BTE2101 Organic Chemistry I – 연습 문제
Chapter 1. Structure and Bonding
1) What is the ground-state electronic configuration of a carbon atom?
A) 1s2, 2s2, 2p5
B) 1s2, 2s2, 2p2
C) 1s2, 2s2, 2p6
D) 1s2, 2s2, 2p4
2) Which of the following statements about valence electrons is true?
A) They are the most tightly held electrons.
B) They do not participate in chemical reactions.
C) They are the outermost electrons.
D) They reveal the period number of a second-row element.
3) Which of the following would you expect to have ionic bonds?
A) CO
B) FBr
C) NF3
D) NaCl
4) Which is not an acceptable Lewis structure for the anion CH2NCO—?
A) I
B) II
C) III
D) IV
BTE2101 Organic Chemistry I – 연습 문제
5) Which of the following Lewis structures is correct?
A) I
B) II
C) III
D) IV
6) What is the formal charge of the carbon in carbon dioxide (CO2) when drawn with two
double bonds?
A) +1
B) 0
C) -1
D) -2
7) What is the molecular geometry around the boron atom in BH3?
A) Tetrahedral
B) Trigonal Planar
C) Trigonal Pyramidal
D) Linear
8) What is the hybridization of the carbon atom in the methyl cation, (CH3+)?
A) sp3
B) sp2
C) sp
D) p
9) Which of the following molecules has polar covalent bonds?
A) MgO
B) NH3
C) Cl2
D) NaBr
BTE2101 Organic Chemistry I – 연습 문제
BTE2101 Organic Chemistry I – 연습 문제
Chapter 2. Acids and Bases
1) Which of the following compounds is both a Brønsted-Lowry acid and base?
A) I, II
B) I, III
C) II, IV
D) I, IV
2) Which of the following compounds is the strongest acid?
A) CH3OH
B) BrCH2OH
C) CH3NH2
D) CH3Cl
3) Rank the following conjugate bases in order of decreasing basicity, putting the most
basic first.
A) II > I > III
B) I > II > III
C) III > I > II
D) III > II > I
4) Which of the following statements about Lewis acids is true?
A) Lewis acids are proton donors.
B) Lewis acids are proton acceptors.
C) Lewis acids are electron pair donors.
D) Lewis acids are electron pair acceptors.
BTE2101 Organic Chemistry I – 연습 문제
5) Which of the following statements about acid strength is true?
A) The stronger the acid, the further the equilibrium lies to the left.
B) The stronger the acid, the smaller the Ka.
C) The stronger the acid, the larger the pKa.
D) The stronger the acid, the smaller the pKa.
Chapter 3. Introduction to Organic Molecules and Functional Groups
1) Why do π bonds confer reactivity on a particular molecule?
A) Because π bonds are difficult to break in chemical reactions.
B) Because π bonds make a molecule an acid.
C) Because π bonds are easily broken in chemical reactions.
D) Because π bonds make a molecule an electrophile.
2) Which of the following molecules contain the same functional groups?
A) I, II, III
B) I, II, IV
C) II, III, IV
D) I, III, IV
3) Which of the following molecules are aliphatic hydrocarbons?
A) I, II, III
B) I and III
C) II, III, IV
D) II and IV
4) Which of the following correctly matches the molecules to the names of the functional
BTE2101 Organic Chemistry I – 연습 문제
group?
I. CH3OH Carboxylic acid
II. CH3CO2CH3 Ester
III. CH3COCH3 Ketone
IV. H2CO Alcohol
5) Which of the following correctly matches the molecules to the names of the functional
group?
I. CH3NH2 Amide
II. CH3SCH3 Sulfide
III. CH3CONH2 Amine
IV. CH3CO2CH3 Ester
A) I and II
B) II and IV
C) III and IV
D) II and III
6) Which of the following structures contains an alkene?
A) I
B) II
C) III
D) IV
7) Which of the following is a secondary alcohol?
BTE2101 Organic Chemistry I – 연습 문제
A) I
B) II
C) III
D) IV
8) Which of the following compounds has the highest boiling point?
A) I
B) II
C) III
D) IV
9) Rank the following compounds in order of decreasing boiling point, putting the
compound with the highest boiling point first.
A) I > II > III > IV
B) III > IV > II > I
C) III > II > IV > I
D) I > IV > II > III
10) Rank the following compounds in order of decreasing melting point, putting the
BTE2101 Organic Chemistry I – 연습 문제
compound with the highest melting point first.
A) I > II > III
B) II > III > I
C) III > II > I
D) III > I > II
11) Which of the following alkanes is expected to have the highest melting point?
A) I
B) II
C) III
D) IV
12) Which of the following statements about vitamin A, drawn below, is true?
A) Vitamin A is soluble in H2O.
B) Vitamin A is insoluble in organic solvents.
