Organic Reaction Mechanism
CHXI12:ORGANIC CHEMISTRY SOME BASIC PRINCIPLES AND TECHNIQUES

317400 How many of the following species can act as a Lewis acid?
\({\mathrm{\mathrm{BCl}_{3}, \mathrm{CH}_{3} \mathrm{OCH}_{3}, \mathrm{NH}_{3}, \mathrm{CH}_{3} \mathrm{OH}, \mathrm{H}_{2} \mathrm{O}, \mathrm{ROH}}}\). \({\mathrm{\left(\mathrm{CH}_{3}\right)_{3} \mathrm{C}, \mathrm{SiCl}_{4}, \mathrm{AlCl}_{3}}}\)

1 1
2 2
3 3
4 4
CHXI12:ORGANIC CHEMISTRY SOME BASIC PRINCIPLES AND TECHNIQUES

317401 An example of nucleophile is

1 \(\mathrm{C}_{2} \mathrm{H}_{6}\)
2 \(\mathrm{C}_{2} \mathrm{H}_{2}\)
3 \(\mathrm{H}^{+}\)
4 \(\mathrm{R}^{+}\)
CHXI12:ORGANIC CHEMISTRY SOME BASIC PRINCIPLES AND TECHNIQUES

317402 The correct order of nucleophilicity is

1 \(\mathrm{I}^{-}>\mathrm{Br}^{-}>\mathrm{Cl}^{-}>\mathrm{F}^{-}\)
2 \(\mathrm{I}^{-}>\mathrm{Cl}^{-}>\mathrm{Br}^{-}>\mathrm{F}^{-}\)
3 \(\mathrm{F}^{-}>\mathrm{Cl}^{-}>\mathrm{Br}^{-}>\mathrm{I}^{-}\)
4 \(\mathrm{Cl}^{-}>\mathrm{Br}^{-}>\mathrm{F}^{-}>\mathrm{I}^{-}\)
CHXI12:ORGANIC CHEMISTRY SOME BASIC PRINCIPLES AND TECHNIQUES

317403 Among the following, the one that is not a nucleophile is

1 \(\mathrm{NH}_{3}\)
2 \({\rm{O}}{{\rm{H}}^ \ominus }\)
3 \({\rm{R O R}}\)
4 \(\mathrm{AlCl}_{3}\)
CHXI12:ORGANIC CHEMISTRY SOME BASIC PRINCIPLES AND TECHNIQUES

317404 The correct nucleophilicity order is

1 \(\mathrm{CH}_{3}^{-} < \mathrm{NH}_{2}^{-} < \mathrm{HO}^{-} < \mathrm{F}^{-}\)
2 \(\mathrm{CH}_{3}^{-} \simeq \mathrm{NH}_{2}^{-}>\mathrm{HO}^{-} \simeq \mathrm{F}^{-}\)
3 \(\mathrm{CH}_{3}^{-}>\mathrm{NH}_{2}^{-}>\mathrm{HO}^{-}>\mathrm{F}^{-}\)
4 \(\mathrm{NH}_{2}^{-}>\mathrm{F}^{-}>\mathrm{HO}^{-}>\mathrm{CH}_{3}^{-}\)
CHXI12:ORGANIC CHEMISTRY SOME BASIC PRINCIPLES AND TECHNIQUES

317400 How many of the following species can act as a Lewis acid?
\({\mathrm{\mathrm{BCl}_{3}, \mathrm{CH}_{3} \mathrm{OCH}_{3}, \mathrm{NH}_{3}, \mathrm{CH}_{3} \mathrm{OH}, \mathrm{H}_{2} \mathrm{O}, \mathrm{ROH}}}\). \({\mathrm{\left(\mathrm{CH}_{3}\right)_{3} \mathrm{C}, \mathrm{SiCl}_{4}, \mathrm{AlCl}_{3}}}\)

