Exam 3 (Chapter 9 - 11) Practice Questions

2
The chemical formula of methanol is CH3OH. How many unshared electron pairs are associated with a molecule of methanol?
alcohols
In which of the following classes of organic compounds is an oxygen atom bonded to a hydrogen atom?

-alcohols
-amines
-aldehydes
-all of the above

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alkanes
Compounds which contains only carbon-carbon single bonds are classified as which of the following?

– alkynes
– alkenes
– arenes
– alkanes

arenes
Compounds which contain one or more benzene-like rings are classified as which of the following?

– alkenes
– alkynes
– alkanes
– arenes

C6H14
Which of the following is the formula for hexane?

-C6H16
-C6H6
-C6H14
-C6H10

C8H18
*#1 – image * What is the molecular formula for the following compound?

– C7H16
– C8H18
– C8H17
– C6H16

all of them
*#2 – image* Which of the following compounds are constitutional isomers?
the fourth image

D.)

*#3 – image* Which of the following line-angle structures is a 4-isopropyloctane?
propylcyclohexane
*#4 – image* What is the IUPAC name of the following compound?

– isopropylcyclohexane
– 1-propylcyclohexane
– propylcyclohexane
– 1-propylhexane

the second image

B.)

*#5 – image* Which of the following line-angle formulas represents butane?
the third option

C.)

*#6 – image* Which of the listed products will be formed in the following reaction?
the first one

A.)

*#7 – image* Which alcohol is formed by the hydration of 2-methyl-2-pentene?
5-methyl-3-hexanol
*#8 – image* What is the IUPAC name of the following compound?
2-methyl-1-propanol
Which of the following is the IUPAC name of isobutyl alcohol?

a.) 1-butanol
b.) 2-methyl-1-propanol
c.) 2-methyl-2-propanol
d.) 2-butanol

2-methyl-2-propanol
Which of the following is the IUPAC name of tert-butyl alcohol?

a.) 2-methyl-2-propanol
b.) 1-butanol
c.) 2-butanol
d.) 2-methyl-1-propanol

the fourth one

D.)

*#9 – image* Which of the following is obtained from the oxidation of isobutyl alcohol with potassium dichromate in aqueous sulfuric acid?
the first one

A.) neither a or b

*#11 – image*Which of the following is obtainable by the oxidation of tert-butyl alcohol?
it has four single bonds
If a carbon atom is a stereocenter, which of the following statements must be true about that carbon?
only 2-butanol
Which of the 3 isomeric alcohols, 2-butanol, 2-methyl-1-propanol, and 2-methyl-2-propanol, are chiral?
2
*#10 – image* How many stereocenters are present in the following compound?
the second one

B.) 2,3-dichlorobutane

Which product is formed by the chlorination of 2-butene?
B.) 5-methyl-3-hexanol
*#12 – image*What is the IUPAC name of the following compound?

A.) 3-hydroxy-5-methylhexane
B.) 5-methyl-3-hexanol
C.) 2-methyl-4-hexanol
D.) 4-hydroxy-2-methylhexane

the third one

C.)

*#13 – image* Which of the following structures represents 4-methycyclohexanol?
c.) both are primary
Which of the following is true of the alcohol function group 1,3-propanediol?

a.) one is primary and one is secondary
b.) both are primary
c.) neither are primary
d.) one is primary and one is tertiary

B.) both A and B
*#14 – image* Which of the alcohols shown below will react when heated with concentrated sulfuric acid to give the following alkene as the major product?
the fourth one

D.)

*#15 – image* Which of these compounds is obtained as the major product from the reaction of the following alkene with aquoeus sulfuric acid?
1
What is the smallest number of carbon atoms that can be present in an aldehyde?
3
What is the smallest number of carbon atoms that can be present in a ketone?
c.) pentanal
*#16 – image* What is the IUPAC name for the following compound?
a.) 1-pentanal
b.) pentanealdehyde
c.) pentanal
d.) 1-pentanealdehyde
answers: *#17 – image*
Draw the line structures for each of the following:

a.) pentane
b.) 2-methylhexane
c.) 3,3 – diethylheptane
d.) 4-ethyl- 2-methyloctane
e.) propylcyclopentane
f.) 2-heptyne
g.) 2-methyl-1-pentene
h.) 2,3-dimethyl-2-butene
i.) butylbenzene

