Organic Reactions Summary
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Questions and Answers

Which reaction directly produces an aryl fluoride from an aryl diazonium salt?

  • Finkelstein Reaction
  • Sandmeyer's Reaction
  • Gatterman Reaction
  • Balz-Schiemann Reaction (correct)

Which of the following best describes the function of dry acetone in the Finkelstein reaction?

  • It acts as a catalyst, speeding up the reaction
  • It prevents unwanted side reactions by neutralizing the byproducts.
  • It acts as a solvent for the halogen exchange
  • It precipitates NaX, driving the reaction forward according to Le Chatelier’s principle (correct)

What is produced when two alkyl halides react with sodium metal in dry ether?

  • An alcohol
  • An alkane (correct)
  • An alkene
  • An aryl halide

What is the primary purpose of using a Lewis acid catalyst, such as anhydrous AlCl3, in Friedel-Crafts alkylation?

<p>To generate a carbocation, which is an electrophile (C)</p> Signup and view all the answers

Which reaction combines both an alkyl halide and an aryl halide using sodium metal to produce an alkylated arene?

<p>Wurtz-Fitting Reaction (B)</p> Signup and view all the answers

Which reaction directly results in the formation of a β-hydroxy ketone?

<p>Aldol Reaction of a ketone with a ketone (C)</p> Signup and view all the answers

In the Cannizzaro reaction, what type of products are formed from the disproportionation of an aldehyde?

<p>An alcohol and a carboxylic acid (D)</p> Signup and view all the answers

What is the primary application of the Gabriel Phthalamide Synthesis?

<p>Preparing primary amines (C)</p> Signup and view all the answers

Which reaction uses benzenesulfonyl chloride to distinguish between different types of amines?

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

What are the key reactants in a Rosenmund Reduction?

<p>RCOCl and H2 (D)</p> Signup and view all the answers

Which of the following reactions evolves carbon dioxide as a product?

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

What type of compound is typically produced by a coupling reaction?

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

Which reaction directly converts an amide to an amine with one fewer carbon atoms?

<p>Hoffmann Bromamide Reaction (B)</p> Signup and view all the answers

Flashcards

Gatterman Reaction

A reaction that replaces a diazonium group on an aromatic ring with a chlorine or bromine atom using CuCl or CuBr and the corresponding halogen acid.

Wurtz Reaction

A reaction used to prepare alkanes from alkyl halides by reacting two alkyl halides with sodium metal in dry ether.

Swartz Reaction

A reaction that introduces fluoride into an alkyl halide using a metallic fluoride like AgF, Hg2F2 or CoF2.

Sandmeyer Reaction

A reaction used to prepare aryl halides from aryl diazonium salts using copper(I) chloride or bromide.

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Friedel-Crafts Alkylation

A reaction for adding alkyl groups to an aromatic compound, particularly benzene, using an alkyl halide and a Lewis acid catalyst like AlCl3.

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Aldol Condensation

This reaction involves the nucleophilic addition of a carbanion of an enolate ion to the carbonyl group of an aldehyde or ketone, forming a β-hydroxy aldehyde, ketone, or a mixture of both.

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Cannizzaro Reaction

This reaction involves the disproportionation of two molecules of an aldehyde, where one molecule is reduced to an alcohol and the other is oxidized to a carboxylic acid.

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Kolbe's Electrolysis

This reaction involves the conversion of a carboxylic acid to an alkane by electrolysis. The process involves the formation of free radicals at the anode, which then combine to form the alkane.

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Hoffmann Bromamide Degradation

This reaction involves the conversion of a primary amide to a primary amine by treatment with bromine and alkali.

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Hinsberg Test

This test distinguishes primary, secondary, and tertiary amines based on their reaction with benzenesulfonyl chloride. Primary amines form a sulfonamide soluble in alkali, secondary amines form an insoluble sulfonamide, and tertiary amines do not react.

