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An organic reaction pathway involving compounds A, B and C is shown in the flow chart - HSC - SSCE Chemistry - Question 36 - 2023 - Paper 1
Question 36
An organic reaction pathway involving compounds A, B and C is shown in the flow chart. The molar mass of A is 84.156 g mol⁻¹. A chemist obtained some spectral data... show full transcript
Worked Solution & Example Answer:An organic reaction pathway involving compounds A, B and C is shown in the flow chart - HSC - SSCE Chemistry - Question 36 - 2023 - Paper 1
Step 1
Compound A Functional group:
Answer
Compound A is an alkene. The presence of a peak in the 13C NMR spectrum at approximately 132 ppm indicates an alkene, which corresponds to the C=C bond of the compound.
The molar mass of compound A, being 84.156 g mol⁻¹, suggests it is a symmetrical alkene, likely 3-hexene.
Step 2
Compound B Functional group:
Answer
Compound B is a secondary alcohol. The IR spectrum displays a broad peak around 3400 cm⁻¹, which is typical of an -OH (hydroxyl) group. This suggests that the compound has an alcohol functional group, and given the pathway from A to B, it confirms that Compound B is indeed a secondary alcohol.
Step 3