9701_w21_qp_43
A paper of Chemistry, 9701
Questions:
10
Year:
2021
Paper:
4
Variant:
3

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CompoundT is made by a three-stage synthesis. In stage1, phenylethanoicacid reacts with a suitable reagent to form compoundR. O OH O Cl phenylethanoic acid R stage 1 Suggest a suitable reagent for stage1. In stage 2, compoundR reacts with ethylamine to form compoundS. + C2H5NH2 O Cl R O S stage 2 N H Name the functional group formed in stage2. Identify the other product formed in stage2. In stage3, compoundS reacts with a suitable reagent to form compoundT. O S stage 3 N H T N H State the formula of a suitable reagent for stage3. Name the type of reaction that occurs in stage3. The relative abundance of the molecular ion peak in the mass spectrum of ethylamine is 62. Calculate the relative abundance of the M+1 peak in the mass spectrum of ethylamine.  relative abundance = The mass spectrum of compoundT contains several fragments. The m/e values of two of these fragments are 29 and 91. Draw the structures of the ions responsible for these peaks. m/e structure of ion  The proton (1H) NMR spectrum of compoundT shows hydrogen atoms in different environments. Six of these environments are shown on the structure using letters a, b, c, d, e and f. N H a b c e d f Use the letters a, b, c, d, e and f to answer the questions that follow. The questions relate to the proton (1H) NMR spectrum of T. Proton d does not cause splitting of the peaks for protons c or e under the conditions used. Each answer may be one, or more than one, of the letters a, b, c, d, e and f. Identify the proton or protons with a chemical shift (δ) in the range 6.0 to 9.0.  Identify the proton or protons whose peak will disappear if D2O is added.  Identify the proton or protons whose peak is a triplet.  Identify the proton or protons with the lowest chemical shift (δ).  
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