1 1
2 2
3 3
4 4
CHXI12:ORGANIC CHEMISTRY SOME BASIC PRINCIPLES AND TECHNIQUES

317401 An example of nucleophile is

1 \(\mathrm{C}_{2} \mathrm{H}_{6}\)
2 \(\mathrm{C}_{2} \mathrm{H}_{2}\)
3 \(\mathrm{H}^{+}\)
4 \(\mathrm{R}^{+}\)
CHXI12:ORGANIC CHEMISTRY SOME BASIC PRINCIPLES AND TECHNIQUES

317402 The correct order of nucleophilicity is

1 \(\mathrm{I}^{-}>\mathrm{Br}^{-}>\mathrm{Cl}^{-}>\mathrm{F}^{-}\)
2 \(\mathrm{I}^{-}>\mathrm{Cl}^{-}>\mathrm{Br}^{-}>\mathrm{F}^{-}\)
3 \(\mathrm{F}^{-}>\mathrm{Cl}^{-}>\mathrm{Br}^{-}>\mathrm{I}^{-}\)
4 \(\mathrm{Cl}^{-}>\mathrm{Br}^{-}>\mathrm{F}^{-}>\mathrm{I}^{-}\)
CHXI12:ORGANIC CHEMISTRY SOME BASIC PRINCIPLES AND TECHNIQUES

317403 Among the following, the one that is not a nucleophile is

1 \(\mathrm{NH}_{3}\)
2 \({\rm{O}}{{\rm{H}}^ \ominus }\)
3 \({\rm{R O R}}\)
4 \(\mathrm{AlCl}_{3}\)
CHXI12:ORGANIC CHEMISTRY SOME BASIC PRINCIPLES AND TECHNIQUES

317404 The correct nucleophilicity order is

1 \(\mathrm{CH}_{3}^{-} < \mathrm{NH}_{2}^{-} < \mathrm{HO}^{-} < \mathrm{F}^{-}\)
2 \(\mathrm{CH}_{3}^{-} \simeq \mathrm{NH}_{2}^{-}>\mathrm{HO}^{-} \simeq \mathrm{F}^{-}\)
3 \(\mathrm{CH}_{3}^{-}>\mathrm{NH}_{2}^{-}>\mathrm{HO}^{-}>\mathrm{F}^{-}\)
4 \(\mathrm{NH}_{2}^{-}>\mathrm{F}^{-}>\mathrm{HO}^{-}>\mathrm{CH}_{3}^{-}\)
CHXI12:ORGANIC CHEMISTRY SOME BASIC PRINCIPLES AND TECHNIQUES

317400 How many of the following species can act as a Lewis acid?
\({\mathrm{\mathrm{BCl}_{3}, \mathrm{CH}_{3} \mathrm{OCH}_{3}, \mathrm{NH}_{3}, \mathrm{CH}_{3} \mathrm{OH}, \mathrm{H}_{2} \mathrm{O}, \mathrm{ROH}}}\). \({\mathrm{\left(\mathrm{CH}_{3}\right)_{3} \mathrm{C}, \mathrm{SiCl}_{4}, \mathrm{AlCl}_{3}}}\)

1 1
2 2
3 3
4 4
CHXI12:ORGANIC CHEMISTRY SOME BASIC PRINCIPLES AND TECHNIQUES

317401 An example of nucleophile is

1 \(\mathrm{C}_{2} \mathrm{H}_{6}\)
2 \(\mathrm{C}_{2} \mathrm{H}_{2}\)
3 \(\mathrm{H}^{+}\)
4 \(\mathrm{R}^{+}\)
CHXI12:ORGANIC CHEMISTRY SOME BASIC PRINCIPLES AND TECHNIQUES

