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Chapter 25: PROBLEM 25.29 (page 1029)

Question: Draw the product formed when each compound is treated with NaNO2 and HCl.

a.

b.

c.

d.


Short Answer

Expert verified

Answer

a.

b.

c.

d.

Step by step solution

01

Diazotization reaction

The diazotization reaction occurs between an amine and NaNO2 , HCl. The reagent gives the nitrous acid, which the amine substrate attacks to form products.

02

Reaction of primary, secondary amine

  • The primary amine on the reaction with NaNO2 and HCl gives a salt.
  • The secondary amine on the reaction with NaNO2 and HCl gives a nitrosoamine product.
03

Explanation

a. The given amine is a primary amine which gives the product as:

Product formation from a.

b. The given amine is a secondary amine which gives the product as:

Product formation from b.

c. The given amine is a secondary amine which gives the product as:

Product formation from c.

d. The given amine is a primary amine which gives the product as:

Product formation from d.

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Most popular questions from this chapter

What carbonyl and nitrogen compounds are needed to make each compound by reductive amination? When more than one set of starting materials is possible, give all possible methods.

(a)

(b)

(c)

Question: Rank the following compounds in order of increasing basicity and explain the order you chose.

Rank the following compounds in order of increasing basicity and explain the order you chose.

Question: What nitro compound, nitrile, and amide are reduced to each compound?

a.

b.

c.

Question: What starting materials are needed to prepare each drug using reductive amination? Give all possible pairs of compounds when more than one route is possible.

a.

b.
See all solutions

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