Which of the following is not an alkaloid?
A) Cocaine
B) Mesitylene
C) Nicotine
D) Mescaline
E) Morphine
B) Mesitylene
Sec-Butylamine is the common name of what compound?
A) 1-butanamine
B) 2-butanamine
C) N-methyl-1-propanamine
D) N-methyl-2-propanamine
E) N-ethylethanamine
B) 2- butanamine
Identify the correct systematic name for the following compound?
A) N,N-diethyl-5-hydroxycyclohex-1-enamine
B) N,N-diethyl-4-hydroxycyclohex-1-en-2-amine
C) 3-(diethylamino)cyclohex-3-enol
D) 2-(diethylamino)cyclohex-1-en-4-ol
C) 3-(diethylamino)cyclohex-3-enol
Provide the correct IUPAC name for the following amine?
A) 4-(methylamino)-2-methyl-1-pentene
B) 2,N-dimethyl-1-penten-4-amine
C) 4,N-dimethyl-4-penten-2-amine
D) 1,3,N-trimethyl-3-buten-1-amine
C) 4,N-dimethyl-4-penten-2-amine
Identify the correct name for the following structure?
A) 5-methyl-4-methylaminocyclohept-5-enol
B) 5-hydroxy-2,N-dimethylcyclohept-2-enamine
C) 4-hydroxy-7,N-dimethylcyclohept-6-enamine
D) 4-methyl-5-methylaminocyclohept-3-enol
A) 5-methyl-4-methylaminocyclohept-5-enol
Which of the following is a tertiary amine?
A) cyclohexylamine
B) 3-pentanamine
C) methylamine
D) N,N-dimethylaniline
E) N-ethyl-1-propanamine
D) N,N-dimethylaniline
Which of the following is a secondary amine?
A) Cyclohexylamine
B) 3-pentamine
C) methylamine
D) N,N-dimethylaniline
E) N-ethyl-1-propanamine
E) N-ethyl-1-propanamine
Which of the following amines is most soluble in water?
A) pyrrolidine
B) PhNH2
C) (CH3)3N
D) (CH3CH2CH2)2NH
E) Ethylamine
E) Ethylamine
Which of the following compounds is a secondary amine?
A) Cyclohexylamine
B) t-butylamine
C) N-ethylaniline
D) N,N-diethylaniline
E) N-butylpyridinium bromide
C) N-ethylaniline
Which of the following amines can be resolved into enantiomers?
A) Trimethylamine
B) 3-pentanamine
C) 2-pentanamine
D) dimethylammonium chloride
E) 4-(dimethylamino) pyridine
C) 2-pentanamine
The Nitrogen atome of trimethylamine is ______ hybridized which is reflected in the CNC bond angle _____
A) sp, 180
B) Sp2, 120
C) Sp2, 108
D) sp3, 120
E) sp3, 108
E) sp3, 108
The Nitrogen's lone pair in pyrrolidine is best described as occupying which type of orbital?
A) S
B) Sp3
C) sp2
D) sp
E) P
B) Sp3
Which of the following compounds contains a tertiary amine?
1) 2-methyl-2-propanamine
2) N-ethylpyrrolidine
3) N-methylcyclohexylamine
4) 2-(dimethylamino)butanal
A) 1 B)4 C)3 D) 2 and 4 E) 1 and 3
D) 2 and 4
Why cant N-methyl-2-propanamine be resolved into isolable enantiomers even though the compound is chiral?
Enantiomers interconvert rapidly vis nitrogen inversion
The following structure has been used in monitoring the development of amyloid plaques in Alzheimers patients. Which sequences correctly ranks the following nitrogens in order of increasing Pkb value?
A)2<3<1 B) 3<2<1 C) 2<1<3 D) 1<3<2
A) 2<3<1
Which of the following amines is most basic?
A) Aniline
B) N-ethylanline
C) N,N-diethylaniline
D) piperidine
E) pyrrole
D) piperidine
Which of the following amines is the strongest base?
A) cyclohexylamine
B) pyrrole
C) p-iodoaniline
D) piperidine
E) imidazole
D) piperidine
Physostigmine is used in the treatment of glaucoma. Within this structure, the atom indicated by ______ is most basic, while atom ______ is least basic.