317402 The correct order of nucleophilicity is

1 \(\mathrm{I}^{-}>\mathrm{Br}^{-}>\mathrm{Cl}^{-}>\mathrm{F}^{-}\)
2 \(\mathrm{I}^{-}>\mathrm{Cl}^{-}>\mathrm{Br}^{-}>\mathrm{F}^{-}\)
3 \(\mathrm{F}^{-}>\mathrm{Cl}^{-}>\mathrm{Br}^{-}>\mathrm{I}^{-}\)
4 \(\mathrm{Cl}^{-}>\mathrm{Br}^{-}>\mathrm{F}^{-}>\mathrm{I}^{-}\)
CHXI12:ORGANIC CHEMISTRY SOME BASIC PRINCIPLES AND TECHNIQUES

317403 Among the following, the one that is not a nucleophile is

1 \(\mathrm{NH}_{3}\)
2 \({\rm{O}}{{\rm{H}}^ \ominus }\)
3 \({\rm{R O R}}\)
4 \(\mathrm{AlCl}_{3}\)
CHXI12:ORGANIC CHEMISTRY SOME BASIC PRINCIPLES AND TECHNIQUES

317404 The correct nucleophilicity order is

1 \(\mathrm{CH}_{3}^{-} < \mathrm{NH}_{2}^{-} < \mathrm{HO}^{-} < \mathrm{F}^{-}\)
2 \(\mathrm{CH}_{3}^{-} \simeq \mathrm{NH}_{2}^{-}>\mathrm{HO}^{-} \simeq \mathrm{F}^{-}\)
3 \(\mathrm{CH}_{3}^{-}>\mathrm{NH}_{2}^{-}>\mathrm{HO}^{-}>\mathrm{F}^{-}\)
4 \(\mathrm{NH}_{2}^{-}>\mathrm{F}^{-}>\mathrm{HO}^{-}>\mathrm{CH}_{3}^{-}\)
CHXI12:ORGANIC CHEMISTRY SOME BASIC PRINCIPLES AND TECHNIQUES

317400 How many of the following species can act as a Lewis acid?
\({\mathrm{\mathrm{BCl}_{3}, \mathrm{CH}_{3} \mathrm{OCH}_{3}, \mathrm{NH}_{3}, \mathrm{CH}_{3} \mathrm{OH}, \mathrm{H}_{2} \mathrm{O}, \mathrm{ROH}}}\). \({\mathrm{\left(\mathrm{CH}_{3}\right)_{3} \mathrm{C}, \mathrm{SiCl}_{4}, \mathrm{AlCl}_{3}}}\)

1 1
2 2
3 3
4 4
CHXI12:ORGANIC CHEMISTRY SOME BASIC PRINCIPLES AND TECHNIQUES

317401 An example of nucleophile is

1 \(\mathrm{C}_{2} \mathrm{H}_{6}\)
2 \(\mathrm{C}_{2} \mathrm{H}_{2}\)
3 \(\mathrm{H}^{+}\)
4 \(\mathrm{R}^{+}\)
CHXI12:ORGANIC CHEMISTRY SOME BASIC PRINCIPLES AND TECHNIQUES

317402 The correct order of nucleophilicity is

1 \(\mathrm{I}^{-}>\mathrm{Br}^{-}>\mathrm{Cl}^{-}>\mathrm{F}^{-}\)
2 \(\mathrm{I}^{-}>\mathrm{Cl}^{-}>\mathrm{Br}^{-}>\mathrm{F}^{-}\)
3 \(\mathrm{F}^{-}>\mathrm{Cl}^{-}>\mathrm{Br}^{-}>\mathrm{I}^{-}\)
4 \(\mathrm{Cl}^{-}>\mathrm{Br}^{-}>\mathrm{F}^{-}>\mathrm{I}^{-}\)
CHXI12:ORGANIC CHEMISTRY SOME BASIC PRINCIPLES AND TECHNIQUES

317403 Among the following, the one that is not a nucleophile is

1 \(\mathrm{NH}_{3}\)
2 \({\rm{O}}{{\rm{H}}^ \ominus }\)
3 \({\rm{R O R}}\)
4 \(\mathrm{AlCl}_{3}\)
CHXI12:ORGANIC CHEMISTRY SOME BASIC PRINCIPLES AND TECHNIQUES

