Organic Chemistry: Naming Alkanes

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Questions and Answers

Which statement accurately describes alkanes?

  • They contain carbon, hydrogen, and oxygen atoms.
  • They are fully saturated hydrocarbons containing only carbon and hydrogen atoms. (correct)
  • They are unsaturated hydrocarbons containing only single bonds.
  • They contain double or triple bonds between carbon atoms.

What is the general formula for alkanes?

  • $C_nH_{n+2}$
  • $C_nH_{2n}$
  • $C_nH_{2n+2}$ (correct)
  • $C_nH_{2n-2}$

Which of the following is correct regarding IUPAC nomenclature?

  • It depends on trivial names.
  • It is used only for cycloalkanes.
  • It is optional for naming complex organic molecules.
  • It standardizes the naming of chemical compounds. (correct)

In IUPAC nomenclature, what does the 'locant' refer to?

<p>The position of the primary functional group or branches. (D)</p> Signup and view all the answers

When identifying the parent hydrocarbon in an alkane, which of the following rules takes precedence?

<p>The longest continuous carbon chain. (A)</p> Signup and view all the answers

When numbering the main carbon chain, what is the priority?

<p>Start numbering from the end closest to the first branch point. (A)</p> Signup and view all the answers

What should you do if two or more branches are present at equal distance from both ends of the parent chain?

<p>Choose the numbering that gives the lowest number to the substituent encountered first. (B)</p> Signup and view all the answers

How should multiple identical alkyl groups be indicated in the IUPAC name?

<p>Combine them using prefixes like di-, tri-, tetra-, etc., with appropriate locants. (A)</p> Signup and view all the answers

When writing the full IUPAC name of an alkane, how are the prefixes, locants, parent name, and suffix connected?

<p>As a one single word, using hyphens to separate the different prefixes. (D)</p> Signup and view all the answers

In what order should branches be listed when naming alkanes?

<p>Alphabetical order. (A)</p> Signup and view all the answers

What is the systematic name for the isobutyl group?

<p>2-methylpropyl (D)</p> Signup and view all the answers

What is the common name for 1,1-dimethylethyl group?

<p>Tert-butyl (C)</p> Signup and view all the answers

When naming a complex branch, how should it be treated?

<p>Named as if it was a separate compound, with numbering starting at the point of attachment to the main chain. (C)</p> Signup and view all the answers

What is the primary difference in the general formula between cycloalkanes and alkanes?

<p>Cycloalkanes have two fewer hydrogen atoms. (D)</p> Signup and view all the answers

When naming substituted cycloalkanes, where do you begin numbering the carbon atoms in the ring?

<p>At the carbon where you have the first substitution. (C)</p> Signup and view all the answers

For a disubstituted cycloalkane, what is the cis relationship?

<p>Substituents are on the same side of the ring. (A)</p> Signup and view all the answers

What is the IUPAC name for a 7-carbon continuous chain alkane?

<p>Heptane (C)</p> Signup and view all the answers

Consider a compound named 4-ethyl-2-methylhexane. What is the total number of carbon atoms in the longest continuous chain?

<p>6 (B)</p> Signup and view all the answers

Which of the following names follow the correct IUPAC nomenclature for a branched alkane?

<p>3-methyl-2-ethylpentane (D)</p> Signup and view all the answers

In the name '3,3-dimethylpentane', what does the prefix 'di-' indicate?

<p>Two methyl groups are attached to the third carbon atom of the pentane chain. (D)</p> Signup and view all the answers

Which of the following is the correct systematic name for sec-butyl group?

<p>1-methylpropyl (D)</p> Signup and view all the answers

Which carbon atom should be numbered as '1' in a monosubstituted cycloalkane?

<p>The carbon atom bearing the substituent. (B)</p> Signup and view all the answers

Considering the molecule 1-ethyl-3-methylcyclohexane, what relationship exists between the ethyl and methyl groups?

<p>They are separated by two carbon atoms. (B)</p> Signup and view all the answers

How does the presence of a ring affect the number of hydrogens in a cycloalkane compared to a straight-chain alkane with the same number of carbons?

<p>The cycloalkane has two fewer hydrogens. (D)</p> Signup and view all the answers

In a substituted cycloalkane, if there are several substituents, how should the ring be numbered?

