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Practice Exam

This document contains a practice exam for an organic chemistry course. The exam has 5 parts testing nomenclature, structures, multiple choice questions, reactions, synthesis, and mechanisms. Part 1 asks students to name compounds and draw structures. Part 2 contains multiple choice questions about functional groups, hybridization, isomers, aromaticity, and tautomers. Part 3 asks students to draw products of reaction schemes. Part 4 asks students to provide reagents for reaction types. Part 5 asks for mechanisms of specific transformations.

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35 views6 pages

Practice Exam

This document contains a practice exam for an organic chemistry course. The exam has 5 parts testing nomenclature, structures, multiple choice questions, reactions, synthesis, and mechanisms. Part 1 asks students to name compounds and draw structures. Part 2 contains multiple choice questions about functional groups, hybridization, isomers, aromaticity, and tautomers. Part 3 asks students to draw products of reaction schemes. Part 4 asks students to provide reagents for reaction types. Part 5 asks for mechanisms of specific transformations.

Uploaded by

cerelia.dku
Copyright
© © All Rights Reserved
We take content rights seriously. If you suspect this is your content, claim it here.
Available Formats
Download as PDF, TXT or read online on Scribd
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Name: Student ID:

Chem 201 Organic Chemistry I


Spring 2023

Practice exam
PART I. Nomenclature and structures
1. Provide the IUPAC name of the following compounds.

(a)

(b)

Br

HO

(c)

OH

(d)

2. Draw a line structure for each of the following compounds.


(a) Succinic acid

(b) 7-methyl-4-octanone

(c) Anisole

(d) Phenol
PART II. Multiple choice
3(a). What is the degree of substitution of the following alkene?

(A)Monosubstituted (B)Disubstituted (C)Trisubstituted (D)Tetrasubstituted

3(b). Which one of the following species is with sp2 hybridization?


NH4+ ethylene ethane BF4-

I II III IV

(A) I only (B) II only (C) III only (D) IV only

3(c). What is the relationship between the following two compounds?

(A) Constitutional isomers (B) Stereoisomers


(C) Identical (D) Different compounds

3(d). Which one of the following can exist as a meso isomer?

Cl Cl
Cl Br Br

I II III IV
(A) I only (B) II only (C) III only (D) IV only

3(e). Which one of the following compounds is aromatic?

I II III IV

(A) I only (B) II only (C) III only (D) II and III
3(f). Which one of the following compounds is most likely to favor the enol
tautomer over the ketone tautomer?
O O O O O

H
O
I II III IV

(A) I only (B) II only (C) III only (D) IV only

PART III. Reactions


4. Draw the predicted major product(s) of the following reactions.
H CH3 1) BH3・THF

2) H2O2, NaOH
(a) H CH3

Br
OK

(b)

O
O NH2NHCNH2

(c) H2SO4

O
xs CH3CH2OH

(d) H2SO4

H2SO4

(e) propanal + SH SH
PART IV. Synthesis
5. Show reagents that you could use to perform the following reactions.

(a) n-C12H25COOH n-C12H25NH2

Br OH

(b) O

6. Show reagents that you could use to prepare the following compounds.

OH
PART V. Mechanisms
7. Provide a plausible mechanism for the following transformations.

I
HI

(a)

O
CH3OH O OH
O
O
H2SO4
(b)

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