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Question 123 of 185 in Introduction to Organic Chemistry

Structural isomerism in the alkanes

4 marks · Normal

Butane (C4H10) has two structural isomers.

(a)

State the names of the two isomers of C4H10.

[2 marks]
(b)

Draw the displayed (full structural) formula for each isomer. Show all atoms and bonds.

[2 marks]

Work this out on paper, then compare with the answer and worked solution below. With a free account you can submit written answers for marking.

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(a) Butane and 2-methylpropane · must show Both correct names, or names/accepted synonyms

(b) Displayed formulae of butane and 2-methylpropane with all atoms and bonds shown · must show First: Straight-chain (butane): CH3–CH2–CH2–CH3 (structure with all bonds shown), Second: Branched chain (2-methylpropane): CH3 | CH3—C—CH3 (drawn with all hydrogens; central C attached to three CH3 groups)

Must show: Displayed formulae: all atoms and bonds correctly shown; correct number of hydrogens

Also accept: 1st: n-butane or butane 2nd: 2-methylpropane or isobutane

Common mistakes: Omitting some hydrogens; Drawing the same structure twice by rotation

Show mark scheme and worked solution

Marking points

B1 (a) · 1 mark · Correct name for n-butane (butane or n-butane)

B2 (a) · 1 mark · Correct name for 2-methylpropane (or isobutane)

B3 (b) · 1 mark · Displayed formula of butane: all atoms and bonds shown, correct structure

B4 (b) · 1 mark · Displayed formula of 2-methylpropane: all atoms and bonds shown, correct structure

Worked solution

a) The two isomers of C4H10 are butane (n-butane) and 2-methylpropane (isobutane).

b) Displayed formulae:

Butane: H H H H | | | | H–C–C–C–C–H | | | | H H H H

2-methylpropane: H H H | | | H–C–C–C–H | | H H With a CH3 group attached to the middle carbon, or (drawn as): CH3 | CH3–C–CH3 | H (Each C has 4 bonds; all H must be shown.)

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