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F334 JUN 07

F334 JUN 07

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ADVANCED GCE
2849/01
CHEMISTRY (SALTERS)
Chemistry of Materials
MONDAY 18 JUNE 2007
AfternoonTime: 1 hour 30 minutes
Candidates answer on the question paper.Additional materials: Scientific calculator
Data Sheet for Chemistry (Salters) 
(Inserted)
This document consists of
19
printed pages,
1
blank page and a
Data Sheet for Chemistry (Salters) 
.
SPA (MML/CGW 13435 4/06) T24086/3 © OCR 2007 [R/100/3432] OCR is an exempt Charity
[Turn overINSTRUCTIONS TO CANDIDATES
Write your name, Centre number and Candidate number in the boxes above.• Answer
all
the questions.Use blue or black ink. Pencil may be used for graphs and diagrams only.Read each question carefully and make sure you know what you have to do before starting your answer.Do
not
write in the bar code.Do
not
write outside the box bordering each page.WRITE YOUR ANSWER TO EACH QUESTION IN THE SPACE PROVIDED. ANSWERS WRITTENELSEWHERE WILL NOT BE MARKED.
INFORMATION FOR CANDIDATES
The number of marks for each question is given in brackets [ ] at the end ofeach question or part question.You will be awarded marks for the quality of written communication where thisis indicated in the question.You may use a scientific calculator.A copy of the
Data Sheet for Chemistry (Salters) 
is provided as an insert withthis question paper.You are advised to show all the steps in any calculations.
FOR EXAMINER’S USEQu.Max.Mar117215319422517TOTAL90
* C UP /T24 0 8 6*
 
2
 © OCR 2007
Answer
all
the questions.
1
The smell and flavour of many white wines are due to the presence of an ester called a lactone.
 
The lactone shown below has a sweet coconut odour.
OCmolecular formula C
10
H
14
O
2
O
(a)
Ring the part of the molecule that shows you that this lactone is an ester. [1]
(b)
How many chiral carbons are present in the lactone molecule?number of chiral carbons = ......................................................... [1]
(c)
Thin layer chromatography (t.l.c.) can be used to show that this lactone is present in whitewine.
 
However, the lactone is colourless.
 
Suggest one method of treating the t.l.c. plate to make the spot visible.............................................................................................................................................. [1]
(d)
The structure of the lactone can be identified by using mass spectrometry and nuclearmagnetic resonance spectroscopy.
(i)
In the mass spectrum of the lactone, at what mass value would you expect to see themolecular ion peak?mass value = ......................................................... [1]
(ii)
Also in the mass spectrum there is a peak at a mass value of 15.
 
Give the formula of the ion responsible for this peak...................................................................................................................................... [2]
 
3[Turn over
 © OCR 2007
(iii)
Two of the peaks in the n.m.r. spectrum of the lactone have chemical shifts of 1.0and 1.6.
 
Identify the types of protons responsible for these peaks.
 
Give their relative intensities.
 
Use the space below for your rough working and enter your answers in the table below.chemicalshift (
)type of protonrelative intensity of peaks1.01.6[3]

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