Worksheet: Structural Isomerism

In this worksheet, we will practice defining a structural isomer and explaining why structural isomers display different physical properties.

Q1:

Complete the following: Structural isomers are molecules with .

  • Athe same skeletal formula
  • Bdifferent molecular formulas
  • Cthe same structural formula
  • Dthe same displayed formula
  • Edifferent structural formulas

Q2:

Considering correct nomenclature and isomerism, which of the following is not a correctly named structural isomer of CHCl362?

  • A2,2-Dichloropropane
  • B1,2-Dichloropropane
  • C1,1-Dichloropropane
  • D2,3-Dichloropropane
  • E1,3-Dichloropropane

Q3:

Which of the following molecules is a positional isomer of CHOH49?

  • A
    CCHHCHHCHHOHH
  • B
    COCCHHCHHHHHH
  • C
    COHCHCHHCHHHH
  • D
    HCHHCOHHCCHHHHH
  • E
    HCHCHOCHHCHHHHH

Q4:

Which of the following structures is not a functional group isomer of CHO362?

  • A
  • B
  • C
  • D
  • E

Q5:

Is the boiling point of 2-methylpentane lower or higher than the boiling point of hexane?

  • ALower
  • BHigher

Is the boiling point of hexane lower or higher than the boiling point of 2,3-dimethylbutane?

  • AHigher
  • BLower

Which of the following correctly explains this difference in boiling points?

  • ABranched-chain alkanes can pack more tightly than straight-chain alkanes, and this increases the boiling point due to greater intermolecular forces.
  • BStraight-chain alkanes can pack more tightly than branched-chain alkanes, and this increases the boiling point due to greater intermolecular forces.

Q6:

Which of the following is not a chain isomer of CH614?

  • A2,3-Dimethylbutane
  • B3-Methylpentane
  • C2-Methylpentane
  • D2,2-Dimethylpropane
  • E2,2-Dimethylbutane

Q7:

Which of the following molecules is a chain isomer of CH410?

  • A
    CCH3CH3CH3CH3
  • B
    HCHCHOHHCCHHHHH
  • C
    CHHCHCHCHHHHHCHHH
  • D
    CHHCCHHCHHHH
  • E
    CH3CCH3CH3H

Q8:

How many isomers are there of CH716?

Q9:

Considering both chain and positional isomerism, which of the following is not a structural isomer of CHO512?

  • APentan-1-ol
  • B2-Methylbutan-1-ol
  • C3-Methylbutan-2-ol
  • DPentan-2-ol
  • E2,2-Dimethylbutan-1-ol

Q10:

Complete the following: Structural isomers are molecules with .

  • Athe same structural formula
  • Bthe same skeletal formula
  • Cdifferent molecular formulas
  • Dthe same displayed formula
  • Ethe same molecular formula

Q11:

Which of the following is not a type of structural isomerism?

  • AFunctional
  • BPositional
  • CChain
  • DOptical

Q12:

The structural formula of ethanol is as shown.

HCHCHHHOH

Which of the following is a structural isomer of ethanol?

  • A
    HCCHOHH
  • B
    CCHHHHO
  • C
    CHHHOCHHH
  • D
    CHCOH
  • E
    CHOCHHH

Q13:

How many structural isomers are possible for butane?

  • A2
  • B4
  • C5
  • D3
  • E1

Q14:

How many positional isomers does pentene have?

  • A4
  • B3
  • C2
  • D1
  • E5

Q15:

Complete the following: Functional isomers are molecules with .

  • Athe same molecular formula but different arrangements of the carbon chain
  • Bthe same molecular formula but a different functional group
  • Cthe same molecular formula but different geometric structure
  • Dthe same molecular formula and functional groups but different locations of the functional groups on the carbon chain

Q16:

Complete the following: Positional isomers are molecules with .

  • Athe same molecular formula but the type of functional group in the atom is changed
  • Bthe same molecular formula but with different arrangements of the carbon chain
  • Cthe same molecular formula and functional groups but with different locations of the functional groups on the carbon chain
  • Dthe same molecular formula but with a different geometric structure

Q17:

Complete the following: Chain isomers are molecules with .

  • Athe same molecular formula and functional groups but with different locations of the functional groups on the carbon chain
  • Bthe same molecular formula but with different arrangements of the carbon chain
  • Cthe same molecular formula but different types of functional groups
  • Dthe same molecular formula but with different geometric structure

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