C) Vitamin A contains an aromatic ring.
D) Vitamin A is insoluble in H2O.
Chapter 4. Alkanes
BTE2101 Organic Chemistry I – 연습 문제
13) What is the approximate C-C-C bond angle in propane?
A) 90°
B) 109.5°
C) 120°
D) 180°
14) How many constitutional isomers are there with the molecular formula C5H12?
A) 2
B) 3
C) 4
D) 5
15) Which of the following is not another representation for 2-methylbutane?
A) I
B) II
C) III
D) IV
16) Which of the following compounds has primary, secondary, tertiary, and quaternary
carbon atoms?
A) Pentane
B) 2-Methylpentane
C) 2,2-Dimethylpentane
D) 2,2,3-Trimethylpentane
17) What is the parent chain for the following compound?
BTE2101 Organic Chemistry I – 연습 문제
A) Hexane
B) Heptane
C) Octane
D) Nonane
E) Decane
18) What is the IUPAC name for the following compound?
19) What is the IUPAC name for the following compound?
A) 2,3-Dimethyl-4-sec-butylheptane
B) 4-sec-Butyl-2,3-dimethylheptane
C) 3,5,6-Trimethyl-4-propylheptane
D) 2,3,5-Trimethyl-4-propylheptane
20) Rank the following alkanes in order of decreasing boiling point, putting the alkane with
BTE2101 Organic Chemistry I – 연습 문제
the highest boiling point first.
A) I > II > III
B) I > III > II
C) II > III > I
D) III > II > I
21) Which of the following is not a conformer of butane?
A) I
B) II
C) III
D) IV
22) Which of the following conformers has the highest energy?
A) I
B) II
C) III
D) IV
BTE2101 Organic Chemistry I – 연습 문제
23) Which of the following chair conformations represents trans-1,4-dimethylcyclohexane?
A) I
B) II
C) III
D) IV
24) Select the most stable conformer of cis-1,3-cyclohexanediol.
A) I
B) II
C) III
D) IV
Chapter 5. Stereochemistry
25) Which of the following statements about stereoisomers is not true?
A) Stereoisomers have identical IUPAC names except for a prefix like cis or trans.
B) Stereoisomers differ in configuration.
C) Stereoisomers always have the same functional groups.
D) Stereoisomers differ only in their structural formula.
26) What is the relationship between the following two compounds?
BTE2101 Organic Chemistry I – 연습 문제
A) Stereoisomers
B) Constitutional isomers
C) Identical
D) Not isomers, different compounds
27) Which of the following statements is not true?
A) A molecule that is superimposable on its mirror image is said to achiral.
B) A molecule that is not superimposable on its mirror image is said to be chiral.
C) A molecule that is superimposable on its mirror image is said to be chiral.
D) A carbon atom bonded to four different groups is a stereogenic center.
28) Which of the following molecules has a plane of symmetry?
A) I
B) II
C) III
D) IV
29) Which of the following molecules are achiral?
A) II, III
B) I, II
C) I, IV
D) III, IV
BTE2101 Organic Chemistry I – 연습 문제
30) How many stereogenic centers are present in the following compound?
A) 1
B) 2
C) 3
D) 4
31) How many stereogenic centers are present in the following molecule?
A) 1
B) 2
C) 4
D) 5
32) Rank the following groups in order of decreasing priority according to the Cahn-
Ingold-Prelog system.
A) I > II > III > IV
B) II > I > IV > III
C) II > I > III > IV
D) I > II > IV > III
BTE2101 Organic Chemistry I – 연습 문제
33) Which of the following structures has a different configuration from the other three?
A) I
B) II
C) III
D) IV
34) Which of the following structures has the R configuration?
A) Only I
B) Only II
C) Only I and II
D) I, II, and III
35) What is the relationship between the following compounds?
A) Constitutional isomers
B) Diastereomers
C) Enantiomers
D) Identical
36) Which of the following cyclic molecules is a meso compound?
BTE2101 Organic Chemistry I – 연습 문제
A) I
B) II
C) III
D) IV
37) A solution containing 0.4 g/mL of a pure S enantiomer is a 1 dm polarimeter rotates
plane polarized light by +5.6°. What is the rotation of a solution containing 0.8 g/mL of the
S enantiomer in the same polarimeter?
A) +5.6°
B) +11.2°
C) +2.8°
D) +1.4°
38) Give the IUPAC name for the following compound:
A) R-3-methylhexane
B) S-3-methylhexane
C) R-4-methylhexane
D) S-4-methylhexane
39) Give the IUPAC name for the following compound:
A) (1R,2R)-1,2-dimethylcyclopentane
B) (1R,2S)-1,2-dimethylcyclopentane
C) (1S,2R)-1,2-dimethylcyclopentane
D) (1S,2S)-1,2-dimethylcyclopentane
