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4. Alkanes and Cycloalkanes

IUPAC Naming

4. Alkanes and Cycloalkanes

IUPAC Naming

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The different parts of an IUPAC name

The different parts of an IUPAC name

Johnny Betancourt

Learning Alkane Prefixes up to 12 Carbons in Length

Learning Alkane Prefixes up to 12 Carbons in Length

Johnny Betancourt

Naming the root chain

Naming the root chain

Johnny Betancourt

How to determine the direction of the root chain

How to determine the direction of the root chain

Johnny Betancourt

Name the longest carbon chain

Name the longest carbon chain

Johnny Betancourt

Name the longest carbon chain

Name the longest carbon chain

Johnny Betancourt

How to identify and locate branches (substituents)

How to identify and locate branches (substituents)

Johnny Betancourt

Name the longest carbon chain and substituents

Name the longest carbon chain and substituents

Johnny Betancourt

Proper name ordering and punctuation

Proper name ordering and punctuation

Johnny Betancourt

Provide the IUPAC name for the following alkane

Provide the IUPAC name for the following alkane

Johnny Betancourt

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Practice this topic

Multiple Choice

What is the IUPAC name of the following molecule?

Textbook Question

1. Without looking at the structures, give molecular formulas for the compounds in Problem-3-8 (a) and (b). (a) 4-(1,1-dimethylethyl)octane (b) 5-(1,2,2-trimethylpropyl)nonane 2. Use the names of the groups to determine the number of carbon atoms; then use the (2n+2) rule.

Textbook Question

All of the following names are incorrect or incomplete. In each case, draw the structure (or a possible structure) and name it correctly. a. 3-ethyl-4-methylpentane b. 2-ethyl-3-methylpentane c. 3-dimethylhexane

Textbook Question

Give structures and names for a. the five isomers of C6H14

Textbook Question

Name the following alkanes and haloalkanes. When two or more substituents are present, list them in alphabetical order. a. CH3CH(CH2CH3)CH2CH3

Textbook Question

All of the following names are incorrect or incomplete. In each case, draw the structure (or a possible structure) and name it correctly. a. 3-ethyl-4-methylpentane b. 2-ethyl-3-methylpentane c. 3-dimethylhexane

Textbook Question

Draw the structures of the following compounds. a. 4-(1,1-dimethylethyl)octane

Textbook Question

Which of the following structures represent the same compound? Which ones represent different compounds? a. <

Textbook Question

Provide IUPAC names for the following compounds. a. (CH3)2CHCH2CH3 b. CH3—C(CH3)2—CH3 c.

Textbook Question

Give the IUPAC names of the following alkanes. a. CH3C(CH3)2CH(CH2CH3)CH2CH2CH(CH3)2 b.

Textbook Question

Name the following alkanes and haloalkanes. When two or more substituents are present, list them in alphabetical order. c. d.

Textbook Question

The following names are all incorrect or incomplete, but they represent real structures. Draw each structure and name it correctly. e. 2-cyclohexylbutane f. 2,3-diethylcyclopentane

Textbook Question

The following names are all incorrect or incomplete, but they represent real structures. Draw each structure and name it correctly. c. 5-chloro-4-methylhexane d. 2-dimethylbutane

Textbook Question

All of the following names are incorrect or incomplete. In each case, draw the structure (or a possible structure) and name it correctly. d. 4-isobutylheptane e. 2-bromo-3-ethylbutane f. 2,3-diethyl-5-isopropylheptane

Textbook Question

Draw the structures of the following compounds. c. 3,3-diethyl-4-(2,2-dimethylpropyl)octane

Textbook Question

Draw the structures of the following compounds. b. 5-(1,2,2-trimethylpropyl)nonane

Textbook Question

Provide IUPAC names for the following compounds. d. e. f.

Textbook Question

A student was given the structural formulas of several compounds and was asked to give them systematic names. How many did the student name correctly? Correct those that are misnamed. h. 5-ethyl-2-methylhexane

Textbook Question

A student was given the structural formulas of several compounds and was asked to give them systematic names. How many did the student name correctly? Correct those that are misnamed. g. 3,3-dichlorooctane

Textbook Question

Draw a condensed structure and a skeletal structure for each of the following: l. 5-isopropyldecane

Textbook Question

Draw a condensed structure and a skeletal structure for each of the following: k. 3,4-dimethyloctane

Textbook Question

What is each compound's systematic name? h.

