6. Thiols are compounds that contain an –SH functional group - Scottish Highers Chemistry - Question 6 - 2019
Question 6
6. 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... show full transcript
Worked Solution & Example Answer:6. Thiols are compounds that contain an –SH functional group - Scottish Highers Chemistry - Question 6 - 2019
Step 1
A) State the reason why propan-1-ol was a suitable alcohol to compare with ethanethiol.
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Answer
Propan-1-ol is a suitable alcohol for comparison with ethanethiol because both compounds have similar molecular structures as they contain the hydroxyl (-OH) group, which allows for a direct comparative analysis of their intermolecular forces.
Step 2
B) 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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Propan-1-ol has a higher boiling point than ethanethiol due to stronger hydrogen bonding present in propan-1-ol compared to the permanent dipole-dipole interactions in ethanethiol. When boiling, propan-1-ol requires more energy to break these hydrogen bonds compared to breaking the dipole interactions in ethanethiol.
Step 3
ii) Name the thiol that contains only one carbon atom.
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The thiol that contains only one carbon atom is methanethiol.
Step 4
iii) 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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To calculate the minimum mass of ethanethiol:
Convert volume of air to cm³:
43,900 L = 43,900,000 cm³
Calculate the total mass of ethanethiol:
Minimum concentration = 2.7 × 10⁻⁷ mg/cm³
Total mass = 43,900,000 cm³ × 2.7 × 10⁻⁷ mg/cm³ = 11.87 mg
Thus, a minimum of 11.87 mg of ethanethiol needs to be present.
Step 5
i) Suggest why 2-methyl-2-propanethiol is classified as a tertiary thiol.
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2-methyl-2-propanethiol is classified as a tertiary thiol because the thiol group (-SH) is attached to a carbon atom that is connected to three other carbon atoms.
Step 6
A) Draw the structure for the other isomer formed in this addition reaction.
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The isomer formed from the addition reaction is 2-methyl-2-propanethiol. It has three carbon atoms connected with the thiol group on the second carbon, having the structure:
H H
| |
H—C—C—C—H
| |
H S—H
Step 7
B) Calculate the mass, in g, of 2-methyl-2-propanethiol made by the chemist.
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To find the mass of 2-methyl-2-propanethiol:
Theoretical mass = 90 g (GFM from above)
Yield = 84%
Actual mass produced = 0.84 × 30.5 g = 25.62 g
Thus, the chemist produced approximately 25.62 g of 2-methyl-2-propanethiol.
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