecular elimination reaction; (Nu attack, p.t.) = a concerted nucleophilic attack and proton transfer; (p.t., Loss of LG) = a concerted proton transfer and loss of a leaving group; and N.R. = no reaction. SN2 Nu attack; p.t. p.t., Nu attack, p.t., p.t., loss of LG, Nu attack, p.t. Loss of LG, p.t., Nu attack, p.t., loss of LG, p.t. Nu attack, p.t., loss of LG, p.t., p.t., Nu attack, loss of LG E2 O N.R. O (Nu attack, p.t.), p.t., p.t., loss of LG, p.t. p.t., Nu attack, p.t., p.t., loss of LG, p.t. O p.t., Nu attack, p.t., p.t., (p.t., loss of LG)

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Chemistry
Acetone is added to n-propylamine that also contains HOAC/OAC¯ at pH 4.8.
Which of the following best describes the sequence of mechanistic steps for
this reaction? Please note the following abbreviations: p.t. = proton transfer;
Nu attack = nucleophilic attack; loss of LG = loss of leaving group; SN2 = a
concerted nucleophilic attack and loss of a leaving group; E2 = a concerted
bimolecular elimination reaction; (Nu attack, p.t.) = a concerted nucleophilic
attack and proton transfer; (p.t., Loss of LG) = a concerted proton transfer and
loss of a leaving group; and N.R. = no reaction.
O SN2
Nu attack; p.t.
p.t., Nu attack, p.t., p.t., loss of LG, Nu attack, p.t.
Loss of LG, p.t., Nu attack, p.t., loss of LG, p.t.
Nu attack, p.t., loss of LG, p.t., p.t., Nu attack, loss of LG
E2
N.R.
O (Nu attack, p.t.), p.t., p.t., loss of LG, p.t.
p.t., Nu attack, p.t., p.t., loss of LG, p.t.
p.t., Nu attack, p.t., p.t., (p.t., loss of LG)
Transcribed Image Text:Chemistry Acetone is added to n-propylamine that also contains HOAC/OAC¯ at pH 4.8. Which of the following best describes the sequence of mechanistic steps for this reaction? Please note the following abbreviations: p.t. = proton transfer; Nu attack = nucleophilic attack; loss of LG = loss of leaving group; SN2 = a concerted nucleophilic attack and loss of a leaving group; E2 = a concerted bimolecular elimination reaction; (Nu attack, p.t.) = a concerted nucleophilic attack and proton transfer; (p.t., Loss of LG) = a concerted proton transfer and loss of a leaving group; and N.R. = no reaction. O SN2 Nu attack; p.t. p.t., Nu attack, p.t., p.t., loss of LG, Nu attack, p.t. Loss of LG, p.t., Nu attack, p.t., loss of LG, p.t. Nu attack, p.t., loss of LG, p.t., p.t., Nu attack, loss of LG E2 N.R. O (Nu attack, p.t.), p.t., p.t., loss of LG, p.t. p.t., Nu attack, p.t., p.t., loss of LG, p.t. p.t., Nu attack, p.t., p.t., (p.t., loss of LG)
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