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Chapter 25: PROBLEM 25.39 (page 1041)

Question: Draw the structure that corresponds to each name.

  1. N-isobutylcyclopentanamine
  2. tri-tert-butylamine
  3. N, N-diisopropylaniline
  4. N-methyl pyrrole
  5. N-methylcyclopentanamine
  6. 3-methylhexan-2-amine
  7. 2-sec-butylpiperidine
  8. (S)-heptan-2-amine

Short Answer

Expert verified

Answer

a.N-isobutylcyclopentanamine

b. tri-tert-butylamine

c. N, N-diisopropylaniline

d. N-methyl pyrrole

e.N-methylcyclopentanamine

f. 3-methylhexan-2-amine

g. 2-sec-butylpiperidine

h. (S)-heptan-2-amine

Step by step solution

01

Rules for drawing the structure from the name of the compound

  • First find the parent chain/group name and draw the number of carbons .
  • Identity the functional group from suffix.
  • Add the substituents to the carbon atom.
  • Add hydrogen atom to balance the valency of carbon.
02

Structures of the compounds

a.Draw cyclopentane and add N-isobutyl group

Structure of N-isobutylcyclopentanamine

b. Draw ammonia and replace all three hydrogens with tert-butyl group.

Structure of tri-tert-butylamine

c. Draw aniline and replace two hydrogens attached to nitrogen with isopropyl group.

Structure of N, N-diisopropylaniline

d. Draw pyrrole and replace hydrogen attached to nitrogen with a methyl group .

Structure of N-methyl pyrrole

e. Draw cyclopentane and add N-methyl group .

Structure of N-methylcyclopentanamine

f. Draw 6-membered carbon chain and add amino group on second carbon and methyl group on third carbon.

Structure of 3-methylhexan-2-amine

g. Draw piperidine structure and add secondary butyl group on second carbon.

Structure of 2-sec-butylpiperidine

h. Draw 7-membered carbon chain and add amino group on second Carbon.

Structure of (S)-heptan-2-amine

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