Name: __________________________ Date: _____________


Aldehydes and Ketones


1.
This compound is:
A.
a ketone
B.
an aldehyde
C.
an ether
D.
an alcohol


2.
The IUPAC name of this compound is:
A.
ethyl-s-butyl ketone
B.
4-methyl-3-hexanone
C.
4-methyl-3-pentanal
D.
4-methyl-3-heptanone


3.
The IUPAC name of this compound is:
A.
2-ethyl-5-methyl-1-butanal
B.
2-ethylheptanal
C.
2-ethyl-5-methylhexanal
D.
2-ethyl-5-methyl-1-hexanone


4.
Which compound is(are) a ketone?
I. C6H5CH2CH2COCH3     II.     III.
A.
I only
B.
II only
C.
III only
D.
I and II only


5.
Which compound is an aldehyde?
 
I.
C6H5CH2CH2CHO
II.
(CH3)2CHO-CH2CH3
 
III.
CH3CH2-COOH
 
A.
I only
B.
II only
C.
III only
D.
I and II only


6.
2-Butanone has ______ 3-pentanone because ____________.
A.
a higher boiling point than; 3-pentanone is the larger molecule
B.
a lower boiling point than; 3-pentanone is a larger molecule
C.
approximately the same boiling point as; molecular size isn't an issue
D.
approximately the same boiling point; because the hydrogen bonding is approximately the same in both molecules


7.
Which compounds will not undergo oxidation with potassium permanganate?
 
I.
2-pentanone
II.
pentanal
III.
1-pentanol
 
IV.
ethyl methyl ether
 
A.
I and IV only
B.
I and II only
C.
II and III only
D.
I and III only


8.
Which compounds undergo oxidation with potassium permanganate?
 
I.
2-butanone
II.
butanal
III.
1-butanol
 
IV.
diethyl ether
 
A.
I and IV only
B.
I and II only
C.
II and III only
D.
I, II, and III only


9.
Which compounds undergo oxidation with potassium dichromate?
 
I.
2-butanol
II.
2-butanone
III.
butanal
 
IV.
dimethyl ether
 
A.
I and IV only
B.
I and III only
C.
I, II, and III only
D.
II, III, and IV only


10.
Which compounds undergo oxidation with potassium dichromate?
 
I.
II.
 
III.
CH3CH2CH2CH2CH2CHO
IV.
CH3CH2CH2-O-CH2CH2CH3
 
A.
III and IV only
B.
I, II, and IV only
C.
II and III only
D.
I and III only


11.
Which compounds give a positive test with Tollens's reagent?
 
I.
2-butanone
II.
butanal
III.
1-butanol
 
IV.
diethyl ether
 
A.
II only
B.
III only
C.
II and III only
D.
I and IV only


12.
Which compounds will not give a positive test with Tollens's reagent?
I.
CH3CH2-O-C(CH3)3
II.
CH3CH2CH2CH2CH2CH3
III.
CH3CH2CH2CH2CH2CH2OH
IV.
 
A.
II and IV only
B.
I and II only
C.
II and III only
D.
I, II, III, and IV


13.
Which compounds give a positive test with Benedict's reagent?
 
I.
2-butanone
II.
butane
III.
1-butanol
 
IV.
diethyl ether
 
A.
II and IV only
B.
I and II only
C.
III only
D.
None of the compounds gives a positive Benedict's test


14.
Which compound will give a positive test with Benedict's reagent?
 
I.
II.
 
III.
CH3CH2CH2CH2CH2CHO
IV.
CH3CH2CH2 -O-CH2CH2CH3
 
A.
III and IV only
B.
I, II, and III only
C.
II only
D.
I, III and IV only


15.
An unknown compound can be one or more of the following:
 
I.
2-hexanone
II.
hexanal
III.
hexane
The addition of a few drops of Tollens's reagent to the unknown results in the formation of a silver mirror. What is the unknown compound?
A.
It must be I
B.
It must be II
C.
It could be I or III
D.
It could be II or III


16.
An unknown compound could be:
I.
 
II.
 
     
 
III.
CH3CH2CH2-O-CH2CH3
The addition of a few drops of Benedict's reagent to the unknown results in the disappearance of the blue color and the formation of a red precipitate. What is the unknown compound?
A.
It must be I
B.
It must be II
C.
It must be III
D.
It could be I or II.


17.
Which compound does not undergo reduction with hydrogen and platinum?
A.
cycloheptanone
B.
cycloheptanol
C.
cycloheptanal
D.
2-hydroxy-cycloheptanal


18.
Which compound(s) can be synthesized by reduction of an aldehyde?
 
I.
(CH3)3COH
II.
(CH3)2CHCH2OH
 
III.
IV.
CH3(CH2)3CH3
 
A.
I and II only
B.
II only
C.
I and III only
D.
II and IV only


19.
Which compound(s) can be synthesized by reduction of a ketone?
 
I.
t-butyl alcohol
II.
2-pentanol
III.
cyclopentanol
 
IV.
phenol
 
A.
I and IV only
B.
II and III only
C.
III and IV only
D.
IV only


20.
Which compound is an acetal?
A.
C6H5CH(OCH3)2
B.
C.
D.
(C5H11)2C(OH)(OCH3)


21.
Which compound is a hemiacetal?
A.
C6H5CH(OCH3)2
B.
C.
D.
(C5H11)2C (OCH3)2


22.
Which compounds react to form this compound?
 
(CH3)2C(OCH3)2
 
I.
acetone
II.
methanol
III.
1-propanol
IV.
ethanol
 
A.
I and II
B.
I and III
C.
I and IV
D.
II and III


23.
What are the products of hydrolysis of this compound?
 
C6H5CH2CH(OCH2CH3)2
 
A.
C6H5CH2CHO and CH3CH2OH
B.
C6H5CH2OH and CH3CHO
C.
CH3CH2OH and CH3CHO
D.
C6H5CH2OH and CH3CH2OH


24.
What functional groups are present in this molecule?
A.
two ethers, one secondary alcohol, and one aldehyde
B.
one acetal, one tertiary alcohol, and one ketone
C.
one acetal, one secondary alcohol, and one aldehyde
D.
one acetal, one tertiary alcohol, and one aldehyde


25.
What is the product of the reaction of 1 mol of cyclohexanone with 1 mol of ethanol in the presence of an acid catalyst?
A.
cyclohexanol
B.
a hemiacetal
C.
an acetal
D.
cyclohexane


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