Test 1

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(1) Alcohols have higher boiling points than alkanes of similar molecular mass because of hydrogen bonding. (2) Ethylene glycol contains two carbon atoms and two hydroxyl groups. (3) Primary and secondary alcohols give the same type of product when subjected to mild oxidizing agents.

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For the following compound, which is denoted using skeletal structural formulas, select from the response list the number of hydrogen atoms present in the compound. C-C(Cl)-C-C(Cl)

A. 8 H atoms

Which of the following reactions involving benzene require the presence of an AlCl3 catalyst

A. Alkylation

(1) Alkanes have limited solubility in water and are less dense than water. (2) Propane is an alkane in which both 1o and 2o carbon atoms are present. (3) Some, but not all cycloalkanes, can exist is cis-trans isomeric forms.

A. All three statements are true

(1) Alkenes with two to four carbon atoms are gases at room temperature and pressure. (2) Aromatic hydrocarbons do not readily undergo addition reactions. (3) HDPE, LDPE, and Teflon are all ethene-based addition polymers.

A. All three statements are true

(1) IUPAC names for cycloalkanes that have one substituent do not have any numbers in them. (2) Both propane and cyclopropane are gases at room temperature and pressure. (3) Halogenation of an alkane is an example of a substitution reaction.

A. All three statements are true

For the following hydrocarbon derivative, select from the response list the correct molecular formula: ethoxyethane

A. C4H10O

Select from the response list a compound that has three kinds of carbon atoms present

A. CH3-CH2-CH(CH3)-CH2-CH3

Select from the response list a compound that has two secondary carbon atoms present.

A. CH3-CH2-CH(CH3)-CH2-CH3

Which of the following alkanes has the IUPAC name 2-methylbutane?

A. CH3-CH2-CH(CH3)-CH3

Which of the following alkynes goes by the common name of acetylne?

A. Ethyne

Which of the following reactants can be used to convert an alkene to an alkane

A. H2

Which of the following is a general physical property of alkanes

A. Low solubility in water

(1) Intramolecular alcohol dehydration converts an alcohol to an alkene. (2) An aryl group is an aromatic carbon-ring system from which one hydrogen atom has been removed. (3) Unlike alcohols, phenols are weak acids in solution.

A. all three statements are true

For the following reaction, select a correct product characterization from the response list CH2=CH-CH3+H2 --Ni-->

A. an alkane is formed

The solubility of alcohols in water

A. decreases as carbon chain length increases

For which of the following types of substituted benzenes is the specified number of constitutional isomers correct?

A. dichlorobenzenes, 3 isomers

Which of the following is a characteristic of thiols

A. extremely strong odors

A general method for preparing alcohols is

A. hydration of alkenes

Ethers may be viewed as derivatives of water in which both hydrogen atoms have been replaced with

A. hydrocarbon atom

Oxidation of a secondary alcohol produces a

A. ketone

Which of the following addition polymers contains only carbon and hydrogen?

A. polyestyrene

The sulfhydryl functional group is found in

A. thiols

For which of the following halogenated hydrocarbons is cis-trans isomerism possible?

B. 1-2, dichloroethene

Which of the following compounds is a constitutional isomer of CH3-CH2-CH2-CH2-CH3

B. 2-methylbutane

The "building block" for terpene compounds is the

B. 5-carbon ISOPRENE unit

Which of the following could not be the molecular formula for an alkane molecule?

B. C5H14

Which of the following molecular formulas could NOT represent an alkene with one double bond?

B. C6H6

In which of the following alkanes are two secondary carbon atoms present?

B. CH3-CH(CH3)-CH3

Which of the following alkane structures contains both secondary and tertiary carbon atoms?

B. CH3-CH2-CH(CH3)-CH3

With the catalyst AlCl3 present, which reactant is needed to convert benzene to ethylbenzene

B. CH3-CH2-Cl (the only option with Cl)

Cis trans isomerism is possible for which of the following alkenes?

