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Unit 4 Organic Answers

Unit 4 Organic Answers

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Published by: areyouthere92 on Jul 11, 2011
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09/16/2014

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1
1.
(a) Element % Atomic Mass % ÷ Atomic Mass Simplest ratioCarbon 70.5 12 5.875 5.95 = 6Hydrogen 13.7 1 13.7 13.87 = 14Oxygen 15.8 16 0.9875 1
(1)
 
(1)
2(b) 1 Infra red absorption at 3300 suggest alcohol / –OH
(1)
absorption at 2900 suggests alkane (and aldehyde)
(1)
 NOT 
–CH
on its own
 2 Mass spectrumPeak at 17 or 102–17 (ie 85) suggests alcohol / OH
OR
Peak at 31 suggests CH
2
OH
(1)
 Peak at 15 suggests methyl )Peak at 29 suggests ethyl )Peak at 43 suggests propyl )
three needed 
 Peak at 57 suggests butyl )
 for 
 
2nd 
 
mark 
(1)
 Peak at 71 suggests pentyl )Peak at 85 suggests hexyl )3 Only one dehydration isomer suggests that the OH group mustbe on the end of the chain ie a primary alcohol
(1)
HHHHHHCCCCCCOHHHHHHHH
 
(1)
6(c) 1
HHHHHHHH CCCCCCCC C HC HC HC HHHHHn
 ALLOW 
44449999
 (d)
 
(i)
CHCCC HHC HBrBr
339944
H CH
(1)
 QWC*
Rotate
plane of plane polarised light in opposite directions
(1)
2(ii) Hexan–2–ol 1(e) Primary halogenoalkanes are second order
 
Tertiary halogenoalkanes are first order
(1)
Difficult to predict for secondary halogenoalkanes an experiment is needed todecide
(1)
2(f) (A) would produce hexanal and hexanoic acid
(1)
(E) would produce hexan–2–one
(1)
Ketone / aldehyde / carboxylic acid 
1
 
(out of 2)
2
[16]
2.
B
 
[1]
3.
(a)
HCOOCHHCHHH
1(b) ester 1(c) (i) Moles: C
2
H
5
OH: 3.75
(1)
 Moles: HCOOC
2
H
5
: 2.50 and moles H
2
O : 2.50
(1) for both
2(ii)OH]H[HCOOH][C]OH][HHCOOC[
52252
=
c
1
 Reject obviously round brackets
“( )” 
 
(iii)
485.075.3485.050.0485.050.2485.050.2
××=
c
 
(1)
Must have clearly divided moles of each component by0.485 for 1
st
mark e.g.[HCOOC
2
H
5
] = [H
2
O] = 5.16 (mol dm
–3
)and [HCOOH] = 1.03 (mol dm
–3
)and [C
2
H
5
OH] = 7.73 (mol dm
–3
)= 3.33
(1) stand alone mark
 IGNORE sig.figs. 2
 Accept 
3.750.50(2.50)
2c
×=
= 3.33 only scores
(2)
if it is stated that V cancels either here or in (iv) If [H 
2
O] omitted in (ii), then answer 
c
= 0.647 mol
 –1
dm
3
 
(2)
but this will give
c
= 1.33 mol
 –1
dm
3
with V omitted from calculation
(1)
 Reject 1
st 
mark if 485 used as V in expression
(iv) No, (as) equal numbers of moles on both sidesOR volumes cancelOR mol dm
–3
cancelOR units cancelOR crossing out units to show they cancel 1
 Accept “equal powers/moles on both sides”OR “powers cancel” Mark CQ on K 
c
expression in (ii) Reject 
“ 
concentrations cancel
” 
(d) (i) (as reaction) endothermic
(1)
 
 Accept exothermic in backward direction (or words to that effect)
K
c
decreases
(1)
 If state exothermic in forward direction,
1 mark only (out of 4)
 for CQ “increase in K 
c
numerator in quotient (has to) decreaseOR denominator in quotient (has to) increaseOR fraction (has to) decrease
(1)
 yield of HCOOC
2
H
5
decreases
(1)
4

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