Review Topics…

Going over Online Practice Exam (Please turn in a copy).

Topics for Exam

Multiple Choice Questions

Practice Exam One

Cl

Cl

or

CH3

H

H

H

Other topics or Questions?

IsomersFunctional groupsMelting/boiling pointsCis/trans in cycloalkane rings & double bonds

Isomers…Draw any isomer of decane in the space

below (just not n-decane)…(or draw in your composition books)…

Possible isomers…

The easiest one for me to do is to draw 1 fewer carbons in the“main” chain, and then add a methyl somewhere…

Key is to keep the number of carbons at 10! (and of course, the hydrogens at 22).

Functional Groups…Draw a ketone in your composition book…

What is this type of functional group?

O

Draw a ketone in your composition book…

Remember they contain a carbonyl with two carbons attached…

What is this type of functional group?

This is an ether…

O

O

Melting Point/Boiling Point

Rank the following in terms of decreasing boiling point (i.e. highest on the left side)…

a b

c

d

______ > ______ > ______ > ________

C & D have 8 carbons, D is higher b/c it is a straight chain.

A has 5 carbons and B only 4, so A is higher than B.

a b

c

d

__d____ > ___c___ > __a____ > _____b___

Naming (emphasizing cis & trans)…Name the following compound

Draw trans-2-heptene

F

H3C

answers…

Name the following compound

This is cis-1-fluoro-4-methyl cycloheptane

Draw trans-2-heptene

F

H3C

Exam SetupMultiple choice Questions (please bring a

green scantron)

Short Answer Questions (drawing structures, giving names, etc.).

Reaction Page (6-7 reactions where you draw in the reagent or product).

Multiple Choice Questions (time permitting)

1. All except which of the following are formulas of organic compounds?

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a) C4H10

b) CH3CH2OH c) KCl d) CH3CH2Cl

1. All except which of the following are formulas of organic compounds?

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a) C4H10

b) CH3CH2OH c) KCl d) CH3CH2Cl

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a) CH2

b) CH4

c) C2H4

d) C2H6

2. The simplest hydrocarbon is _______.

2. The simplest hydrocarbon is _______.

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a) CH2

b) CH4

c) C2H4

d) C2H6

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3. The raw material from which most hydrocarbons are obtained is _______.

a) gasoline b) petroleum c) animal fats d) vegetable oils

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3. The raw material from which most hydrocarbons are obtained is _______.

a) gasoline b) petroleum c) animal fats d) vegetable oils

4. The IUPAC name for the following alkane is _______.

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a) 2,3-dimethylpentane b) 3-ethyl-2-methylbutane c) 3,4-dimethylpentane d) 2-methyl-3-ethylbutane

4. The IUPAC name for the following alkane is _______.

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a) 2,3-dimethylpentane b) 3-ethyl-2-methylbutane c) 3,4-dimethylpentane d) 2-methyl-3-ethylbutane

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5. Which is NOT a gas?

a) methane b) ethene c) acetylene d) octane

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5. Which is NOT a gas?

a) methane b) ethene c) acetylene d) octane

6. Compounds comprised of the same number and kinds of atoms, but different in their atomic arrangement are known as_______.

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a) isotopes b) isomers c) homologs d) allotropes

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a) isotopes b) isomers c) homologs d) allotropes

6. Compounds comprised of the same number and kinds of atoms, but different

in their atomic arrangement are known as_______.

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7. The one element necessarily present in every organic compound is_______.

a) hydrogen b) oxygen c) carbon d) nitrogen

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7. The one element necessarily present in every organic compound is_______.

a) hydrogen b) oxygen c) carbon d) nitrogen

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8. In the name cyclohexane, the prefix “cyclo-” means that_______.

a) the compound is explosive b) the carbon atoms are joined in a ring c) the compound is a derivative of benzene d) the carbons have a valence of three

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8. In the name cyclohexane, the prefix “cyclo-” means that_______.

a) the compound is explosive b) the carbon atoms are joined in a

ring c) the compound is a derivative of

benzene d) the carbons have a valence of three

9. How many compounds having the formula C3H8 are possible?

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a) one b) two c) three d) four

9. How many compounds having the formula C3H8 are possible?

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a) one b) two c) three d) four

10. The IUPAC name for the following cycloalkane is_______.

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a) 3-bromo-4-chlorocyclopentane b) 1-bromo-2-chlorocyclopentane c) 3-chloro-4-bromocyclopentane d) 4-chloro-3-bromocyclopentane

Cl

Br

10. The IUPAC name for the following cycloalkane is_______.

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a) 3-bromo-4-chlorocyclopentane b) 1-bromo-2-chlorocyclopentane c) 3-chloro-4-bromocyclopentane d) 4-chloro-3-bromocyclopentane

Cl

Br

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a) chloroethylene b) chloroethene c) methylene chloride d) vinyl chloride

11. Which is NOT an appropriate name for

CH2=CH-Cl?

