Compound V is a liquid. V contains 77.2% carbon, 11.4% hydrogen and 11.4% oxygen by mass. V has a relative molecular mass of 280.
- (a)Calculate the molecular formula of V. Show your working. molecular formula of V =[3]
- (b)(i)Describe a chemical test and observation which confirms the presence of a carboxyl functional group.[2]
- (b)(ii)A 3.196 g sample of Br₂ reacts completely with 2.800g of V. Calculate how many alkene functional groups are present in one molecule of V. Show your working. number of alkene functional groups in V =[1]
- (c)(i)W, X and Y each contain a common functional group. Name the functional group that is present in all three compounds.[1]
- (c)(ii)State the formula of the yellow precipitate produced when X is added to alkaline I₂(aq).[1]
- (c)(iii)W could be one of four structural isomers. • Draw the skeletal formulae for two possible structural isomers of W. • Describe the type of structural isomerism shown.[3]
- (d)Fig. 5.1 shows the mass spectrum of ketone Z, C₅H₁₀O. [Figure 5.1] Use the information in Fig. 5.1 to suggest the formulae of the fragments with m/e peaks at 29 and 57. Deduce the identity of Z.[3]
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Mark scheme
Marking points from the official mark scheme (May/June 2022). The mark or mark type is shown in brackets.
- [3] M1 % / Ar for C H O
- [3] M2 each % / Ar for C H O divided by the smallest value for % / Ar to give simplest whole number ratio / empirical formula
- [3] M3 compare Mr from M2 ratio with 280 to deduce the actual molecular formula
- [2] M1 (add) group 1 carbonate / group 1 bicarbonate / Na2CO3 / NaHCO3 etc.
- [2] M2 effervescence / fizzing / bubbling
- [1] 3.196 g Br2 = 3.196 / 159.8 (= 0.02 mol Br2) AND 2.8(00) / 280 (= 0.01 mol V) 2 alkene / 2 C=C (groups)
- [1] carbonyl
- [1] CHI3
- [3] M1/M2 (skeletal formulae for two isomers of W)
- [3] M3 chain (isomerism)
- [3] 29 C2H5+
- [3] 57 COCH2CH3+ OR C3H5O+ OR CH2COCH3+
- [3] identity of Z pentan-3-one / CH3CH2COCH2CH3 OR pentan-2-one / CH3COCH2CH2CH3
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