Chemistry Chapter 14 Flashcards
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Questions and Answers

What is the solubility prediction for testosterone in water?

Testosterone is insoluble in water.

What type of alcohol is characterized by the location of the OH group?

Secondary

What is the name of the compound with an OH group on the benzene ring and Cl in the para position?

para-chlorophenol

Which alcohol is more soluble in water, and why?

<p>Compound 2 is more soluble due to having three hydroxy groups (OH) which increase hydrogen bonding.</p> Signup and view all the answers

Which alcohol is more soluble in water, and why?

<p>Compound 2 is more soluble due to branching that decreases the surface area of nonpolar hydrogen molecules.</p> Signup and view all the answers

What is the correct name for the compound known as ortho-fluorophenol?

<p>ortho-fluorophenol</p> Signup and view all the answers

What is the solubility prediction for garlic acid in water?

<p>Garlic acid is soluble in water.</p> Signup and view all the answers

What explains the difference in boiling points between ethanol and dimethyl ether?

<p>Ethanol can hydrogen bond, but dimethyl ether cannot.</p> Signup and view all the answers

What is the correct name for the alcohol shown as cyclopentanol?

<p>cyclopentanol</p> Signup and view all the answers

What is the name of the compound presented as 3-bromophenol?

<p>3-bromophenol</p> Signup and view all the answers

What is the correct IUPAC name for 5,6-dimethyl-1-heptanol?

<p>5,6-dimethyl-1-heptanol</p> Signup and view all the answers

What is the correct IUPAC name for the compound shown as 2-butanol?

<p>2-butanol</p> Signup and view all the answers

What is the correct IUPAC name for 2-chloro-1-propanol?

<p>2-chloro-1-propanol</p> Signup and view all the answers

What is the correct IUPAC name for 4,4-dimethyl-2-pentanol?

<p>4,4-dimethyl-2-pentanol</p> Signup and view all the answers

What is the systematic name for the compound trans-3-chlorocyclohexanol?

<p>trans-3-chlorocyclohexanol</p> Signup and view all the answers

What is the systematic name for cis-3-chlorocyclohexanol?

<p>cis-3-chlorocyclohexanol</p> Signup and view all the answers

A ketone is produced by the oxidation of what type of alcohol?

<p>secondary alcohol</p> Signup and view all the answers

What type of compound is produced by the dehydration of an alcohol?

<p>alkene</p> Signup and view all the answers

What starting compound can synthesize the shown compound?

<p>cyclohexene</p> Signup and view all the answers

What are the missing components in the reaction?

<p>H+, heat</p> Signup and view all the answers

What will be produced when a primary alcohol is oxidized mildly?

<p>aldehyde</p> Signup and view all the answers

What type of compound is produced from the oxidation of a primary alcohol?

<p>aldehyde or carboxylic acid</p> Signup and view all the answers

What type of compound do tertiary alcohols produce upon oxidation?

<p>none, they do not oxidize</p> Signup and view all the answers

What is the major organic product of the dehydration of 1-propanol?

<p>1-propene</p> Signup and view all the answers

What type of organic compound is CH₃CH₂CH₂OCH₂CH₃ classified as?

<p>ether</p> Signup and view all the answers

What type of reaction do ethers commonly undergo?

<p>few reactions, stable under normal conditions.</p> Signup and view all the answers

What is the name of the ether represented as dicyclopentyl ether?

<p>dicyclopentyl ether</p> Signup and view all the answers

What is the common name for the compound known as ethyl methyl ether?

<p>ethyl methyl ether</p> Signup and view all the answers

What are the two alcohols required to produce the ether shown?

<p>ethanol and isopropanol</p> Signup and view all the answers

What type of bond is found between two -SH groups in proteins?

<p>disulfide bond</p> Signup and view all the answers

What is the general structure of a disulfide?

<p>R-S-S-R</p> Signup and view all the answers

What is the IUPAC name for CH₃CH₂CH₂CH₂SH?

<p>1-butanethiol</p> Signup and view all the answers

Which element is present in a thiol?

<p>S</p> Signup and view all the answers

What is the common name for methyl phenyl sulfide?

<p>methyl phenyl sulfide</p> Signup and view all the answers

What is the IUPAC name for 2-propanethiol?

<p>2-propanethiol</p> Signup and view all the answers

What is the IUPAC name for 3,5-dimethyl-1-cyclohexanethiol?

<p>3,5-dimethyl-1-cyclohexanethiol</p> Signup and view all the answers

What is the correct name for 5-chloropentanal?

