Molecule Gallery

Index of Bruice Model Files: Chapter 9

Model	Comment
Fluoromethane	Examples of haloalkanes: methyl.
Chloroethane	Examples of haloalkanes: primary.
2-Bromopropane, Isopropyl bromide	Examples of haloalkanes: secondary.
2-Iodo-2-methylpropane, tert-Butyl iodide	Examples of haloalkanes: tertiary.
Red algae defense compound	Examples of haloalkanes: a natural product.
Sea hare defense compound	Examples of haloalkanes: a natural product.
OH^- and Methyl chloride	S_N2 substitution: ease of approach.
OH^- and tert-Butyl chloride	S_N2 substitution: ease of approach.
OH^- and Ethyl chloride	S_N2 substitution: ease of approach.
OH^- and Isopropyl chloride	S_N2 substitution: ease of approach.
The transition state in an S_N2 reaction	S_N2 substitution: transition state.
(R)-2-Bromobutane	S_N2 substitution: inversion.
(S)-2-Butanol	S_N2 substitution: inversion.
Chloromethane	Factors affecting S_N2 reactions: leaving group.
Iodomethane	Factors affecting S_N2 reactions: leaving group.
Halide nucleophiles	Factors affecting S_N2 reactions: nucleophile.
Halide nucleophiles	Factors affecting S_N2 reactions: nucleophile.
(S)-2-Bromobutane	Mechanism of an S_N1 reaction: stereochemistry.
2-Butyl cation	Mechanism of an S_N1 reaction: stereochemistry.
tert-Butyl bromide	Mechanism of an S_N1 reaction: step 1.
tert-Butyl cation	Mechanism of an S_N1 reaction: step 1.
Protonated tert-butyl alcohol	Mechanism of an S_N1 reaction: step 2.
tert-Butyl alcohol	Mechanism of an S_N1 reaction: step 3.
tert-Butyl bromide + OH^-	The E2 reaction.
2-Methylpropene	The E2 reaction.
tert-Butyl chloride	The E1 reaction: carbocation formation.
tert-Butyl cation	The E1 reaction: carbocation formation.
2-Chloro-2-methylbutane	The E1 reaction: regioselectivity.
2-Methyl-2-butene	The E1 reaction: regioselectivity.
2-Bromobutane + CH₃O^-	The E2 reaction: regioselectivity.
(E)-2-Butene	The E2 reaction: regioselectivity.
2-Bromo-2-methylbutane	The E2 reaction: regioselectivity.
OH^-	The E2 reaction: regioselectivity.
2-Bromo-2-methylbutane	The E2 reaction: regioselectivity.
tert-Butoxide anion	The E2 reaction: regioselectivity.
2-Fluoropentane + CH₃O^-	The E2 reaction: regioselectivity.
1-Pentene	The E2 reaction: regioselectivity.
(R)-2-Bromopentane	The E2 reaction: stereochemistry
(R)-2-Bromopentane	The E2 reaction: stereochemistry
1-Bromopropane	Synthesis: substitution vs. elimination.
1-Methoxypropane	Synthesis: substitution vs. elimination.
1-Bromo2-methylpropane, Isobutyl bromide	Synthesis: substitution vs. elimination.
Methylpropene	Synthesis: substitution vs. elimination.
1-Bromopentane	Synthesis: elimination vs. substitution.
1-Pentene	Synthesis: elimination vs. substitution.
S-Adenosylmethionine (SAM)	S_N2 reactions in living systems.

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