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Study Notes

Organic Reactions - Summary

  • Sandmeyer's Reaction: Aryl halides can be introduced into benzene rings by reacting benzene diazonium salts with copper(I) halides in the presence of a solvent like CuCl, CuBr.
  • Gattermann Reaction: Chlorine or bromine can be directly introduced into a benzene ring through diazonium salts. This is done using halogen acids and copper(I) salts.
  • Balz-Schiemann Reaction: Used to prepare aryl fluorides from diazonium salts using an appropriate reagent. Aryl fluorides are commonly synthesized from diazonium salts.
  • Finkelstein Reaction: Alkyl iodides can be synthesized from alkyl chlorides or bromides. This reaction utilizes sodium iodide. It can be preferential in the forward direction by precipitation of sodium halide, according to Le Chatelier's Principle.
  • Swartz Reaction: This reaction involves exchanging the halide of an alkyl or aryl halide with a metallic fluoride, often with silver fluoride.
  • Wurtz Reaction: Two alkyl halides react with sodium metal in dry ether to yield a longer-chain alkane.
  • Wurtz-Fittig Reaction: A combination of aryl and alkyl halides with sodium and dry ether. Generates an alkane compound
  • Fittig Reaction: Two aryl halides react with sodium metal under anhydrous ether conditions to produce a biaryl compound. The resulting product is a dimeric aryl compound.

Additional Reactions

  • Friedel-Crafts Alkylation: Alkylation of aromatic rings using acyl chloride, alkyl halides and anhydrous aluminum chloride.
  • Friedel-Crafts Acylation: Acyl chlorides react with aromatic rings in the presence of anhydrous aluminum chloride.
  • Reimer-Tiemann Reaction: Phenols are prepared using chloroform and sodium hydroxide under appropriate conditions.
  • Kolbe Reaction: Electrolysis of sodium salts of carboxylic acids yields alkanes.
  • Rosenmund Reaction: Preparation of aldehydes from alkyl chlorides or bromides. Uses palladium and hydrogen as catalysts.
  • Stephen Reaction: A method for converting nitriles into aldehydes via reduction with stannous chloride.
  • Etard Reaction: Used to introduce a methyl ketone group onto aromatic compounds that already have a substituent group. Utilizes chromium and copper chloride for conversion.
  • Gattermann-Koch Reaction: Introduction of formyl groups (-CHO) into aromatic rings. Uses carbon monoxide and a copper(I) halide catalyst with anhydrous aluminum chloride.
  • Clemmensen Reduction: Aldehydes or ketones are reduced into alkanes by using zinc amalgam and concentrated hydrochloric acid.
  • Wolf-Kishner Reduction: Conversion of aldehydes and ketones into alkanes through the use of a hydrazine and base.
  • Tollens Test: Detects the presence of aldehydes. A silver mirror appears due to the reaction.
  • Fehling's Test: A test for aldehydes. A brick-red precipitate forms due to the oxidation reaction.
  • Aldol Reaction: A reaction wherein aldehyde or ketone undergoes the addition to form a β-hydroxy aldehyde (or ketone) by using base catalyst.
  • Cannizzaro Reaction: Aldehydes lacking an alpha hydrogen atom undergo self-oxidation and self-reduction under basic conditions.
  • Kolbe Electrolysis: Reaction used to generate alkanes from carboxylic acid salts via electrolysis.
  • Volhard-Zelinsky Reaction: Reaction used to introduce halogens (X) at an α position in carboxylic acids with appropriate halogen X2.
  • Gabriel Phthalimide Synthesis: This synthesis is used to prepare primary amines. Using an appropriate alkyl halide, it forms N-alkyl phthalimide, which is then hydrolyzed to a primary amine.
  • Hoffmann Bromamide Reaction: Converting amides to primary amines with hydrazine and a base.
  • Carbylamine Reaction: Preparing isocyanides from primary amines using chloroform and potassium hydroxide.
  • Hinsberg Test: A test used to distinguish between primary, secondary, and tertiary amines. Using a benzenesulfonyl chloride reagent, this test produces different types of compounds based on the structure of amine.
  • Coupling Reactions: Benzene diazonium salts can couple with various nucleophiles to form substituted aromatic compounds.

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Organic Name Reactions PDF

Description

Explore key organic reactions including Sandmeyer's, Gattermann, and Balz-Schiemann. This quiz provides a concise overview of how to introduce various aryl and alkyl groups using diazonium salts and other reagents. Test your understanding of these foundational organic chemistry reactions.

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