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Draw the structure and give the systematic name for a compound with molecular formula C5H12 that has

a. only primary and secondary hydrogens.

b. only primary hydrogens.

c. one tertiary hydrogen.

d. two secondary hydrogens.

Short Answer

Expert verified

Because pentane is the name of the parent hydrocarbon with the molecular formula the longest continuous chain has 5 carbons. Now, draw and number the parent hydrocarbon.

Determine substituents

Now, arrange the parentcarbon in such a way so that contains only primary and secondary hydrogen.

  • A primary hydrogen is a hydrogen that is attached to a primary carbon (-CH3).
  • A secondary hydrogen is a hydrogen that is attached to a secondary carbon (-CH2), so the structure becomes as shown below.

Draw the structure

The name of the structure is n-pentane or normal pentane.

Step by step solution

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01

a) Step 1: Selection of chain

Because pentane is the name of the parent hydrocarbon with the molecular formula the longest continuous chain has 5 carbons. Now, draw and number the parent hydrocarbon.

Determine substituents

Now, arrange the parentcarbon in such a way so that contains only primary and secondary hydrogen.

  • A primary hydrogen is a hydrogen that is attached to a primary carbon (-CH3).
  • A secondary hydrogen is a hydrogen that is attached to a secondary carbon (-CH2), so the structure becomes as shown below.

Draw the structure

The name of the structure is n-pentane or normal pentane.

02

b) : Selection of chain

Because pentane is the name of the parent hydrocarbon with the molecular formula C5H12, the longest continuous chain has 5 carbons. Now, draw and number the parent hydrocarbon.

Determine the substituents

Now, arrange the parent carbon in such a way that contains only primary hydrogens.

  • A primary hydrogen is a hydrogen that is attached to a primary carbon (-CH3).

Draw the structure

The name of the structure is 2,2-dimethylpropane.

03

c) : Selection of chain

Because pentane is the name of the parent hydrocarbon with the molecular formula C5H12, the longest continuous chain has 5 carbons. Now, draw and number the parent hydrocarbon.

Determine the substituents

Now, arrange the parent carbon in such a way such that it contains one tertiary hydrogen.

  • A tertiary hydrogen is a hydrogen that is attached to a tertiary carbon (-CH).

Draw the structure

The name of the structure is 2-methylbutane.

04

d)  Selection of chain

Because pentane is the name of the parent hydrocarbon with that molecular formula C5H12, the longest continuous chain has 5 carbons. Now, draw and number the parent hydrocarbon.

Determine substituents

Now. arrange the parent carbon in such a way such that it contains two secondary hydrogens.

  • A secondary hydrogen is a hydrogen that is attached to a secondary carbon(-CH2), so the structure becomes as shown below.

:Draw the structure

The name of the structure is isoprene or 2-Methylbuta-1,3-diene.

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Most popular questions from this chapter

Draw the two chair conformers for each of the following and indicate which conformer is more stable:

a. cis-1-ethyl-3-methylcyclohexane

b. trans-1-ethyl-2-methylcyclohexane

c. trans-1-ethyl-2-isopropylcyclohexane

d. cis-1,2-diethylcyclohexane

e. cis-1-ethyl-3-isopropylcyclohexane

f. cis-1-ethyl-4-isopropylcyclohexane

Which has

a. the higher boiling point: 1-bromopentane or 1-bromohexane?

b. the higher boiling point: pentyl chloride or isopentyl chloride?

c. the greater solubility in water: 1-butanol or 1-pentanol?

d. the higher boiling point: 1-hexanol or 1-methoxypentane?

e. the higher melting point: hexane or isohexane?

f. the higher boiling point: 1-chloropentane or 1-pentanol?

g. the higher boiling point: 1-bromopentane or 1-chloropentane?

h. the higher boiling point: diethyl ether or butyl alcohol?

i. the greater density: heptane or octane?

j. the higher boiling point: isopentyl alcohol or isopentylamine?

k. the higher boiling point: hexylamine or dipropylamine?

Write condensed and skeletal structures for all the tertiary alcohols with molecular formula C6H14O and give each a systematic name.

Explain why

a. H2O (100 ยฐC) has a higher boiling point than CH3OH (65 ยฐC)

b. H2O (100 ยฐC) has a higher boiling point than NH3 (-33 ยฐC).

c. H2O (100 ยฐC) has a higher boiling point than HF (20 ยฐC).

d. HF (20 ยฐC) has a higher boiling point than NH3 (-33 ยฐC).

Draw a skeletal structure for an alkane that has

a. six carbons, all secondary.

b. eight carbons and only primary hydrogens.

c. seven carbons with two isopropyl groups.

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