Diazonium Salts & Nucleophilic Aromatic Substitution: Crash Course Organic Chemistry #47 | Summary and Q&A

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March 2, 2022
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Diazonium Salts & Nucleophilic Aromatic Substitution: Crash Course Organic Chemistry #47

TL;DR

Sodium nitrite is a food additive that gives cured meats a pink color and prevents bacterial growth. It can also be used in chemistry reactions with amines to distinguish between primary, secondary, and tertiary molecules.

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Key Insights

  • 😋 Sodium nitrite is a food additive used in cured meats to enhance color and prevent bacterial growth.
  • 🫢 Nitrous acid can react with amines to produce nitrogen gas, toxic nitrosamine, or soluble salts.
  • 🧂 Alkyl diazonium salts are unstable and can form reactive carbocations, while aryl diazonium salts undergo nucleophilic substitution reactions.
  • ❓ Nitration, reduction, diazetization, and substitution are important steps in aromatic chemistry.
  • 😋 Azo dyes, made from diazonium salts, are commonly used as food colorings.
  • 👥 Nucleophilic aromatic substitution reactions involve electron withdrawing groups and leaving groups ortho or para to them.

Transcript

you can review content from crash course organic chemistry with the crash course app available now for android and ios devices hi i'm daboki chuck rivardi and welcome to crash course organic chemistry lots of foods are bright reds and pinks from the natural hues of a raspberry or a beet to the amped up colors of pepperoni red velvet cake or pretty ... Read More

Questions & Answers

Q: What is the purpose of sodium nitrite in cured meats?

Sodium nitrite gives cured meats a bright pink color, acts as a substitute for oxygen, and prevents the growth of dangerous bacteria.

Q: How does nitrous acid react with amines?

Nitrous acid can react with primary amines to form nitrogen gas, with secondary amines to form toxic nitrosamine, and with tertiary amines to form soluble salts.

Q: What is the product of the reaction between nitrous acid and primary amines?

The product of this reaction is a diazonium salt, which contains a nitrogen triple bond.

Q: How do aryl diazonium salts undergo substitution reactions?

Substitution reactions can replace the nitrogen group in aryl diazonium salts using nucleophiles like halide ions, hydroxide, or cyanide.

Summary & Key Takeaways

  • Sodium nitrite is a food additive that gives cured meats a pink color and prevents bacterial growth.

  • Nitrous acid can react with amines to produce various compounds, such as nitrogen gas, toxic nitrosamine, and soluble salts.

  • Alkyl diazonium salts are unstable and can form reactive carbocations, while aryl diazonium salts can undergo nucleophilic substitution reactions.

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