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Thiols are compounds that contain an –SH functional group - Scottish Highers Chemistry - Question 6 - 2019

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Thiols are compounds that contain an –SH functional group. They often have very strong, unpleasant odours. (a) Ethanethiol is used to add a smell to gaseous fuels i... show full transcript

Worked Solution & Example Answer:Thiols are compounds that contain an –SH functional group - Scottish Highers Chemistry - Question 6 - 2019

Step 1

State the reason why propan-1-ol was a suitable alcohol to compare with ethanethiol.

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Answer

Propan-1-ol has a similar molecular structure to ethanethiol, allowing for a meaningful comparison of boiling points based on intermolecular forces.

Step 2

Explain why propan-1-ol has a higher boiling point than ethanethiol. Your answer should include the names of the intermolecular forces broken when each liquid boils.

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Answer

Propan-1-ol has a higher boiling point (97 °C) than ethanethiol (35 °C) due to stronger hydrogen bonding present in propan-1-ol. The intermolecular forces in ethanethiol are mainly London dispersion forces, which are weaker than the hydrogen bonding in propan-1-ol. Therefore, more energy is required to break the intermolecular hydrogen bonds in propan-1-ol.

Step 3

Name the thiol that contains only one carbon atom.

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Answer

Methanethiol.

Step 4

Calculate the minimum mass of ethanethiol that needs to be present in a room containing 43,900 litres of air in order for it to be detected.

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Answer

First, convert the volume of air to cm².

1 litre = 1000 cm³, so:

43,900 litres = 43,900,000 cm³.

To find the total mass of ethanethiol needed to achieve the given concentration:

total concentration = 2.7 × 10⁻⁷ mg/cm² × 43,900,000 cm² = 11,853.7 mg ≈ 11.85 g.

Step 5

Suggest why 2-methyl-2-propanethiol is classified as a tertiary thiol.

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Answer

2-methyl-2-propanethiol is classified as a tertiary thiol because the sulfur atom is bonded to a carbon atom that is itself connected to three other carbon atoms.

Step 6

Draw the structure for the other isomer formed in this addition reaction.

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Answer

The other isomer formed would be a different arrangement of the carbon atoms; the structure can be depicted as follows:

   H   H
    \
     C
    / \
   H   C
       |
       S
       |
       C
      / \
     H   H

This shows 2,2-dimethylpropanethiol.

Step 7

Calculate the mass, in g, of 2-methyl-2-propanethiol made by the chemist.

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Answer

To find the mass of 2-methyl-2-propanethiol produced:

Theoretical mass = 30 g of 2-methylpropene × (GFM of 90g / GFM of 56g) = 48.21 g (theoretical yield).

Yield = 84% of 48.21 g = 0.84 × 48.21 g = 40.5 g.

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