B. CH3-CH=CH-CH2-CH3

Which of the following statements about the chemical properties of benzene is correct?

B. It readily undergoes SUBSTITUTION reactions but not ADDITION reactions

The most important chemical use for alkanes relates to their chemical reaction with

B. Oxygen

(1) A minimum of four carbon atoms is required in a cycloalkane. (2) The molecules 2,4-dimethylpentane and 2,4-dimethylhexane are constitutional isomers. (3) As a result of rotation about single bonds, all alkane molecules, except methane, can exist in an infinite number of conformations.

B. Two of the statements are true

(1) Sixteen carbon atoms are present in the alkane 3-ethyl-4,5-dipropyloctane. (2) Two three-carbon alkyl groups and three four-carbon alkyl groups exist. (3) A condensed structural formula shows all atoms in a molecule but not all bonds in the molecule.

B. Two of the three statements are tro

(1) An allyl group contains three carbon atoms. (2) Alkenes with one double bond have two fewer hydrogen atoms than their alkane counterparts. (3) Both toluene and o-xylene are monosubstituted benzene derivatives.

B. Two of the three statements are true

(1) The aluminum chloride catalyzed reaction between benzene and ethyl chloride produces chlorobenzene. (2) The compound 2-methyl-1,3-cyclopentadiene has the molecular formula C6H8. (3) The biochemical activity of pheromones is highly dependent on whether the carbon-carbon double bonds present are in cis- or trans- configurations.

B. Two of the three statements are true

(1) o-xylene is a benzene derivative with two methyl substituents. (2) A number is not needed to specify double bond position in the IUPAC names of ethene and propene. (3) Hydrohalogenation is a symmetrical addition reaction.

B. Two of the three statements are true

The representation CH3-CH2-CH3 for the alkane propane is an example of

B. a condensed structural formula

Which of the following general types of compounds is always a heterocyclic compound?

B. a cyclic ether

For the pair of compounds, select a correct characterization from the response list: cyclohexene and benzene

B. have the same number of carbon atoms but are not constitutional isomers

In a secondary alcohol, the hydroxyl-bearing carbon atom

B. is attached to two other carbon atoms

(1) 2-Propanol is a secondary alcohol. (2) Methylphenols are also called catechols. (3) The compound 4-methoxy-2-butanol is both an alcohol and an ether.

B. only 2 of the statements are true

Match the following alcohol characteristics with names on the response list: contains isopropyl alcohol

B. rubbing alcohol

The four hydrogen atoms bonded to the central carbon atom in methane lie at the corners or apexes of a

B. tetrahedron

Which of the following statements concerning phenols is incorrect?

B. they easily dissolve in water

(1) Isopropyl alcohol and 1-propanol are two names for the same compound. (2) Ether molecules cannot hydrogen bond to one another. (3) Alcohol molecules have both polar and nonpolar character.

B. two of the three are true

(1) Common names for alcohols have two words and IUPAC names for alcohols are only one word. (2) Mild oxidizing agents readily oxidize tertiary alcohols. (3) Cyclic ethers are examples of heterocyclic organic compounds.

B. two of the three statements are true

(1) Menthol is a naturally occurring terpene alcohol with a minty odor. (2) THC, the active ingredient in marijuana, contains phenol, cyclic ether, and halogen functional groups. (3) Ether-type anesthetics in use today are usually halogenated compounds.

B. two of the three statements are true

Another name for p-diisopropylbenzene is

C. 1,4-diisopropylbenzene

For which of the following halogenated cycloalkanes is cis-trans isomerism possible?

C. 1-bromo-2-chlorocyclobutane

The correct IUPAC name for Hexagon CH3 is

C. 1-mythylcyclohexene

How many total atoms are present in a molecule of benzene?

C. 12

For the following compound, which is denoted using skeletal structural formulas, select from the response list the number of hydrogen atoms present in the compound. (hexagon)

C. 12 H atoms

For the following compound, which is denoted using skeletal structural formulas, select from the response list the number of hydrogen atoms present in the compound. C-C-C-C-C

C. 12 H atoms

The correct IUPAC name for Br-OH-Br to cyclohexane

C. 2,6-dibromophenol

Which of the following is a correct IPUAC name for a substituted cycloalkene?

