Organic Chemistry › Organic Concepts
Which of the following compounds can be considered a Lewis base?
A Lewis base is a compound that donates a pair of electrons. The only compound shown that possesses an electron pair that can be donated is ammonia. is the Lewis base.
and
are Lewis acids and are therefore wrong. Neither carbon dioxide nor methane are Lewis bases.
Which of the following sets of bases are listed from most basic to least basic?
The correct ranking from most basic to least basic is:
The best bases are negatively charged, and the worst bases are positively charged (acidic). The stronger the base, the weaker (more stable) it's conjugate acid. An alkane is a very stable conjugate acid, which tells us that is the most basic of the set.
We know based on charge alone, that is more basic than
but less basic than
or
.
We know that is more basic
because the electronegativity of
is less than that of
. This means the lone pair of electrons on
are held less tightly and more likely to pick up a proton.
What is the IUPAC name of the molecule shown?
Methylcyclohexane
Methylcycloheptane
1-Methylcyclohexane
1-Methylcycloheptane
The molecule's longest carbon chain has 6 carbons (thus, "hex-"), and the lack of double bonds makes it an alkane (thus "hexane"). The longest chain is a ring structure (thus "cyclohexane"), and the one branching group is a carbon chain consisting of one carbon and no double bonds (a "methyl" group). Because there are no other functional groups on the molecule there is no need to put a number before the location of the methyl group (thus "methylcyclohexane").
Identify the main functional groups in the pictured molecule.
Benzene, imine, aldehyde
Benzene, amide, aldehyde
Phenol, amine, ketone
Phenol, imine, ketone
1. Benzene
2. Imine
3. Aldehyde
Which of the following sets of bases are listed from most basic to least basic?
The correct ranking from most basic to least basic is:
The best bases are negatively charged, and the worst bases are positively charged (acidic). The stronger the base, the weaker (more stable) it's conjugate acid. An alkane is a very stable conjugate acid, which tells us that is the most basic of the set.
We know based on charge alone, that is more basic than
but less basic than
or
.
We know that is more basic
because the electronegativity of
is less than that of
. This means the lone pair of electrons on
are held less tightly and more likely to pick up a proton.
What is the major product of the following reaction?
None of these
The reaction shown is a Markovnikov addition of a hydracid (HX) across a double bond. According to Markovnikov's rule, the hydrogen gets added to the lesser-substituted carbon in the double bond, and the halide (in this case, ) gets added to the more-substituted carbon. Thus, the correct answer is
.
Classify the type of reaction given.
Elimination
Rearrangement
Substitution
Addition
An elimination reaction occurs when there is a release of atoms in a given compound to produce two or more products. In the reaction given a hydrogen and chloride atom are eliminated from the original compound to form hydrochloric acid and ethylene.
II only
I only
I and II
III only
Cyanide is a weak base and a good nucleophile, and the solvent is aprotic; therefore, the product is favored. This involves 100% inversion of stereochemistry; therefore II is favored.
Which of the following reaction conditions favors an E1 reaction mechanism?
Weak base
Strong base
Weak nucleophile
Strong nucleophile
Aprotic solvent
E1 reactions occur in two steps. First, the leaving group is removed, yielding a carbocation. Second, a weak base removes a proton from the carbon adjacent to the carbocation carbon. Thus, to favor E1, a protic solvent is desired in order to stabilize the carbocation. Weak bases favor an E1 mechanism.
Which of the following compounds can be considered a Lewis base?
A Lewis base is a compound that donates a pair of electrons. The only compound shown that possesses an electron pair that can be donated is ammonia. is the Lewis base.
and
are Lewis acids and are therefore wrong. Neither carbon dioxide nor methane are Lewis bases.