Unit F335 - Chemistry by design - Specimen.PDF, 434KB - OCR

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12 4 The substance GHB was originally <strong>design</strong>ed for use in sleeping pills. However, other drugabuse issues were identified with the substance and its sale was restricted in 2003. GHB stands for hydroxybutyric acid, an old name for the structure shown below. H H O C C C C H H H GHB (a) (i) Name the two functional groups in GHB. H H ........................................................................................................................................ [2] (ii) Give the systematic name for GHB. ........................................................................................................................................ [2] (b) A substance known as GBL is converted into GHB in the body. The structure of GBL is shown below. (i) Name the functional group in GBL. H C H H C C H O H H C O O O H GBL ......................................................................................................................................... [1] (ii) Name the type of reaction <strong>by</strong> which GBL forms GHB in the body. ........................................................................................................................................ [1] (c) A molecule that has the same effect on the body as GHB is called ‘GHB alcohol’. Its structure is shown below, together with the structure of GHB. H H O C C C C H H H H H O O H H H O C C C C O GHB GHB alcohol (i) On the molecule of GHB above, draw a ring round the largest part of the molecule that could be the pharmacophore. H H H H H H H H [1]
13 (ii) Suggest why both of these molecules are able to bind to the same receptor site in the body. Name the intermolecular bonds involved. ............................................................................................................................................. ............................................................................................................................................. ......................................................................................................................................... [3] (d) Chemists are constantly seeking new medicines, starting from known pharmacophores. (i) Name a modern technique that allows chemists to view the possible ways in which a molecule can bind on to a receptor site. ......................................................................................................................................... [1] (ii) Suggest how chemists might justify continuing to manufacture GHB when it has been implicated as a ‘date-rape’ drug. ............................................................................................................................................. ............................................................................................................................................. ............................................................................................................................................. ......................................................................................................................................... [2] Question 4 continues on the next page. [Turn over
Page 1 and 2: Advanced GCE CHEMISTRY B (SALTERS)
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Unit F335 - Chemistry by design - Specimen.PDF, 434KB - OCR

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