C. 2-methlcyclopentene

The correct IUPAC name for CH3-CH(CH3)-OH is

C. 2-porpanol

For the pair of compounds, select a correct characterization from the response list: 2-pentene and 2-butene

C. Both exist as cis-trans isomers

Markovnikov's rule is needed to predict the product in the reaction between HCL and

C. CH2=CH-CH3

Select from the response list a compound that has both primary and quaternary carbon atoms present

C. CH3 CH3-C-CH3 CH3

Select from the response list a compound that has two alkyl groups present

C. CH3 CH3-C-CH3 CH3

Which of the following is a secondary alcohol?

C. CH3-CH2-CH2-CH(CH3)-OH

Which of the following molecules contains both an alkoxy group and a hydroxy group?

C. CH3-O-CH2-O-H

A cycloalkane having only one carbon-carbon double bond will have the general formula

C. CnH2n-2

Which of the following statements concerning saturated hydrocarbons is incorrect?

C. Every carbon atom present must be bonded to at least 2 hydrogen atoms

All of the following general formulas except one represent an ether. The exception is

C. H-O-R

Alcohols have higher boiling points than alkanes of similar molecular mass because

C. Hydrogen bonding occurs between alcohol molecules but not between alkane molecules

(1) Both 3-ethyl-2-methylnonane and 3-propyl-2-methylnonane are correct IUPAC names for alkanes. (2) CFCs are halogenated hydrocarbons in which both Cl and F are present. (3) The simplest family of unsaturated hydrocarbons is the alkanes.

C. Only one of the statements is true

(1) Cis-trans isomers have the same molecular formula and also the same structural formula. (2) Molecules of the compound 1,3-dichlorocyclohexane contain 12 hydrogen atoms. (3) The product from the reaction of one molecule of ethane with one molecule of Br2 is 1,2-dibromoethane.

C. Only one of the statements is true

(1) Natural gas and petroleum constitute the largest and most important sources of both alkanes and cycloalkanes. (2) The number of hydrogen atoms present in an alkane is always twice the number of carbon atoms plus two more. (3) Unbranched alkane boiling points decrease as carbon chain-length increases.

C. Only one of the statements is true

(1) The names propyl bromide and 1-bromopropane denote the same compound. (2) Compounds with the molecular formula C5H10 are alkanes and those with the formula C5H12 are cycloalkanes. (3) Alkanes readily undergo combustion when ignited to form H2 gas and elemental carbon.

C. Only one of the statements is true

For the following polymer, select a correct polymer characterization using the response list: natural rubber

C. Polymer in which the monomer is a substituted diene

How many carbon atoms are present in the alkane whose IUPAC name is 2, 2, 4 - trimethylpentane?

C. eight

Which of the following is a correct name-composition pairing for an alcohol?

C. glycerol; three carbon atoms and three OH groups

The common feature found in all unsaturated hydrocarbons is

C. one or more carbon-carbon multiple bonds

(1) Propyl alcohol and methoxyethane are constitutional isomers. (2) Zaitsev's rule is used in predicting the major organic product from intermolecular alcohol dehydration. (3) An older name for methyl alcohol is grain alcohol.

C. only one of the statements is true

(1) Terpenes are alkenes that contain five double bonds. (2) A vinyl group is formed when a hydrogen atom is removed from propylene. (3) Commonly used catalysts for the hydrogenation of an alkene are the metals nickel and platinum.

C. only one of the statements is true

1) Glycerin, a three-carbon diol, has a great affinity for moisture (water vapor). (2) Oxidation of a thiol produces a disulfide. (3) MTBE is a water-soluble polymeric alcohol.

C. only one of the statements is true

Which of the following alcohol oxidations is the listed oxidation product incorrect?

