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Chapter 25: PROBLEM 25.29 (page 1029)

Question: Draw鈥倀he鈥俻roduct鈥俧ormed鈥倃hen鈥俥ach鈥俢ompound鈥俰s鈥倀reated鈥倃ith鈥侼aNO2鈥俛苍诲鈥侣颁濒.

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

Question: a. Explain why phentermine phCH2CCH32NH2 can't be made by a reductive amination reaction.

b. Give a systematic name for phentermine, one of the components of the banned diet drug fen鈥損hen.

Devise a synthesis of each compound from aniline C6H5NH2as starting material.

a

b

c

Question: (a) What two components are needed to prepare para red by azo coupling? (b) What two components are needed to prepare alizarine yellow R?

Answer the following questions about benzphetamine, a habit-forming diet pill sold under the trade name Didrex

  1. Label the stereogenic center(s).
  2. What amide(s) can be reduced to form benzphetamine?
  3. What carbonyl compound and amine can be used to make benzphetamine by reductive amination? Draw all possible methods.
  4. What products are formed by Hofmann elimination from benzphetamine? Label the major product.

Question: LSD (a hallucinogen) and codeine (a narcotic) are structurally more complex derivatives of 2-phenylethanamine. Identify the atoms of 2-phenylethanamine in each of the following compounds.

a.

b.
See all solutions

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