CHEM 2443 Final
Label molecule C as cis or trans.
trans
Identify the nucleophilic site in compound A.
A
Select the more stable conformation of cis‑2‑tert‑butylcyclohexanol.
A
Electrophile
The hydrogen in H₃O+ The carbon in CH₃Br
For the substituted cyclohexane compound shown, identify the atoms that are cis to the hydroxyl (OHOH) substituent.
B, D, G, I, K
Identify the nucleophilic site in compound B.
C
Select the more stable conformation of cis‑3‑tert‑butylcyclohexanol.
C
Select the more stable conformation overall.
C
Consider the four isomers of 1‑ethyl‑4‑isopropylcyclohexane in a chair conformation. Which two chair conformations represent the trans isomers in equilibrium?
C, D
Brønsted Acid
CH₃CH₂NH₃+ C₆H₅OH
Brønsted Base
CH₃CH₂O-
Given the planar trisubstituted cyclohexane, fill in the missing substituents (with HH or ClCl) to complete the two possible cyclohexane chair conformations. Then, determine the more stable conformer.
Chair 2 is the most stable conformer
For the substituted cyclohexane compound shown, identify the atoms that will sterically interact with the methyl group in a 1,3‑diaxial fashion.
D, H
For trans‑1‑ethyl‑4‑isopropylcyclohexane, which structures represent the possible boat conformations?
Option A
For trans‑1‑ethyl‑4‑isopropylcyclohexane, which structures represent the possible boat conformations?
Option B
Cyclopropane is a highly strained molecule. Why? Select all that apply.
The cyclopropane CH2CH2 groups are staggered with each other, leading to torsional strain The bond angles of cyclopropane are 60°, leading to angle strain
Nucleophile
The nitrogen in NH₃ The oxygen in HO- The oxygen in H₂O
Indicate the relationship between the two structures in the pair. Are they chair conformations of the same molecule? If so, are they conformational diastereomers, conformational enantiomers, or identical? If they are not conformations of the same molecule, what is their stereochemical relationship?
They are different molecules, and they are enantiomers.
What is the relationship between structure C and structure D?
enantiomers
Select the correct name for the compound shown.
bicyclo[2.3.4]octane
Given the structure or name of a bicyclic compound, classify it as spiro, fused, or bridged.
bridged
Given the structure or name of a bicyclic compound, classify it as spiro, fused, or bridged. bicyclo[2.1.1]hexane is...
bridged
Label molecule A as cis or trans
cis
Label molecule B as cis or trans.
cis
Two disubstituted cyclohexane molecules are depicted. Classify the pair as the same compound, enantiomers, diastereomers, constitutional isomers, or not isomeric.
diastereomers
What is the relationship between structure A and structure B?
diastereomers
The disubstituted cyclohexanes in pair A are:
identical
The disubstituted cyclohexanes in pair B are:
identical
What is the relationship between structure E and structure F?
identical molecules
Two disubstituted cyclohexane molecules are depicted. Classify the pair as the same compound, enantiomers, diastereomers, constitutional isomers, or not isomeric.
the same compound
Label molecule D as cis or trans.
trans