317404 The correct nucleophilicity order is

1 \(\mathrm{CH}_{3}^{-} < \mathrm{NH}_{2}^{-} < \mathrm{HO}^{-} < \mathrm{F}^{-}\)
2 \(\mathrm{CH}_{3}^{-} \simeq \mathrm{NH}_{2}^{-}>\mathrm{HO}^{-} \simeq \mathrm{F}^{-}\)
3 \(\mathrm{CH}_{3}^{-}>\mathrm{NH}_{2}^{-}>\mathrm{HO}^{-}>\mathrm{F}^{-}\)
4 \(\mathrm{NH}_{2}^{-}>\mathrm{F}^{-}>\mathrm{HO}^{-}>\mathrm{CH}_{3}^{-}\)
CHXI12:ORGANIC CHEMISTRY SOME BASIC PRINCIPLES AND TECHNIQUES

317400 How many of the following species can act as a Lewis acid?
\({\mathrm{\mathrm{BCl}_{3}, \mathrm{CH}_{3} \mathrm{OCH}_{3}, \mathrm{NH}_{3}, \mathrm{CH}_{3} \mathrm{OH}, \mathrm{H}_{2} \mathrm{O}, \mathrm{ROH}}}\). \({\mathrm{\left(\mathrm{CH}_{3}\right)_{3} \mathrm{C}, \mathrm{SiCl}_{4}, \mathrm{AlCl}_{3}}}\)

1 1
2 2
3 3
4 4
CHXI12:ORGANIC CHEMISTRY SOME BASIC PRINCIPLES AND TECHNIQUES

317401 An example of nucleophile is

1 \(\mathrm{C}_{2} \mathrm{H}_{6}\)
2 \(\mathrm{C}_{2} \mathrm{H}_{2}\)
3 \(\mathrm{H}^{+}\)
4 \(\mathrm{R}^{+}\)
CHXI12:ORGANIC CHEMISTRY SOME BASIC PRINCIPLES AND TECHNIQUES

317402 The correct order of nucleophilicity is

1 \(\mathrm{I}^{-}>\mathrm{Br}^{-}>\mathrm{Cl}^{-}>\mathrm{F}^{-}\)
2 \(\mathrm{I}^{-}>\mathrm{Cl}^{-}>\mathrm{Br}^{-}>\mathrm{F}^{-}\)
3 \(\mathrm{F}^{-}>\mathrm{Cl}^{-}>\mathrm{Br}^{-}>\mathrm{I}^{-}\)
4 \(\mathrm{Cl}^{-}>\mathrm{Br}^{-}>\mathrm{F}^{-}>\mathrm{I}^{-}\)
CHXI12:ORGANIC CHEMISTRY SOME BASIC PRINCIPLES AND TECHNIQUES

317403 Among the following, the one that is not a nucleophile is

1 \(\mathrm{NH}_{3}\)
2 \({\rm{O}}{{\rm{H}}^ \ominus }\)
3 \({\rm{R O R}}\)
4 \(\mathrm{AlCl}_{3}\)
CHXI12:ORGANIC CHEMISTRY SOME BASIC PRINCIPLES AND TECHNIQUES

317404 The correct nucleophilicity order is

1 \(\mathrm{CH}_{3}^{-} < \mathrm{NH}_{2}^{-} < \mathrm{HO}^{-} < \mathrm{F}^{-}\)
2 \(\mathrm{CH}_{3}^{-} \simeq \mathrm{NH}_{2}^{-}>\mathrm{HO}^{-} \simeq \mathrm{F}^{-}\)
3 \(\mathrm{CH}_{3}^{-}>\mathrm{NH}_{2}^{-}>\mathrm{HO}^{-}>\mathrm{F}^{-}\)
4 \(\mathrm{NH}_{2}^{-}>\mathrm{F}^{-}>\mathrm{HO}^{-}>\mathrm{CH}_{3}^{-}\)