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Chem 115 reveiw

front 1

What is the product of the reaction below?

back 1

c

front 2

If an aldehyde is oxidized, what type of compound would be produced?

back 2

a. a ketone

b. a different aldehyde

c. a carboxylic acid

d. an alcohol

front 3

An important reaction in chemistry is oxidation. Which is an oxidation reaction?

back 3

a. An alcohol is converted into a ketone.

b. An oxygen is removed from an alcohol.

c. A double bond between an oxygen and a carbon is broken.

d. A carbonyl group is modified to produce an alcohol.

front 4

What would be the product if we attempt to oxidize a 3º alcohol?

back 4

a. There would be no product, 3º alcohols cannot be oxidized.

b. The product is a ketone.

c. The product is a carboxylic acid.

d. The product is a thiol.

front 5

A reaction occurs in an acid solution during which two alcohol molecules react with a ketone. The product will be a(an) ___.

back 5

a. ketose

b. acetal

c. alcoholic ketone

d. acidic ketone

front 6

Which nucleophile, when reacted with 1-bromopropane (CH3CH2CH2Br), would produce a thiol?

back 6

a. OH-

b. SH-

c. I-

d. -OCH3

front 7

Aldehydes and ketones both contain a carbonyl carbon atom. They differ in that ___.

back 7

a. the carbonyl carbon atom in ketones is attached to two other carbons and in aldehydes, the carbonyl carbon atom is also attached to at least one hydrogen atom.

b. the carbonyl carbon atom in ketones is primary and in aldehydes, the carbonyl is secondary.

c. the carbonyl carbon atom in ketones has a hydrogen attached to it.

d. the carbonyl carbon atom in aldehydes has two carbon atoms attached to it

front 8

Each of these is based on the propane molecule. Which is NOT
capable of forming hydrogen bonds to another molecule of the same type?

back 8

a. 1-propanol

b. 1-propanethiol

c. 2-propanol

d. propanoic acid

front 9

The common name for CH3-O-CH3 is ___.

back 9

a. methanal

b. dimethanol

c. ethyl ether

d. dimethyl ether

front 10

The reaction in which a primary alcohol becomes an aldehyde is an oxidation reaction.

back 10

TRUE

front 11

Which nucleophile, when reacted with 1-bromopropane (CH3CH2CH2Br), would produce an alcohol?

back 11

a. OH-

b. SH-

c. I-

d. -OCH3

front 12

A reducing agent found in some biological systems is ___.

back 12

a. H2O2

b. acetaldehyde

c. Pt

d. NADH

front 13

What is the major organic product of the following reaction?

back 13

a. CH3CH=CH2

b. CH3CH2CH2Cr

c. CH3CH2CH3

d. CH3CH2CO2H

front 14

When alcohols are dehydrated in the presence of H+
and heat, the major product is that formed by removal of –OH from one carbon atom and removal of –H from the neighboring C atom that carries more H atoms.Select one:

back 14

True

False

front 15

What is the IUPAC name of this compound?

back 15

a. 4-methy-4-propylbutylaldehyde

b. 4-methylhexanal

c. 4-ethylpentanal

d. 4-ethylpentylaldehyde

front 16

Which compound is a hemiacetal?

back 16

b.

front 17

The oxidation of methanethiol by I2
produces what product?

back 17

a.

front 18

If formaldehyde reacts with methanol in an acid solution, the product formed is ___.

back 18

a. a new aldehyde

b. an alcohol that is very polar

c. a hemiacetal

d. an acid

front 19

The compound that is expected to have the highest boiling point is ___.

back 19

the alcohol produced from methane.

b. the thiol produced from methane.

c. methane.

d. They all boil at the same temperature since methane is the basis for the compounds.

front 20

Benedict’s solution turns a blue color in the presence of glucose.

back 20

FALSE

front 21

The method to determine the number of stereoisomers of a monosaccharide is to calculate 2n, where n is the total number of carbons in the molecule.

back 21

FALSE

front 22

Cellulose is composed of glucose molecules connected by a-glycosidic linkages.

back 22

FALSE

front 23

Both starch and cellulose are polysaccharides of glucose.

back 23

TRUE

front 24

How many stereoisomers would a carbohydrate with 5 chiral carbons have?

back 24

a. 5 stereoisomers

b. 20 stereoisomersc.

c. 32 stereoisomers

d. 60 stereoisomers

front 25

Shown below is a cyclic form of D-galactose. This structure is classified as ___.

back 25

a. a-D-galactopyranoseb.

b
-D-galactofuranosec.

a-D-galactofuranosed.

b
-D-galactopyranose

front 26

Hyaluronic acid solutions serve as lubricants in the fluid of joints and are present in the vitreous humor of the eye. A portion of its structure is shown below.

back 26

a. Hyaluronic acid is a homopolysaccharide.

b. Hyaluronic acid is a heteropolysaccharide.

c. Hyaluronic acid is made of D-glucose residues.

d. The monosaccharide residues in hyaluronic acid are of furanose form.

front 27

The disaccharides are important in nature; a few examples of disaccharides are

back 27

a. D-abqueose, D-fructose, galactose, and glucose.

b. raffinose, stachyose, and verbascose.

c. cellobiose, lactose, maltose, and sucrose.

d. amylopectin, amylose, and starch.

front 28

Shown below is a cyclic form of D-Fructose. This structure is classified as ___.

back 28

a. a-D-fructopyranoseb.

b-D-fructopyranose

c. b-D-fructofuranose

d. a-D-fructofuranose

front 29

A pair of compounds are stereoisomers and they are nonsuperimposable mirror images. This pair of isomers is referred to as a pair of enantiomers.

back 29

TRUE

front 30

Which of the following is a fruit sugar?