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a) chloroethylene b) chloroethene c) methylene chloride d) vinyl chloride

11. Which is NOT an appropriate name for

CH2=CH-Cl?

12. If octane and water are mixed, the result is_______.

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a) an emulsion b) a clear solution of hexane dissolved in water c) a layer of octane sitting on top of a layer of water d) a layer of water sitting on top of a layer of octane

12. If octane and water are mixed, the result is_______.

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a) an emulsion b) a clear solution of hexane dissolved in water c) a layer of octane sitting on top of a layer of water d) a layer of water sitting on top of a layer of octane

13. In ethylene, the two carbons are joined by a(n)_______.

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a) single bond b) double bond c) triple bond d) ionic bond

13. In ethylene, the two carbons are joined by a(n)_______.

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a) single bond b) double bond c) triple bond d) ionic bond

1. Which compound does not contain a double bond?

propylenebuteneacetylenecyclohexene

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1. Which compound does not contain a double bond?

propylenebuteneacetylenecyclohexene

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3. The IUPAC name for the following compound is_______.

ethylcyclopentene1-ethylcyclopentene3-ethylcyclopentene4-ethylcyclopentene

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3. The IUPAC name for the following compound is_______.

ethylcyclopentene1-ethylcyclopentene3-ethylcyclopentene4-ethylcyclopentene

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4. Restricted rotation around double bonds results in_______.

structural isomerismgeometric isomerismstereoisomerismfused ring compounds

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4. Restricted rotation around double bonds results in_______.

structural isomerismgeometric isomerismstereoisomerismfused ring compounds

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5. Which of the following molecules would you expect to be capable of possessing geometric isomers?

1-bromopropanebutenediethyl etherphenol

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5. Which of the following molecules would you expect to be capable of possessing geometric isomers?

1-bromopropanebutenediethyl etherphenol

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6. An isomer that has the substituents located on the same side of a double bond is said to be a _______ isomer.

structuralcistransstereo

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6. An isomer that has the substituents located on the same side of a double bond is said to be a _______ isomer.

structuralcistransstereo

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7. The name of the product in the following equation is_______.

2-pentyne + 2H2

2-heptyne2-pentenepentanecyclopentene

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7. The name of the product in the following equation is_______.

2-pentyne + 2H2

2-heptyne2-pentenepentanecyclopentene

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Br CH3CHCH2CH3

CH3CH=CHCH3Br

CH3CHCH2CH3Br

CH3CH=CCH3

Br

8. The product for the following reaction using Markovnikov’s rule is_______.

CH3CH=CHCH3 + HBr

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Br CH3CHCH2CH3

CH3CH=CHCH3Br

CH3CHCH2CH3Br

CH3CH=CCH3

Br

8. The product for the following reaction using Markovnikov’s rule is_______.

CH3CH=CHCH3 + HBr

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9. Addition reactions are characteristic of_______.

alkanesalkenesalkynesaromatics

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9. Addition reactions are characteristic of_______.

alkanesalkenesalkynesaromatics

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10. The IUPAC name for the following compound is_______.

1-chloro-2-methylbenzene 2-chlorotoluene 2-methyl-1-chlorobenzene 6-chlorotoluene

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Cl

10. The IUPAC name for the following compound is_______.

1-chloro-2-methylbenzene 2-chlorotoluene 2-methyl-1-chlorobenzene 6-chlorotoluene

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Cl

11. Benzene and its derivatives are commonly known as_______.

cycloalkanescycloalkenescycloalkynesaromatics

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11. Benzene and its derivatives are commonly known as_______.

cycloalkanescycloalkenescycloalkynesaromatics

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12. Two adjacent substituents on a benzene ring are said to be_______.

1,1-disubstitutedortho to one anothermeta to one anotherpara to one another

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12. Two adjacent substituents on a benzene ring are said to be_______.

1,1-disubstitutedortho to one anothermeta to one anotherpara to one another

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13. If two positions on a benzene ring are substituted, how many isomers are possible?

onetwothreefour

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13. If two positions on a benzene ring are substituted, how many isomers are possible?

onetwothreefour

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