Ch. 4 - Alkanes and CycloalkanesWorksheetSee all chapters
All Chapters
Ch. 1 - A Review of General Chemistry
Ch. 2 - Molecular Representations
Ch. 3 - Acids and Bases
Ch. 4 - Alkanes and Cycloalkanes
Ch. 5 - Chirality
Ch. 6 - Thermodynamics and Kinetics
Ch. 7 - Substitution Reactions
Ch. 8 - Elimination Reactions
Ch. 9 - Alkenes and Alkynes
Ch. 10 - Addition Reactions
Ch. 11 - Radical Reactions
Ch. 12 - Alcohols, Ethers, Epoxides and Thiols
Ch. 13 - Alcohols and Carbonyl Compounds
Ch. 14 - Synthetic Techniques
Ch. 15 - Analytical Techniques: IR, NMR, Mass Spect
Ch. 16 - Conjugated Systems
Ch. 17 - Aromaticity
Ch. 18 - Reactions of Aromatics: EAS and Beyond
Ch. 19 - Aldehydes and Ketones: Nucleophilic Addition
Ch. 20 - Carboxylic Acid Derivatives: NAS
Ch. 21 - Enolate Chemistry: Reactions at the Alpha-Carbon
Ch. 22 - Condensation Chemistry
Ch. 23 - Amines
Ch. 24 - Carbohydrates
Ch. 25 - Phenols
Ch. 26 - Amino Acids, Peptides, and Proteins

Ringed structures are easy to name, you just need to use a new prefix (aka –cyclo)!

Hint: Benzene and a cyclohexane are NOT the same thing. Remember, benzene has double bonds in it!

Understanding Cycloalkanes

Concept #1: How to find the root name for cycloalkanes 

In general, we assign the root name to the portion of the alkane that has the greater number of carbons

Example #1: Determine the root carbon name for the following structure 

Example #2: Determine the root carbon name for the following structure 

Numbering Monocyclic Cycloalkanes

If you only have one substituent on your ring, the numerical location is unnecessary! 

Concept #2: Why it is okay to omit a single location for monocyclics 

Time to complete those names. Let's give it a try.

Example #3: Name the following alkane 

Example #4: Name the following alkane 

Great job! Did you remember to include the location for the first example? Remember, that location is not optional!

Introduction to Bicyclics

Bicyclics are also forms of cycloalkanes, but since they are not monocyclic, they have completely different rules for naming! (See next topic)

Concept #3: What is a bicyclic molecule? 

Additional Problems
For each of the following IUPAC names draw the skeletal structure in the space provided below. cyclopentylcyclooctane                                                        trans-1,3-diethyl-cyclopentane
What is the systematic name for each of the following  compounds:
The general molecular formula for alkanes is  CnH2n+2. What is the general molecular formula for:  (a) Cycloalkanes 
Write a bond-line formula for each of the following compounds: (k) 1,4-Dicyclopropylhexane  
Write a bond-line formula for each of the following compounds: (o) Cyclopentylcyclopentane  
Give systematic IUPAC names for each of the following:  
Draw each of the following compounds: (b) 1,2,3,4-Tetramethylcycloheptane
Write the structure and give the IUPAC systematic name of an alkane or cycloalkane with the formulas (c) C6H12 that has only primary and secondary hydrogen atoms.  
Write a structural formula for each of the following compounds:  (c) 4-Isobutyl-1,1-dimethylcyclohexane
Write a structural formula for each of the following compounds: (d) sec -Butylcycloheptane 
Write a structural formula for each of the following compounds: (e) Cyclobutylcyclopentane 
Using the method outlined in Section 2.13, give an IUPAC name for each of the following alkyl groups, and classify each one as primary, secondary, or tertiary:
Please answer the following questions for the compound given below. a) Provide a name b) How many methine groups are there? c) Give the molecular formula for this compound d) For the number of Cs that you gave in the moleular formula for this problem, what is the maximum possible number of Hs? e) How many secondary Hydrogens are there? f) How many quaternary Cs are there?
Write the structure and give the IUPAC systematic name of an alkane or cycloalkane with the formulas (d) C8H14 that has 12 secondary and 2 tertiary hydrogen atoms.  
Write structural formulas for each of the following: (k) 1,1-Diallylcyclopropane
For the compound given below, provide a name.   
Which one is the molecular formula of a cyclohexyl group? a) C6H6 b) C6H5 c) C6H12 d) C6H11
Write the IUPAC name of the following line structure. Ignore R and S while naming.
For the two questions below, an incorrect name has been given for an alkane. To answer these questions, you will need to draw the structure described by the incorrect name. Once you have drawn the structure, use the nomenclature rules to assign the correct name to the alkane. The incorrect name is: 2-methyl-3-ethylcyclohex-3-ene. What is the correct name of this alkane? A. 6-ethyl-1-methylcyclohex-1-ane B. 6-ethyl-1-methylhex-1-ene C. 1-ethyl-6-methylcyclohex-1-ene D. 1-ethyl-6-methylhex-1-ene E. None of the above
In the box, give the  IUPAC name for the following hydrocarbon.
Name the compound below: cis-1-ethylcyclobutane, trans-1-ethylcyclobutane 1-ethylbutane, 1-ethylcyclobutane
What is the lUPAC name for the compound shown below?
Click the "draw structure" button to activate the drawing utility.Enter the structure corresponding to the IUPAC name. 1-sec-butyl-3-isopropylcyclopentane
Name the following compound. Be sure to answer all parts. 
The following names are incorrect. Draw the structure of the compound and provide the correct IUPAC name. Molecule #1: 1, 3-dimethylcyclopropane 
What is the IUPAC name for the following alkane?
Name: Formula: C11H22
4-ethyl-1, 1-dimethylcyclohexane 
Name the following cycloalkane
What is the IUPAC name for the compound shown in the attached image?a. di(1,2-dimethyl)cycloheptaneb. 1,2,4,5-tetramethylcycloheptanec. 1,3,4,6-tetramethylcycloheptaned. 1,2,5,6-tetramethylcycloheptane 
Name the following cycloalkane
What the correct IUPAC name for the compound shown in the attached image?a. 2-bromo-1-ethyl-2-methylcyclopropaneb. 1-bromo-3-ethyl-1-methylcyclopropanec. 1-bromo-1-ethyl-2methylcyclopropaned. 1-bromo-2-ethyl-1-methylcyclopropane  
Name the following cycloalkane
Draw the structure for 1,3-dinitrocyclobutane. Use the shortcut tool for adding the nitro group.
Draw the structure of 1,1-dimethylcyclohexane.
Draw 1-bromo-2-chloro-3-fluorocyclobutane.
Click on the carbon atom that should be designated as #1 when naming this compound systematically. Give the systematic name for the compound. Spelling and punctuation count! 
Provide an acceptable name for the compound shown below.
What is the IUPAC name of the following compound?
What is the IUPAC name for the compound shown below?
What is the IUPAC name of the following compound?
What is the IUPAC name for the compound shown below?
Select the correct IUPAC name for the following cycloalkane: a. 1-methyl-1-ethylcyclopropane b. 1-ethyl-1-methylcyclopropane c. 1,1-methylethylcyclobutane d. 1-ethyl-1-propylcycloputane
What is the IUPAC name for the compound shown below?
Name the following cycloalkane
Select the correct name for the following compound.7-ethyl-5-propylcycloheptene 3-ethyl-5-propylcyclohexene 2-ethyl-4-propylcycloheptene 6-ethyl-4-propylcycloheptene3-ethyl-5-propylcycloheptene
Give the systematic name for the compound. Spelling and punctuation count!