C. tertiary alcohol; carboxylic acid

The correct IUPAC name for CH3-CH(OH)-CH2-CH2-CH2-CH2(OH)

D. 1,5-hexanediol

For which of the following cycloalkanes is cis-transisomerism possible?

D. 1-ethyl-2-methylcyclodecane

Which of the following is an incorrect IUPAC name for a cycloalkane?

D. 3,3-cyclopentane

In which of the following pairs of alkanes are the two members of the pair constitutional isomers?

D. 3-methylnonane and 3, 4 - dimethylocatane

The correct IUPAC name for CH3-CH(CH3)-CH=CH3

D. 4-methyl-2-pentane

There are three 5-carbon alkane constitutional isomers. Their molecular formulas are, respectively

D. C5H12, C5H12, C5H12

From the response list, select the correct molecular formula for 2,3-dimetyl-2-pentene

D. C7H14

Which of the following statements concerning common alcohols is correct?

D. Ethanol can be produced by fermentation

For the following reaction, select a correct product characterization from the response list: CH2=CH-CH3+HCl--->

D. Markovnikov's rule is needed to predict the major organic product

For the following reaction, select a correct product characterization from the response list: CH2=CH-CH3+H2O --H2SO4-->

D. Markovnikov's rule is needed to preduct the major organic product

In which of the following alkanes are 10 carbon atoms present

D. More than one correct answer

Which of the following is a correct structural formula for an alkane?

D. More than one correct response

Which of the following statements concerning organic compounds is correct? a. Organic compounds are found only in non-living systems. b. Organic compounds are always soluble in water. c. Organic compounds cannot be found in nature; they must be synthesized in a laboratory. d. Organic compounds always contain the element carbon.

D. Organic compounds always contain the element carbon.

The bonding in benzene differs from that of other unsaturated hydrocarbons in that each carbon atom participates in

D. Three single bonds and one "delocalized" bond

Match the following alcohol characteristic with names in the response list: contains two -OH groups

D. ethylene glycol

The minimum number of carbon atoms required to form a branched chain alkane and a branched chain alkyl group are respectively

D. four and three

What is the common name for the halogenated hydrocarbon whose IUPAC name is 2-chloropropane

D. isopropyl chloride

For the following set of reactants and reaction conditions, select a correct product characterization from the response list: secondary alcohol, mild oxidizing agent

D. ketone

In which of the following alkanes are 13 covalent bonds present?

D. more than one correct answer

In which of the following alkanes does the number of substituents present equal the number of alkyl groups present?

D. more than one correct answer

Which of the following alkanes has an IUPAC name that contains the word butane?

D. more than one correct answer

Which of the following compounds contains two oxygen atoms

D. more than one correct answer

For which of the following alkanes are the products of complete combustion CO2 and H2O

D. more than one correct response

Which of the following addition polymers contain only two elements

D. more than one correct response

Which of the following is an example of an alkenyl group?

D. more than one correct response

Which of the following is an incorrect IUPAC name for disubstituted benzene?

D. more than one correct response

Which of the following addition polymers is produced from a diene monomer?

D. natural rubber

(1) Long-chain alcohols are generally more soluble in water than short-chain alcohols. (2) The compound ethyl methyl ether contains two alkoxy groups. (3) Rubbing alcohol is a 50-50 mixture by volume of isopropyl alcohol and water.

D. none of the statements are true

For the pair of compounds, select a correct characterization from the response list: 3-methylcyclobutene and 3,4-dimethylcyclobutene

D. one but not the other exists in cis-trans forms

For the following polymer, select a correct polymer characterization using the response list: poly(vinyl chloride)

D. polymer in which the monomer is a monosubstituted ethene

The distinction between a saturated hydrocarbon and an unsaturated hydrocarbon relates to

D. the number of multiple bonds present in the molecule

Which of the following is not a constitutional isomer of 1-pentene?

E. No correct response

The IUPAC name for the hydrocarbon CH3-CH2-CH2-CH-CH2-CH3 (hexagon)

c. 3-phenylhexane


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