<p>5-chloropentanal</p> Signup and view all the answers

What is the correct IUPAC name for 2-chloro-3-methylbutanal?

<p>2-chloro-3-methylbutanal</p> Signup and view all the answers

What is the correct IUPAC name for 2,3-dichlorobutanal?

<p>2,3-dichlorobutanal</p> Signup and view all the answers

What is the correct name for the ketone 2-bromo-7-methyl-3-octanone?

<p>2-bromo-7-methyl-3-octanone</p> Signup and view all the answers

What is the correct IUPAC name for 5-ethyl-2-heptanone?

<p>5-ethyl-2-heptanone</p> Signup and view all the answers

What does the hydration of a ketone produce?

<p>a secondary alcohol</p> Signup and view all the answers

What type of compound does reducing a ketone with NaBH₄ produce?

<p>secondary alcohol</p> Signup and view all the answers

What is produced by the oxidation of an aldehyde?

<p>carboxylic acid</p> Signup and view all the answers

What can 2-pentanone be prepared from?

<p>2-pentanol</p> Signup and view all the answers

What is the product formed from the hydrogenation of butanal?

<p>1-butanol</p> Signup and view all the answers

What does the addition of an alkoxy group to an aldehyde's carbonyl produce?

<p>hemiacetal</p> Signup and view all the answers

What is the IUPAC name for the compound shown as 2,3-pentanediol?

<p>2,3-pentanediol</p> Signup and view all the answers

What is the correct name for the compound 4-iodo-3,3-dimethyl-2-pentanol?

<p>4-iodo-3,3-dimethyl-2-pentanol</p> Signup and view all the answers

What is the major organic product from the dehydration of 2-hexanol?

<p>2-hexene</p> Signup and view all the answers

What is the name of the ether presented as phenyl propyl ether?

<p>phenyl propyl ether</p> Signup and view all the answers

Study Notes

Solubility and Structure

  • Testosterone is a steroid, largely nonpolar, making it insoluble in water.
  • Alcohol functional groups can bond with water, enhancing solubility based on the number of such groups present.

Classification of Alcohols

  • Alcohols are classified as primary, secondary, or tertiary based on the carbon atom attached to the -OH group.
  • Secondary alcohols have the -OH group on a carbon that is attached to two other carbons.

Phenol Structures

  • Para-chlorophenol contains an -OH group on the benzene ring and a chlorine atom in the para position.
  • Ortho-fluorophenol features a -OH group on the benzene with a chlorine atom in the ortho position.

Alcohol Solubility Comparisons

  • Compound 2, with three -OH groups, shows greater solubility in water compared to compound 1, which has only one -OH group.
  • Increased branching in molecular structure often reduces the surface area of nonpolar regions, leading to better solubility.

Organic Compound Classification

  • Compounds like CH₃CH₂CH₂OCH₂CH₃ are classified as ethers.
  • Ethers typically maintain stability and require extreme conditions for reactions.

Alcohol Reactions

  • Dehydration of alcohols leads to the formation of alkenes, such as propene from 1-propanol.
  • The oxidation of primary alcohols results in the formation of aldehydes or carboxylic acids.

Functional Group Transformations

  • A secondary alcohol oxidizes to form a ketone.
  • A mild oxidizing agent will convert a primary alcohol into an aldehyde.

Key Products and Reactions

  • Hydrogenation of aldehydes produces primary alcohols, like 1-butanol from butanal.
  • Hydration of ketones results in secondary alcohols.

Nomenclature

  • Common names for ethers include ethyl methyl ether and phenyl propyl ether.
  • Specific IUPAC names for various compounds must adhere to established naming conventions.

Sulfides and Disulfides

  • Disulfides are compounds featuring two -SH groups linked by a sulfur-sulfur bond (R-S-S-R).
  • Thiols contain sulfur, and their general formula is characterized by the presence of the -SH group.

Aldehyde and Ketone Reactivity

  • The oxidation process converts aldehydes to carboxylic acids.
  • Compounds like 2-pentanone can be synthesized from their corresponding alcohol by oxidation.

Conclusion

  • Understanding the structure-function relationship of alcohols, phenols, ethers, and their reactions is essential for predicting solubility, reactivity, and product formation in organic chemistry.

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Dive into the key concepts of Chemistry Chapter 14 with these flashcards. Test your understanding of solubility, alcohol classification, and phenolic compounds. Perfect for quick reviews or exam preparation.

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