Textbook Question

What is each compound's systematic name? g. CH3CH2C(CH2CH3)2CH2CH2CH3

Textbook Question

Draw skeletal structures for the following: f. 2,6-dimethyl-4-(2-methylpropyl)decane

Textbook Question

Draw skeletal structures for the following: e. 2-methyl-4-(1-methylethyl)octane

Textbook Question

Give the systematic names for all alkanes with molecular formula C7H16 that do not have any secondary hydrogens.

Textbook Question

Draw the structure for each of the following: (e) 2,5-dimethyl-4-(2-methylpropyl)octane

Textbook Question

Draw the structure for each of the following: (d) 2,4,5-trimethyl-4-(1-methylethyl)heptane

Textbook Question

A student was given the structural formulas of several compounds and was asked to give them systematic names. How many did the student name correctly? Correct those that are misnamed. k. 2-methyl-2-isopropylheptane

Textbook Question

Draw a condensed structure and a skeletal structure for each of the following: g. 4-(1,1-dimethylethyl)heptane

Textbook Question

(•••) Correct the following incorrect names using standard IUPAC nomenclature. [Draw a compound that corresponds to the incorrect name, and then rename it.] (c) 6-ethyl-3-methyloctane

Textbook Question

(•••) Correct the following incorrect names using standard IUPAC nomenclature. [Draw a compound that corresponds to the incorrect name, and then rename it.] (d) 4-butyldecane

Textbook Question

(•••) Correct the following incorrect names using standard IUPAC nomenclature. [Draw a compound that corresponds to the incorrect name, and then rename it.] (b) 1,5-dimethylcyclohexane

Textbook Question

Name the following alkanes using the IUPAC system of nomenclature. [Each molecule exemplifies one of the nomenclature rules in Tables 3.7 and 3.8.] (k) rule 6

Textbook Question

Name the following alkanes using the IUPAC system of nomenclature. [Each molecule exemplifies one of the nomenclature rules in Tables 3.7 and 3.8.] (n) rule 7

Textbook Question

(•••) Correct the following incorrect names using standard IUPAC nomenclature. [Draw a compound that corresponds to the incorrect name, and then rename it.] (a) 4-methylhexane

Textbook Question

What is each compound's systematic name? d.

Textbook Question

Draw the structure for each of the following: (c) 4,4-diethyldecane

Textbook Question

What is each compound's systematic name? e.

Textbook Question

Draw the structure for each of the following: (a) 2,2-dimethyl-4-isopropyloctane

Textbook Question

Draw the structure that corresponds with each name. a. 3-ethyloctane b. 4-isopropyldecane

Textbook Question

Draw the structure for each of the following: (f) 4-(1,1-dimethylethyl)octane

Textbook Question

b. Give each isomer its systematic name.

Textbook Question

Draw the structure and give the systematic name for a compound with molecular formula C5H12 that has (c) one tertiary hydrogen

Textbook Question

Name the following alkanes using the IUPAC system of nomenclature. [Each molecule exemplifies one of the nomenclature rules in Tables 3.7 and 3.8.]

(j) rule 5

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Textbook Question

What is each compound’s systematic name?

i. <IMAGE>

Textbook Question

What is each compound’s systematic name?

e. <IMAGE>

f. <IMAGE>

Textbook Question

a. There are 18 isomeric alkanes of molecular formula C8H18. Draw and name any eight of them.

Textbook Question

For each molecular formula, draw all the isomeric alkynes, and give their IUPAC names. Circle the acetylenic hydrogen of each terminal alkyne.

b. (b) C6H10 (seven isomers)

Textbook Question

Using the general molecular formula for alkanes:

a. Predict the molecular formula of the

C28 straight-chain alkane.

Textbook Question

Draw a condensed and a skeletal structure for each of the following: (b) 2,2,5-trimethylhexane

Textbook Question

Make a model of propane (C3H8), and draw this model using dashed lines and wedges to represent bonds going back and coming forward.

Textbook Question

(•••) Correct the following incorrect names using standard IUPAC nomenclature. [Draw a compound that corresponds to the incorrect name, and then rename it.]

(a) 4-methylhexane

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