Chemistry 9701 · AS & A Level · Halogen compounds

Halogen compounds — practice question

(a(i))

State the reagents and conditions needed for the conversion: $\text{C}_2\text{H}_4 \rightarrow \text{C}_2\text{H}_5\text{Cl}$

(a(ii))

State the reagents and conditions needed for the conversion: $\text{C}_2\text{H}_5\text{OH} \rightarrow \text{C}_2\text{H}_5\text{Cl}$

(a(iii))

State the reagents and conditions needed for the conversion: $\text{C}_2\text{H}_6 \rightarrow \text{C}_2\text{H}_5\text{Cl}$

(a(iv))

State the reagents and conditions needed for the conversion: $\text{C}_2\text{H}_4 \rightarrow \text{C}_2\text{H}_4\text{Cl}_2$

(a(v))

State the reagents and conditions needed for the conversion: $\text{CH}_3\text{CO}_2\text{H} \rightarrow \text{CH}_3\text{COCl}$

(a(vi))

State the reagents and conditions needed for the conversion of methylbenzene to chloromethylbenzene by substitution on the benzene ring.

(a(vii))

State the reagents and conditions needed for the conversion of methylbenzene to $\text{C}_6\text{H}_5\text{CH}_2\text{Cl}$.

(b(i))

When benzene is warmed with concentrated $\text{HNO}_3 + \text{H}_2\text{SO}_4$ at $55^\circ\text{C}$, nitrobenzene is formed. Describe the mechanism of this reaction. Include all charges, and use curly arrows to show the movement of electron pairs.

(a)[6]

State the reagents and conditions required for each of these transformations: $\text{C}_2\text{H}_4 \rightarrow \text{C}_2\text{H}_5\text{Cl}$ $\text{C}_2\text{H}_5\text{OH} \rightarrow \text{C}_2\text{H}_5\text{Cl}$ $\text{C}_2\text{H}_6 \rightarrow \text{C}_2\text{H}_5\text{Cl}$ $\text{C}_2\text{H}_4 \rightarrow \text{C}_2\text{H}_4\text{Cl}_2$ $\text{CH}_3\text{CO}_2\text{H} \rightarrow \text{CH}_3\text{COCl}$ $methylbenzene \rightarrow chloromethylbenzene$ $methylbenzene \rightarrow benzyl chloride$

(b(ii))

Using the information provided as guidance, suggest the structure of compound $C$ in the synthesis of 3-bromobenzoic acid below.

(b(iii))[6]

Suggest the reagents and conditions for steps 1 and 2.

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