A) 1 (most basic), 4 (least basic)
B) 1 (most basic), 3 (least basic)
C) 2 (most basic), 4 (least basic)
D) 2 (most basic), 3 (least basic)
E) None of the Above
A) 1 (most basic), 4 (least basic)
In 1H NMR protons on the alpha- Carbon of amines typically absorb between theta.
A) 1.0 and 2.0 ppm
B) 2.0 and 3.0 ppm
C) 3.0 and 4.0 ppm
D) 6.0 and 7.0 ppm
E) 9.0 and 10.0 ppm
B) 2.0 and 3.0 ppm
In the mass spectrum of dipropylamine, the base peak appears at m/z ______
A) 101
B) 86
C) 72
D) 58
E) none of the above
C) 72
The alpha- Carbon atome bonded to the Nitrogen of an alkylamine usually appears in what chemical shift range?
A) 5-20
B) 30-50
C) 80-100
D) 120-150
E) 180-220
B) 30-50
A three Carbon, Nitrogen-containing compound exhibits 3 13c NMR peaks ( 11.2, 27.3, 44.9) Which of the following compounds best matches the spectral data?
A) H2NCH2Ch2CH2OH
B) CH3NHCH2CH3
C) CH3NHCH2CH3
D) CH3CH2CH2NH2
E) Ch3Ch2C-N
D) Ch3Ch2Ch2Nh2
When pentanal reacts with ethylamine under conditions of acid catalysis, the major organic product is ____
A) A ketone
B) A nitrile
C) An imine
D) An oxime
E) A hydrazone
C) An imine
When Ch3Ch2ChO reacts with PhNhNh2 under conditions of acid catalysis, the major organic product is _____
A) a ketone
B) a nitrile
C) an imine
D) an oxime
E) a hydrazone
E) a hydrazone
When pyrrole undergoes EAS at which position does substitution occur?
A) 2- position
B) 3- position
C) 4- position
A) 2- position
Which of the following chloropyridines readily undergo NAS upon treatment with NaCN?
A) 2-chloropyridine
B) 3-chloropyridine
C) 4-chloropyridine
D) Both A and C
E) Both A and B
D) Both A and C
Pyridine typically undergoes EAS _____ rapidly than benzene, and its preferred site of substitution is the ________ - position
A) More, 2
B) More, 3
C) More, 4
D) Less, 2
E) less, 3
E) Less, 3
When pyridine is treated with a mixture of Nitric and Sulfuric acids, the major product is:
A) 2-nitropyridine
B) 3-nitropyridine
C) 4-nitropyridine
D) 3-aminopyridine
E) 4-aminopyridine
B) 3-nitropyridine
Which compound would react most rapidly with sodium methoxide and heat?
A) chlorobenzene
B) 2-chloropyridine
C) 3-chloropyridine
D) 3-chloropyrrole
B) 2-chloropyridine
Which compound results from the reaction below?
A) imine
B) amide
C) primary amine
D) quaternary ammonium salt
E) nitrous acid
D) quaternary ammonium salt
When a Primary amine reacts with an alkyl sulfonyl chloride, the major organic product is ______
A) a todylhydrazone
B) a nitrile
C) a sulfoxide
D) an oxime
E) a sulfonamide
E) A sulfonamide
The Hofmann eliminations proceeds via a ______ pathway?
A) E2
B) E1
C) SN1
D) SN2
E) None of the Above
A) E2
Heating a(n)_____ results in Cope elimination
A) amine oxide
B) imine
C) enamine
D) oxime
E) Quaternary Ammonium salt
A) amine oxide
Secondary amines react with the nitrosonium ion to generate:
A) diazonium salts
B) oximes
C) N-nitrosoamines
D) Imines
E) anilines
C) N-nitrosoamines
Which of the following amines could be formed by reduction of an amide?
1) benzylamine
2) isopropylamine
3) anline
4) triethylamine
A)1 B)3 and 4 C)1 and 4 D) 2 and 3 E)1,3,4
C) 1 and 4
Which of the following would be the best phase transfer catalyst?
A) N(Ch3)4I
B) N((CH2)5Ch3)4 I
C) Nh4BR
D) N((Ch2)3Ch3)3
B) N((Ch2)5Ch3)4I