MED-108 Organic Chemistry Lecture 1

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Questions and Answers

Which functional group contains a nitrogen atom directly bonded to a carbonyl carbon?

  • Amide (correct)
  • Nitrile
  • Nitro
  • Amine

Which of the following organic compounds is classified as an ether?

  • CH3CH2OH
  • CH3CHO
  • CH3OCH3 (correct)
  • CH3COOH

What is the IUPAC name for a straight-chain alkane containing ten carbon atoms?

  • Octane
  • Undecane
  • Nonane
  • Decane (correct)

Which of the following alkyl groups contains three carbon atoms and is attached to the main chain through the central carbon atom?

<p>Isopropyl (D)</p> Signup and view all the answers

A molecule is represented in skeletal form as a hexagon with alternating single and double bonds. What is the corresponding Lewis structure?

<p>Benzene (D)</p> Signup and view all the answers

Which of the following statements accurately describes the role of functional groups in organic chemistry?

<p>Functional groups are specific structural features that dictate the chemical properties of organic compounds. (A)</p> Signup and view all the answers

Consider two organic molecules with significantly different overall structures. What must they have in common to exhibit similar chemical properties?

<p>A shared functional group. (D)</p> Signup and view all the answers

Which of the following functional groups contains a carbonyl group ($C=O$)?

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

What type of organic compound is characterized by a carbon atom single-bonded to a halogen atom (F, Cl, Br, or I)?

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

Which of the following is a characteristic structural feature of thiols?

<p>A sulfur-hydrogen bond (-SH). (B)</p> Signup and view all the answers

What is the general chemical formula for alkanes?

<p>$C_nH_{2n+2}$ (D)</p> Signup and view all the answers

In organic nomenclature, what does the prefix 'oct-' indicate?

<p>Eight carbon atoms. (C)</p> Signup and view all the answers

Which type of structural formula is best for quickly representing complex organic molecules by showing only bonds and the carbon skeleton?

<p>Skeletal structure (A)</p> Signup and view all the answers

When naming branched alkanes, which of the following steps is crucial for ensuring the lowest possible numbers are assigned to the branches?

<p>Numbering the carbon atoms in the parent chain from the end closest to the nearest branch. (B)</p> Signup and view all the answers

What is the difference between a primary, secondary, and tertiary alkyl halide?

<p>The number of carbon atoms bonded to the carbon atom bearing the halogen. (D)</p> Signup and view all the answers

Flashcards

Functional Group

A specific group of atoms within a molecule that is responsible for characteristic chemical reactions of that molecule.

Organic Compound Families

Grouping organic compounds based on their structural similarities and shared functional groups.

Alkanes

Organic molecules consisting of only carbon and hydrogen atoms arranged in a chain.

Alkyl group

A univalent group derived from an alkane by removing one hydrogen atom.

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Skeletal Structures

Simplified representation of organic molecules where carbon atoms are implied at line junctions and ends, and hydrogen atoms are not explicitly drawn.

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Carbonyl Group

A functional group containing a carbon-oxygen double bond (C=O).

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Alcohols

An alcohol with a hydroxyl (-OH) group attached to the carbon chain.

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Arenes

A family of aromatic alkenes

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Alkyl Halides

Carbon single bonded to a halogen (F, Cl, Br, I).

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Organic Nomenclature

Naming alkanes

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Study Notes

  • MED-108 is the course code.
  • The lecture is about organic chemistry, and this is lecture 1.

LOBs Covered:

  • The main goals are to identify functional groups and categorize organic compounds into families.
  • Naming the first ten straight-chain alkanes, identifying common alkyl groups by name and structure, and converting Lewis structures to skeletal form, and vice versa, are also important.

Families of Organic Compounds:

  • There are 50 million known organic compounds.
  • Organic compounds are organized into families based on common structural features to avoid chemical chaos.
  • Chemical properties are determined by specific structural features.
  • Functional groups are specific structural features shared by organic compounds ensuring similar chemical properties despite structural differences.

Example - Alcohols:

  • Ethanol and cholesterol share similar behavior, due to the presence of an -OH Hydroxyl group.

Selected Functional Groups:

  • Carbon-Carbon Double or Triple Bonds: Alkenes, Alkynes and Arenes (aromatic Alkenes).
  • Carbon – single bond – electronegative atom: Alkyl halides.
  • Carbon - single bond – hydroxyl group: Alcohols.
  • OH is the Hydroxyl group

Ethers

  • Carbon - single bond – electronegative atom (0)
  • Examples inclue Diethyl ether, ethyl ether, ether, Methyl phenyl ether, anisole, 3-methoxyhexane, and Tetrahydrofuran

Phosphates

  • Carbon - single bond - electronegative atom (phosphate group)
  • A phosphate is present in the hydrophilic head

Amines

  • Carbon - single bond – electronegative atom (N)
  • Includes Ammonia, A 1º amine, A 2º amine and A 3º amine

Selected Functional Groups & Carbon single bonds

  • Carbon - single bond – electronegative atom (S): Thiols, Sulfides and Disulfides
  • Carbon-oxygen double bonded (Carbonyl group): Aldehyde, Ketone, Carboxylic acid Ester and Amide

Organic Nomenclature

  • Alkanes form nomenclature basis
  • Naming alkanes uses naming prefix + -ane

Alkanes

  • Alkane family names form the basis of all organic nomenclature.
  • Alkanes are fully saturated with hydrogen atoms and involve only single covalent bonds.
  • General Chemical Formula = CnH2n+2

Alkane Nomenclature

  • Methane: CH4
  • Ethane: C2H6
  • Propane: C3H8
  • Butane: C4H10
  • Pentane: C5H12
  • Hexane: C6H14
  • Heptane: C7H16
  • Octane: C8H18
  • Nonane: C9H20
  • Decane: C10H22

Alkane Structures

  • Alkanes can be represented through Lewis or Kekulé, condensed, or skeletal structures.

Branches on Alkanes

  • Many alkanes have branches off the main chain

Branched Alkane Nomenclature Steps

  • Step 1: find the longest continuous C chain in the molecule, this is the core of the naming
  • Step 2: number the Cs on the longest chain
  • Step 3: the branches should be on the lowest possible number

Branched Alkanes - Alkyl Groups

  • Alkyl groups are alkanes missing a hydrogen.

Alkyl Group Examples:

  • Methyl group: CH3-
  • Ethyl group: CH3-CH2-
  • Propyl group (or "n-propyl" group): CH3-CH2-CH2-
  • Isopropyl group: CH3-CH- where the last carbon is connected to a methyl group above and below
  • Butyl group (or "n-butyl group"): CH3-CH2-CH2-CH2-
  • Isobutyl group: CH3-CH-CH2- where the first carbon is connected to a methyl group above
  • sec-butyl group: CH3-CH2-CH- where the last carbon is connected to a methyl group above
  • tert-butyl group (or "t-butyl group"): CH3-C where the last carbon is connected to a methyl group above and below

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