back 30

a. D-glucose

b. Galactose

c. Lactose

d. D-Fructose

front 31

D-glucose is often called by other names, such as corn sugar and grape sugar. It is also referred to as ___.

back 31

a. dextrose

b. fruit sugar

c. blood sugar

d. dextrose and blood sugar

front 32

What is the classification of this monosaccharide?

back 32

a. aldopentose

b. aldohexose

c. ketopentose

d. ketohexose

front 33

Shown below is a cyclic form of D-mannose. This structure is classified as ___.

back 33

a. a-D-mannopyranose

b. b-D-mannofuranose

c. a-D-mannofuranosed

d. b-D-mannopyranose

front 34

Blood type is determined by oligosaccharides attached to the surface of red blood cells.

back 34

TRUE

front 35

How would this compound be classified?

back 35

a. carboxylic carbohydrate b. hydroxyaldehyde

c. ketotriose

d. aldotriose

front 36

Relative sweetness is a measure of the sweetness of any chosen sweetener compared to that of

back 36

a. invert sugar.

b. the sweetest carbohydrate, fructose.

c. sucrose.

d. saccharin.

front 37

Glycogen and amylopectin are similar in that they are both polymers of glucose. Glycogen is the glucose storage form for ___ and starch is the glucose storage form for ___.

back 37

a. plants/plants

b. animals/animals

c. plants/animals

d. animals/plants

front 38

Stereoisomers that are not mirror images of one another are called

back 38

a. enantiomers

b. anomers

c. diastereomers

d. Fischer projections

front 39

The structural formula for erythrose is drawn here. The carbon atoms are numbered from the carbonyl group.

back 39

a. This is the only formula for erythrose; there are no stereoisomers.b. This is both a D and an

b. This is both a D and an L structure, as determined by carbons #1 and #2.

c. This is D-erythrose, as determined by carbon #3.

d. This is L-erythrose, as determined by carbon #4.

front 40

Glycogen is a polymer of glucose produced by plants for energy storage.

back 40

FALSE

front 41

Fructose is different from glucose and galactose because

back 41

a. fructose is a pentose; the other sugars are hexoses.

b. fructose is a ketose; the other sugars are aldoses.

c. the cyclic form is a square; the other sugars display hexagons.

d. fructose doesn’t have an open form; the other sugars do have an open form.

front 42

An aldose is a carbohydrate that contains

back 42

a. hydroxy groups on the terminal carbons.

b. water molecules on the alpha carbon.

c. an aldehyde group.

d. monosaccharides.

front 43

Which of the following reactant is missing in the reaction below?

back 43

A

front 44

The organic product expected from the following reaction is:

back 44

a

front 45

Tertiary alcohols have three carbon atoms attached to carbon that has the OH directly attached.

back 45

TRUE

front 46

Ethanol is miscible in water, while 1-pentanol has a solubility of just 2.2g/100 mL because solubility in water decreases with increasing alcohol size.

back 46

TRUE

front 47

Hyaluronic acid solutions serve as lubricants in the fluid of joints and are present in the vitreous humor of the eye. A section of the structure for hyaluronic acid is:

WHICH OF THE FOLLOWING STATEMENTS IS TRUE

back 47

a. The alternating pattern of glycosidic bond types are a-(1→3) and a-(1→4).

b. The alternating pattern of glycosidic bond types are - (1→3) and - (1→4).

c. The alternating pattern of glycosidic bond types are - (1→3) and a- (1→4).

d. The alternating pattern of glycosidic bond types are - (1→3) and - (1→3).

front 48

What is the classification of this monosaccharide?

back 48

a. aldotriose b. ketotriose c. aldotetrose d . ketotetrose

front 49

Maltose is a monosaccharide

back 49

False

front 50

The structure of the compound 2,3,4-trihydroxybutanal is shown below. How many stereoisomers are possible for this molecule?

back 50

a. 2 B. 4 c. 8 d. 16

front 51

Sucrose is a disaccharide of D-glucose connected to D-fructose by an a,b-(1 →2)- glycosidic bond. Sucrose is not a reducing sugar because

back 51

a. it is a disaccharide.

b. it reacts with Benedict's solution. c. it contains both glucose and fructose.

d. it cannot react to produce an aldehyde group.

front 52

Which of the following statements is true about aldehydes?

back 52

a. Aldehydes have much lower boiling points than alcohols with a similar molecular weight.b. Aldehydes interact with like molecules through hydrogen bonding.c. The carbonyl carbon atom in an aldehyde can never be in position number 1.d. The parent chain of an aldehyde is named by dropping the final “e” from a corresponding alkane and adding “one.”

front 53

Which compound type is most susceptible to a nucleophillic substitution reaction?

back 53

a. hydrocarbon b. alcohol c. alkyl halide d. acid

front 54

The IUPAC name for the organic compound below is

back 54

a. 3-Butanol

b. 2-Butanol

c. Ethyl methyl ether

d. 3-butanethiol

front 55

What is mutarotation?

back 55

a. The conversion of a D-monosaccharide into an L-monosaccharide.

b. The conversion of a-D-galacose into b-D-galactose.

c. The conversion of a pyranose into a furanose.

d. The conversion of an aldose into a ketose.

front 56

Which are the most commonly found monosaccharides in nature?

back 56

a. those with 4 carbons

b. those with 5-6 carbons

c. those with 7-9 carbons

d. those with 10 or more carbons

front 57

The reduction of a ketone produces a 2° alcohol.

back 57

TRUE

front 58

The structural similarity of acetals and ethers is the presence of ___.

back 58

a. C—O—C

b. a carboxylic carbon

c. C—O—H

d. CHO

front 59

Oxidation of a secondary alcohol results in the formation of a(n) ___.

back 59

a. tertiary alcohol

b. acid

c. aldehyde

d. ketone