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Organic Chemistry Quiz
Test Your General Knowledge of Organic Chemistry
What is the most stable conformation of cyclohexane?
When HCl adds to R2C=CHR, Markovnikov's rule predicts which of the following?
H adds to the carbon with the most hydrogens
H adds to the carbon with the most alkyl groups
Cl adds to the carbon with the most hydrogens
no reaction takes place
an explosion will occur
Olefins may be oxidatively cleaved to carbonyl containing products using which of the following reagents?
ozone ozone followed by zinc/acid
chlorine in carbon tetrachloride
hydrogen and palladium
potassium hydroxide in a 2:1 chloroform:water mixture
Alkynes may be reduced to trans olefins using which of the following reagents?
hydrogen, lindlar catalyst
hydrogen, palladium catalyst
HCl in ether
disiamylborane and hydrogen peroxide
Which of these compounds is chiral?
To prepare a tertiary alkyl chloride from its alcohol,
react the alcohol with SOCl2/pyridine
react the alcohol with a Grignard reagent (RMgCl)
react the alcohol with NBS in carbon tetrachloride
react the alcohol with HCl/ether
react the alcohol with natural gas
The SN1 reaction works best with
primary alkyl halides and tosylates
aryl halides and triflates
tertiary, allylic, and benzylic halides and tosylates
secondary olefins and alkynes
Carbonyl functional groups absorb IR light with sharp, intense peaks in which region of the IR spectrum?
How many types of nonequivalent protons are there in p-xylene?
When 1,3-butadiene reacts with HCl, the 1,2 adduct is said to be which product?
Predict the major product of mononitration of methoxybenzene.
o-methoxynitrobenzene and p-methoxynitrobenzene
o-methoxynitrobenzene and m-methoxynitrobenzene
A primary alcohol can be oxidized to an aldehyde using which of the following reagents.
hydrochloric acid in water, followed by dilute NaOH
In the Wittig reaction,
a ketone may be obtained from an olefin
an aldehyde is oxidized to a carboxylic acid
an olefin may obtained from a ketone
an imine is formed from a ketone
a thiol reacts with a ketone to yield a thioacetal
Which is more acidic: benzoic acid, p-methylbenzoic acid, or p-chlorobenzoic acid?
all are equally acidic
Which of the following is the most reactive towards NaOH? least reactive?: acid anhydride, acid chloride, carboxylic acid, ester, amide
most reactive = amide, least reactive = acid chloride
most reactive = acid chloride, least reactive = carboxylic acid
most reactive = ester, least reactive = acid anhydride
most reactive = acid chloride, least reactive = ester
most reactive = ester, least reactive = carboxylic acid
Nitriles may be alkylated using which of the following sequences of reagents.
1. sodium ethoxide in ethanol 2.alkyl halide
1. sodium hydroxide in water 2. alkyl halide
1. bromine and PBr3 2. Grignard reagent
1. LDA in THF 2. alkyl halide
1. peroxides 2. LDA
The Michael addition reaction involves
an intermolecular aldol condensation
an intramolecular aldol condensation
a 1,4 conjugate addition
a mixed Claisen reaction
a cyclization followed by an elimination
Arenediazonium salts are formed by reaction of
an aromatic amine with hydrogen and palladium
an aromatic amine sodium dichromate
an aromatic amine with nitrous acid
an aromatic amine with potassium nitrosodisulfonate
benzoquinone with fremy's salt
For any single reaction step, the geometry of the transition state for that step resembles the side to which it is closer in free energy. This is known as
The Principle of Microscopic Reversibility
The Baldwin Rule
The Hammond Postulate
The Third Law of Thermodynamics
Which of the following is NOT aromatic?
A carbon atom in ethylene is of what hybridization?
The addition of water to an olefin by hydroboration-oxidation results in
Markovnikiov syn addition of water to the double bond
non-Markovnikov syn addition of water to the double bond
non-Markovnikov anti addition of water to the double bond
Markovnikov anti addition of water to the double bond
How many absorptions would you see in the 13C NMR spectrum of tert-butylcyclohexane?
Which of the following is a ortho- and para- directing deactivator in Electrophilic Aromatic Substitution?
The product of the reaction of acetone with 2 equiv of methanol in the presence of acid is
In the acid-catalyzed ring opening of an unsymmetrical epoxide, the nucleophile attacks primarily at the more highly substituted carbon. The reason for this is:
steric hindrance at the more substituted carbon atom
steric hindrance at the less substituted carbon atom
the more substituted carbon atom stabilizes the carbocation
the less substituted carbon atom stabilizes the carbocation
the more substituted carbon atom stabilizes the anion
Grignard reagents react with ketones to give:
Which is the most basic: ammonia, methylamine, ethylamine, trimethylamine, triethylamine
The Williamson ether synthesis is an example of an:
The approximate proton chemical shift of a vinylic proton is:
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