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Chapter 19 Practice Problems | Organic Chemistry I Study Guide & Solutions 2025

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Master key reactions and mechanisms with Chapter 19 Practice Problems for Organic Chemistry I (2025 Edition). This comprehensive study guide includes step-by-step solutions covering carbonyl chemistry, aldehydes, ketones, nucleophilic addition, and related reaction mechanisms. Ideal for university students and pre-med majors seeking extra practice for exams or organic chemistry assignments.

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October 31, 2025
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9/27/23, 5:13 PM Chapter 19 practice problems-organic chemistry one




Organic Chemistry, 7e (Wade)
Chapter 19 Amines

1) Which of the following is not an alkaloid?
A) cocaine
B) mesitylene
C) nicotine
D) mescaline
E) morphine
Answer: B
Diff: 1
Section: 19.1

2) 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
Answer: B
Diff: 2
Section: 19.2

3) 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
Answer: C
Diff: 2
Section: 19.2




1


4) 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
Answer: C
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,9/27/23, 5:13 PM Chapter 19 practice problems-organic chemistry one


1


4) 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
Answer: C
Diff: 3
Section: 19.2 amine takes precedence

5) Provide the structure of N-ethyl-1-butanamine.
Answer: CH3CH2CH2CH2NHCH2CH3 lone pair on N
Diff: 1
Section: 19.2

6) Draw the structure of N-ethyl-N-methyl-1-hexanamine.
Answer:



Diff: 2
Section: 19.2

7) Provide the structure of 2,4-dimethylpyridine
Answer:




Diff: 2
Section: 19.2

8) Provide the IUPAC name for the compound shown below.




Answer: 3,3-dimethyl-1-butanamine
Diff: 2
Section: 19.2


2


9) Provide the IUPAC name of (CH3)3CCH2CH2NHCH2CH3.
Answer: N-ethyl-3,3-dimethyl-1-butanamine
Diff: 2
Section: 19.2

10) Provide the name of (CH3CH2)4N+ Cl-.
Answer: tetraethylammonium chloride N+ is ammonia
Diff: 2

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, 9/27/23, 5:13 PM Chapter 19 practice problems-organic chemistry one


2


9) Provide the IUPAC name of (CH3)3CCH2CH2NHCH2CH3.
Answer: N-ethyl-3,3-dimethyl-1-butanamine
Diff: 2
Section: 19.2

10) Provide the name of (CH3CH2)4N+ Cl-.
Answer: tetraethylammonium chloride N+ is ammonia
Diff: 2
Section: 19.2

11) Provide the name of the compound shown below.




Answer: 6-amino-1-methylcyclohexene alkene takes precedence, must count entire =
Diff: 2
Section: 19.2

12) Draw the structure of 3-pentanamine.
Answer:



Diff: 1
Section: 19.2

13) Provide the systematic name for the compound below.

(CH3)4N+Cl-
Answer: tetramethylammonium chloride
Diff: 1
Section: 19.2

14) Draw the structure of 2,3-dimethyl-2-butanamine
Answer:




Diff: 2
Section: 19.2




3


15) Draw the structure of piperidine.
Answer:



Diff: 2
Section: 19.2

16) Draw the structure of N-propyl-4-methyl-3-octanamine.

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