Ch. 4 - Alkanes and CycloalkanesSee 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

Now it’s time to start naming functional groups! We’ll start with alkyl halides because they are some of the easiest to name. 

Concept #1: How to name alkyl halides 

In summary:

  • Alkyl halides are named as substituentsnot modifiers (they are named before the chain, not within it).
  • Alkyl halides don't get priority when deciding where to start numbering a chain. We must start with the closest substituent.

 

Use the following prefixes for the halogens:

Example #1: Name the following compound 

Reminder: Always select the root chain before moving onto common substituents!

 

Quick tip for this next one:

  • Even though alkyl halides have no priority in numbering by location, they still have priority in alphabetical order. 

Example #2: Name the following compound 

Yeah, I know that one sucked. Sorry, just trying to help you guys kill this topic!

Additional Problems
For each of the following structures, give a complete systematic IUPAC name. Be sure to indicate stereochemistry where this is pertinent.
Give systematic IUPAC names for each of the following:  
Give systematic IUPAC names for each of the following:  
Tell what is meant by an homologous series and illustrate your answer by writing structures for an homologous series of alkyl halides.  
In a search for fluorocarbons having anesthetic properties, 1,2-dichloro-1,1-difluoropropane was subjected to photochemical chlorination. Two isomeric products were obtained, one of which was identified as 1,2,3-trichloro-1,1-difluoropropane. What is the structure of the second compound? 
Provide line-angle structures and/or names for the following (the groups Cl and Br are named chloro and bromo, respectively):  
Name each of the following compounds according to substitutive IUPAC nomenclature:  (a) (CH3)2CHCH2CH2CH2Br
Name each of the following compounds according to substitutive IUPAC nomenclature:   (c) Cl3CCH2Br
Name each of the following compounds according to substitutive IUPAC nomenclature: 
Name each of the following compounds according to substitutive IUPAC nomenclature: 
Each of the following is a functional class name developed according to the 1993 and 2004 IUPAC recommendations. Alkyl group names of this type are derived by naming the longest continuous chain that includes the point of attachment, numbering in the direction so as to give the substituted carbon the lower number. The -e ending of the corresponding alkane is replaced by - yl, which is preceded by the number corresponding to the substitued carbon bracketed by hyphens. Write a structural formula for each alkyl halide. (a) 6-Methylheptan-3-yl chloride
Each of the following is a functional class name developed according to the 1993 and 2004 IUPAC recommendations. Alkyl group names of this type are derived by naming the longest continuous chain that includes the point of attachment, numbering in the direction so as to give the substituted carbon the lower number. The -e ending of the corresponding alkane is replaced by - yl, which is preceded by the number corresponding to the substitued carbon bracketed by hyphens. Write a structural formula for each alkyl halide.  (b) 2,2-Dimethylpentan-3-yl bromide 
Draw the structure described by this name:  2-bromo-3-isopropylbutane    Which statement below is  TRUE? A. The name  2-bromo-3-isopropylbutane  is CORRECT B. The correct name of this molecule is  5-bromo-3,4-dimethylpentene C. The correct name of this molecule is   2-bromo-3,4-dimethylpentane D. The correct name of this molecule is   4-bromo-2,3-dimethylpentane E. No statement above is true
Name the following compounds
Draw the following compound. 2–bromo–1,4–dimethylcyclohexane
What is the systematic name of this compound? a) Triethylmethane chloride b) Triethyl-tert-butyl chloride c) 1-chloro-1,1-diethylethane d) 3-chloro,3-ethylpentane
Name the following compound.   
Provide the complete IUPAC name for the following structure.
Give systematic (IUPAC) name for the following compound Spell out the full name of the compound. 
What is the correct name of this molecule, according to IUPAC rules? (A) 2-bromo-5, 5-dimethylheptane (B) 5-bromo-2-ethyl-2-methylhexane (C) 2-bromo- 5-ethyl-5-methylhexane (D) 3, 3-dimethyl-6-bromoheptane
What is the name of this compound?
What is the IUPAC name for the substance whose structural formula is given below?
What is the IUPAC name for the molecule below?a. 2-chloro-4-ethyl-1,5-dimethylcyclohexane b. 4-chloro-2-ethyl-1,5-dimethylcyclohexane c. 1-chloro-5-ethyl-2,4-dimethylcyclohexane d. 5-chloro-1-ethyl-2,4-dimethylcyclohexane
Give the IUPAC name for the following compound. a. 2-chloro-4-isopropyl-2,6-dimethyloctane b. 2,6-dimethyl-2-chloro-4-isopropyloctane c. 7-chloro-5-isopropyl-3,7-dimethyloctane d. 4-chloro-2-isopropyl-2,6-dimethyloctane e. 2-chloro-4-isopropyl-2,7-dimethyloctane
Which is the correct name of the following molecule?
What is the common name for the following compound?
Give an IUPAC name for the compound below.  Br2CHCH2Cl 
What is the correct IUPAC name of this compound? Select one:a. dibromoethylhexaneb. 3-ethyl-3, 4-dibromohexanec. 3, 4-dibromo-3-ethylhexaned. 3-bromo-4-bromo-3-ethylhexane 
Give an IUPAC name for the compound below. BrCH2CH2CH2Cl 
What is the correct IUPAC name of this compound? Select one:a. 2, 4-dibromohexaneb. 2, 5-dibromohexanec. 1, 4-dibromo-1-methylpentaned. 2, 5-bromohexane