<p>To give the lowest possible numbers to the substituents, following alphabetical order for substituents. (A)</p> Signup and view all the answers

What distinguishes the 'iso' prefix from 'sec' or 'tert' prefixes in alkyl group nomenclature?

<p>'iso' describes branching at the second-to-last carbon of the chain, whereas 'sec' and 'tert' indicate the degree of substitution of the carbon directly attached to the parent chain. (C)</p> Signup and view all the answers

Flashcards

What are alkanes?

Hydrocarbons containing only carbon and hydrogen atoms with single covalent bonds, fully saturated with hydrogen.

IUPAC Nomenclature

Prefix-Locant-Parent-Suffix

Parent Hydrocarbon

Identify the longest continuous carbon chain in the molecule.

What is a Branch Point?

The location where a branch, or substituent, is attached to the main carbon chain.

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Numbering the Main Chain

Begin numbering the carbon chain from the end closest to the first branch point.

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Writing Alkane Names

Use hyphens to separate prefixes, commas to separate numbers, and list branches in alphabetical order.

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What are Cycloalkanes?

Prefix 'cyclo-' to alkane name, general formula Câ‚™Hâ‚‚â‚™.

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Numbering Substituents on Cycloalkanes

Start counting the carbons in the ring at the point of the first substitution.

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What is a Cis-Cycloalkane?

Substituents are on the same side of the ring.

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What is a Trans-Cycloalkane?

Substituents are on opposite sides of the ring.

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Study Notes

  • MED-108 Organic Chemistry Lecture 2 focuses on naming organic compounds from their structure and drawing chemical structures from their names.

Naming Alkanes

  • Alkanes are hydrocarbons containing only carbon (C) and hydrogen (H) atoms.
  • Alkanes are fully saturated with hydrogen.
  • Alkanes contain only single covalent bonds.
  • Alkanes have a general formula of CnH2n+2.

Rules for Naming Alkanes

  • The International Union of Pure and Applied Chemistry (IUPAC) provides the nomenclature rules.
  • The general structure of an alkane name follows the format: Prefix-Locant-Parent-Suffix.
  • The prefix indicates what and where the branches are.
  • The locant indicates where the primary functional group is located.
  • The parent indicates the total number of carbons present.
  • The suffix indicates what the primary functional group is.

Step 1: Find the Parent Hydrocarbon

  • Identify the longest continuous carbon chain.
  • Choose the chain with the larger number of branches, leave out smaller branches.
  • The parent chain forms the backbone of the molecule.
  • Naming Alkanes also uses prefix + "-ane", where the prefix is based on number of carbons and -ane stands for alkANE

Step 2: Number the Main Chain

  • Begin numbering at the end that is nearest to the first branch point.
  • If the first branch point is equidistant, proceed to use the second branch point.

Step 3: Identify and Number Branches

  • Identify alkyl groups attached to the main chain.
  • Combine two methyl groups into dimethyl, and state locants like "3,6-dimethyl"
  • Ensure there are as many numbers as there are branches along the chain.

Step 4: Write the Name as a Single Word

  • Use hyphens (-) to separate different prefixes.
  • Use commas (,) to separate numbers from each other.
  • List branches in alphabetical order.

Step 5: Naming Complex Branches

  • Name a complex branch as if it was itself a compound

Alkyl Groups Names

  • Some alkyl groups, like isobutyl, sec-butyl, and tert-butyl, have trivial names.
  • sec- is attached to a carbon that holds another 2 carbons.
  • tert- is attached to a carbon that holds another 3 carbons.

Naming Cycloalkanes

  • Cycloalkanes are cyclic alkanes.
  • Cycloalkanes have the general formula CnH2n.
  • "Cyclo-" precedes the alkane name to indicate the cyclic structure such as cyclopropane, cyclobutane, cyclopentane, and cyclohexane.

Substituted Cycloalkanes

  • Start counting the carbons where you have the first substitution.
  • E.g. 1-bromo-2-methycyclohexane
  • E.g. 1-cyclopropyl-3-methycyclobutane

Cis and Trans Cycloalkanes

  • Cis: Substituents are on the same side of the ring.
  • Trans: Substituents are on opposite sides of the ring.

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