Describe and explain the relative basicities of phenylamine, ethylamine and 4-nitrophenylamine. most basic ............................................................... > ............................................... > ............................................... least basic ........................................................................................................................................................... ........................................................................................................................................................... ...........................................................................................................................................................

1. (a)Describe and explain the relative basicities of phenylamine, ethylamine and 4-nitrophenylamine. most basic ............................................................... > ............................................... > ............................................... least basic ........................................................................................................................................................... ........................................................................................................................................................... ...........................................................................................................................................................[4]
2. (b)The dye R can be synthesised from 4-nitrophenylamine in two steps. 4-nitrophenylamine O2N- step 1 -NH2 step 2 R OH O2N N=N
3. (b)(i)Deduce and draw the structure of the organic salt Q in the box.[1]
4. (b)(ii)Suggest reagents and conditions for step 1 and 2 in (b). step 1 ................................................................................................................................................. step 2 .................................................................................................................................................[2]
5. (c)Compound G can be synthesised from methylbenzene in three steps. CH3 step 1 E step 2 step 3 F G CO2H NO2 Br
6. (c)(i)Give the systematic name of compound G.[1]
7. (c)(ii)Deduce the identities of E and F and draw their structures in the boxes.[2]
8. (c)(iii)Suggest reagents and conditions for each of steps 1 to 3 in (c). step 1 ................................................................................................................................................. step 2 ................................................................................................................................................. step 3 .................................................................................................................................................[3]

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