Log out Go to App
Go to App

Learning Materials

Features

Discover

Chapter 22: Problem 73

How would you synthesize each of the following? a. 1,2-dibromopropane from propene b. acetone (2-propanone) from an alcohol c. tert-butyl alcohol (2-methyl-2-propanol) from an alkene (See Exercise 68.) d. propanoic acid from an alcohol

Short Answer

Expert verified
a. To synthesize 1,2-dibromopropane from propene, perform a halogenation reaction with an excess of Br2 under UV light. b. To synthesize acetone from an alcohol, oxidize 2-propanol using an oxidizing agent such as \(KMnO_4\) or \(H_2CrO_4\). c. (See Exercise 68.) d. To synthesize propanoic acid from an alcohol, oxidize 1-propanol using an oxidizing agent such as \(KMnO_4\) or \(H_2CrO_4\).

Step by step solution

01

Analyzing the reactants and the product

Propene is an alkene with the formula C3H6. The target molecule is 1,2-dibromopropane, a molecule with two bromine atoms attached to adjacent carbon atoms. The required reaction for this transformation is the addition of two bromine atoms to the double bond.
02

Performing the reaction

In order to synthesize 1,2-dibromopropane from propene, we need to perform a halogenation reaction with bromine (Br2). To do this, add an excess of Br2 to propene under UV light. The bromine molecules will be added across the double bond, resulting in 1,2-dibromopropane. b. acetone (2-propanone) from an alcohol
03

Analyzing the reactants and the product

The target molecule is acetone, a ketone with the formula \(C_3H_6O\). The starting material is an alcohol. The required reaction for this transformation is the oxidation of the secondary alcohol to a ketone.
04

Performing the reaction

To synthesize acetone from an alcohol, start with 2-propanol, a secondary alcohol, as the reactant. Oxidize 2-propanol using an oxidizing agent such as potassium permanganate (\(KMnO_4\)) or chromic acid (\(H_2CrO_4\)). This will convert the secondary alcohol to a ketone, forming acetone (2-propanone). c. tert-butyl alcohol (2-methyl-2-propanol) from an alkene (See Exercise 68.) d. propanoic acid from an alcohol
05

Analyzing the reactants and the product

The target molecule is propanoic acid, a carboxylic acid with the formula \(C_2H_5COOH\). The starting material is an alcohol. The required reaction for this transformation is the oxidation of a primary alcohol to a carboxylic acid.
06

Performing the reaction

To synthesize propanoic acid from an alcohol, start with 1-propanol, a primary alcohol, as the reactant. Oxidize 1-propanol using an oxidizing agent such as potassium permanganate (\(KMnO_4\)) or chromic acid (\(H_2CrO_4\)). This will convert the primary alcohol to a carboxylic acid, forming propanoic acid.

Unlock Step-by-Step Solutions & Ace Your Exams!

  • Full Textbook Solutions

    Get detailed explanations and key concepts

  • Unlimited Al creation

    Al flashcards, explanations, exams and more...

  • Ads-free access

    To over 500 millions flashcards

  • Money-back guarantee

    We refund you if you fail your exam.

Start your free trial

Over 30 million students worldwide already upgrade their learning with Vaia!

One App. One Place for Learning.

All the tools & learning materials you need for study success - in one app.

Get started for free

Most popular questions from this chapter

Give two examples of saturated hydrocarbons. How many other atoms are bonded to each carbon in a saturated hydrocarbon?

In the presence of light, chlorine can substitute for one (or more) of the hydrogens in an alkane. For the following reactions, draw the possible monochlorination products. $$ 2,2 \text { -dimethylpropane }+\mathrm{Cl}_{2} \longrightarrow $$ $$ 1,3 \text { -dimethylcyclobutane }+\mathrm{Cl}_{2} \stackrel{\mathrm{hn}}{\longrightarrow} $$ $$ 2,3 \text { -dimethylbutane }+\mathrm{Cl}_{2} \stackrel{\mathrm{w}}{\longrightarrow} $$

Cumene is the starting material for the industrial production of acetone and phenol. The structure of cumene is Give the systematic name for cumene.

Draw structural formulas for each of the following alcohols Indicate whether the alcohol is primary, secondary, or tertiary. $$ \begin{array}{ll}{\text { a. } 1-\text { butanol }} & {\text { c. } 2 \text { -methyl- } 1 \text { -butanol }} \\ {\text { b. } 2 \text { -butanol }} & {\text { d. } 2 \text { -methyl-2-butanol }}\end{array} $$

Choose one of the following terms to match the description given in statements (1)–(17). All of the following pertain to proteins or carbohydrates. a. aldohexose b. saliva c. cellulose d. \(\mathrm{CH}_{2} \mathrm{O}\) e. cysteine f. denaturation g. disaccharides h. disulfide i. globular j. glycogen k. glycoside linkage 1\. hydrophobic m. ketohexoses n. oxytocin o. pleated sheet p. polypeptide q. primary structure (1) polymer consisting of many amino acids (2) linkage that forms between two cysteine species (3) peptide hormone that triggers milk secretion (4) proteins with roughly spherical shape (5) sequence of amino acids in a protein (6) silk protein secondary structure (7) water-repelling amino acid side chain (8) amino acid responsible for permanent wave in hair (9) breakdown of a protein’s tertiary and/or secondary structure (10) animal polymer of glucose (11) OCOOOCO bond between rings in disaccharide sugars (12) empirical formula leading to the name carbohydrate (13) where enzymes catalyzing the breakdown of glycoside linkages are found (14) six-carbon ketone sugars (15) structural component of plants, polymer of glucose (16) sugars consisting of two monomer units (17) six-carbon aldehyde sugars
See all solutions

Recommended explanations on Chemistry Textbooks

Chemical Reactions

Read Explanation

Making Measurements

Read Explanation

Chemistry Branches

Read Explanation

Ionic and Molecular Compounds

Read Explanation

Chemical Analysis

Read Explanation

The Earths Atmosphere

Read Explanation
View all explanations

What do you think about this solution?

We value your feedback to improve our textbook solutions.

Study anywhere. Anytime. Across all devices.

Sign-up for free