Organic Chemistry: Alcohols and Carboxylic Acids

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Questions and Answers

Which functional group contains a carbonyl group bonded to at least one hydrogen atom?

  • Carboxylic acid
  • Alcohol
  • Ketone
  • Aldehyde (correct)

Which of the following is true regarding the naming of carboxylic acids?

  • The carboxylic acid group must always be located in the name.
  • The carboxylic acid group does not need to be located in the name. (correct)
  • The carboxylic acid group is always positioned at #2.
  • The carboxylic acid group is never positioned at #1.

Which suffix is used to indicate the presence of an aldehyde group in an open-chain structure?

  • -al (correct)
  • -ol
  • -anoic acid
  • -one

In a molecule with both an alcohol and a carboxylic acid group, which group takes naming priority according to IUPAC rules?

<p>The carboxylic group (D)</p> Signup and view all the answers

Which of the following is true about ketones?

<p>Ketones are less volatile than carboxylic acids of comparable molecular weights. (A)</p> Signup and view all the answers

When an alcohol group is present along with other higher priority functional groups, how is it named?

<p>Becomes 'hydroxy' (B)</p> Signup and view all the answers

Which of the following options correctly lists the functional groups in order of naming hierarchy?

<p>Carboxylic Acids &gt; Aldehydes &gt; Ketones &gt; Alcohols (C)</p> Signup and view all the answers

What is the correct IUPAC name for a six-carbon chain with a ketone on the second carbon?

<p>Hexan-2-one (A)</p> Signup and view all the answers

Which of the following statements accurately describes the key difference in structure between cis and trans isomers?

<p>Cis isomers have the higher priority substituents on the same side of the double bond, while trans isomers have them on opposite sides. (D)</p> Signup and view all the answers

Which suffix would be used to describe a 6-carbon ring with two carboxylic acid groups attached at the 1 and 2 positions?

<p>-dioic acid (C)</p> Signup and view all the answers

Flashcards

Alcohol

Organic compound with a hydroxyl (OH) functional group on an aliphatic carbon atom.

Carboxylic Acid

Organic compound containing a carboxyl functional group.

Aldehyde

Contain the carbonyl group bonded to at least one hydrogen atom (R-CHO).

Ketone

A carbonyl (C=O) group bound to two hydrocarbons (compounds that comprise only carbon and hydrogen atoms), or any other carbon-containing substituents.

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-ol suffix

Suffix used for alcohols in IUPAC nomenclature; requires location

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-anoic acid

Suffix used for carboxylic acids in IUPAC nomenclature; always at position #1, so location is unnecessary.

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-al suffix

Suffix used for aldehydes in IUPAC nomenclature; always at position #1, so location is unnecessary.

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-one suffix

Suffix used for ketones in IUPAC nomenclature; location required.

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Hydroxy

When alcohol appears with higher priority group

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"oxo"

When Ketone appears with higher priority group, or Carboxylic acids and Aldehydes

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Study Notes

  • Organic chemistry functional groups include alcohols, carboxylic acids, aldehydes, and ketones.

Alcohol

  • Defined as an organic compound that features a hydroxyl (OH) functional group attached to an aliphatic carbon atom.
  • Its general formula is R-OH.
  • Alcohols classified into primary (-C-OH), secondary (-C(OH)-C-), and tertiary (-C(OH)-C-C-) types.
  • The suffix "-ol" is added which requires location, such as in 3,5-dimethylhexan-1-ol.
  • In closed structures, "-ol is added and requires location, such as in 2-methylcyclobutan-1-ol
  • The suffix becomes "-diol" when appearing twice, as in 3,5-dimethylhexane-1,2-diol. When with other functional groups, it becomes "hydroxy".

Carboxylic Acid

  • Carboxylic Acid defined as an organic compound with a carboxyl functional group.
  • Has a general formula of R-COOH.
  • Always positioned at #1 so it is not necessary to include it in the name.
  • The suffix "-anoic acid" is used which indicates that it is always at #1, so location is not needed, as in 3,5 - dimethylhexanoic acid.
  • The suffix "-carboxylic acids" is also used, always at #1.
  • Cis and Trans configurations are applicable
  • The suffix becomes "-dioic acid" if appearing twice, as in 3,5-dimethylhexane-1,2-dioic acid.
  • Highest priority among functional groups, becoming substituents when combined.

Aldehyde

  • Defined as containing a carbonyl group bonded to at least one hydrogen atom (R-CHO).
  • Features a R-CHO general formula.
  • Considered the most important functional group, derived from alcohol dehydration.
  • IUPAC Naming rules apply, noting vowel-consonant and consonant-vowel writing
  • The suffix: -al always at #1. Do not need to locate, such as 3,5 – dimethylhexanal
  • Structures use: Suffix: -carbaldehyde always at #1. Do not need to locate, such as 2-methylcyclobutane carbaldehye
  • The suffix becomes "-dial" when appearing twice, as in 3,5-dimethylhexane-1,2-dial.
  • Higher than alcohol and ketone, becoming "oxo" with carboxylic acid.

Ketone

  • Refers to compounds with a carbonyl (C=O) group bound to two hydrocarbons or other carbon-containing substituents.
  • Has a general formula: R-O-R.
  • Tends not to "self-associate", making them more volatile than alcohols and carboxylic acids with comparable molecular weights.
  • Will never be at #1 and must be located, such as in 3,5 – dimethylhex-2-one.
  • Suffix: - one LOCATE IT Ex: 2-methylcyclobutan-1-one
  • When appearing twice becomes Suffix: -dione Ex: 3,5 - dimethylhexane-1,2-dione
  • When with other functional groups becomes oxo with carboxylic acid and Aldehydes.

Hierarchy

  • Hierarchy of Priority: Carboxylic Acids > Aldehydes > Ketones > Alcohols > Bonds > Halogens > Alkyls

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