a.) pentane
b.) 3-ethylhexane
c.) 2,2,7- trimethyl octane
d.) 4-ethyl-2,2,-dimethyl heptane
e.) cyclopentane
f.) methyl-cycloheptane
g.) 2-pentyne
h.) trans-2-octene
i.) 4-methylpentene
j.) 2,5-dimethyl-3-heptyl
k.) cyclopentene
l.) *cis-6-dimethyl-7-methyl-3-octene*
m.) *ethylbenzene*
n.)hexane
o.) 3,4-dimethyl heptane
p.) propylcyclobutane
*#18 – image* Name the following compounds:
answers: *#19 – image*
*#19 – image* Draw the structures of the products of each of the following reactants.
answers: *#20 – image*
Draw the structures of each of the following compounds:

a.) ethyl alcohol
b.) 2-pentanol
c.) cuclobutanol
d.) isopropyl alcohol
e.) 1-hexanol

a.) methanol
b.) 2-butanol
c.) phenol
d.) 3-octanol
e.) cyclohexanol
*#21 – image* Name the following compounds:
a.) isomer
b.) isomers
c.) not isomers
d.) isomers
e.) not isomers
f.) not isomers
g.) not isomers
h.) isomers
i.) not isomers
j.) not isomers
k.) isomers
*#22 – image* Are the two molecules constitutional isomers?
answers: *#23- images*
*#23 – image* Identify chiral atoms.
4.0 g / (92.09 g/mol) = # of moles
# of moles = 0.013 moles

Molarity = (0.043 mols / 1 liter) * 100 = *0.43 M*

*Hypotonic because it is higher than 0.28 M which of isotonic *

If you dissolve 4.0 g of glycerol in enough water to make 100 ml of solution, will this solution be isotonic, hypertonic, or hypotonic?
a.)

(2.5 g / 75 mL) * 100 = *3.3% w/v*

—-

b.)

# of moles = (2.5 g / 46 g ) = 0.05 mol

(0.05 mol / 0.075 mL) * 1000 = *0.72 M*

A solution contains 2.5 g of ethanol in water to give a total volume of 75 mL. Express the concentration as:

a.) a percent concentration (w/v)
b.) a molarity

a.)

17’C * 25 g * 0.28 cal/g = *246.5 cal*

—-

b.)

25 g * 201 cal/g = *5,025 cal*

Ethanol is used in some rubbing alcohol formulas, because it can evaporate readily and cools the skin. The specific heat of ethanol is 0.58g/cal, and the heat of evaporation is 201 cal/g.

a.) how much heat is needed to raise the temperature of 25 g of ethanol from 20’C to 37’C?

b.) how much heat is needed to evaporate 25 g of ethanol?

a.) 4-octanone
b.)butanoic acid
c.) hexanal
d.) cycloheptanone
e.) 3-hexanone
f.) propanoic acid
g.) hexanal
*#24 – image* Name the following compounds:
a.)formaldehyde
b.) acetone
c.)acetic acid
*#25 – image* Give the trivial names of the following:
answers: #26 – images
*#26 – image* Draw the structures after being oxidized:
answer: *#27 – image*
*#27 – image*Draw the structures after being hydrogenated:
answer: *#28 – image*
*#28 – image*Draw the structures after being reduced:
a.) achiral
b.) chiral
c.)achiral
d.)achiral
e.)achiral
f.) chiral
*#29 – image*State whether the product is chiral to the reactant:
a.)isomers
b.)isomers
c.)not isomers
d.) isomers
Which of the following are consitional isomers?
a.) 2-pentanone and 3-pentanone
b.) 2-pentanone and pentanal
c.) 2-pentanone and 2-pentanol
d.) 2-pentanone and cyclopentanol
answer: *#30 – image*
*#30 – image*
What is the COMPOUND E after reduction.
What is COMPOUND F after dehydration.
What is COMPOUND G after hydrogenation.
answer: *#31 – image*
*#31 – image*
a.) draw the structure of the product that will be formed if the alcohol gorup is oxidized.
b.) what is the structure if the aldehyde is oxidized?
c.) what is the structure if both are oxidized?

_____

d.) draw the structure of the produce that will be formed if the ketone is reduced.
e.) what is the structure if the aldehyde group is reduced
f.) what is the structure if both are reduced?

A.) NAD+
B.) NADP+
C.) NAD+
D.) NAD+
Which of the redox coenzymes is most likely to be involved in each of the following types of reactions?

A.) Alcohol to ketone
B.) Alkene to alkane
C.) Thiol to disulfide
D.) Aldehyde to carboxylic acid

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