Chemistry 9701 · AS & A Level · An introduction to A Level organic chemistry

An introduction to A Level organic chemistry — practice question

Compound A may be made from a plant hormone.
(a(i))[2]

Compound A exhibits optical isomerism and geometrical isomerism. On the structure of A above, draw a line through the bond(s) responsible for geometrical isomerism, and circle every chiral carbon atom.

(a(ii))[2]

Give the names of four functional groups found in A.

(a(iii))[1]

A molecule of A contains 17 carbon atoms. State how many carbon atoms in A are sp, sp$^2$ and sp$^3$ hybridised.

(a(iv))[2]

When A reacts with an excess of hot, concentrated manganate(VII) ions, a mixture of three organic compounds is produced. $A \rightarrow X$ and $Y$ and $Z$. Suggest the structures of Y and Z.

(b(i))[1]

State which spot matches each compound in the chromatogram.

(b(ii))[1]

Explain your answers to (b)(i).

(b(iii))[1]

What is meant by the term $R_f$ value?

Worked solution & mark scheme

This 10-mark question has a full step-by-step worked solution and mark scheme. One marking point: The reactive carbon atom has been identified correctly.

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