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8/9/2019 Answer to Hodder Review Questions 1
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Answers to Topic 1 Review questions
1 a) Labelled axes (1); accurate plot (1); smooth curve (1).
b) Three half-lives = 40 × 103 s (); half-life of !rst order reactio" i"depe"de"t of
i"itial co"ce"tratio" (1).
c) #ethod of calculati"$ $radie"t (1); values for $radie"ts (); u"its% mol
dm&3
s&1
(1).
d) 'xes (1); accurate plot ith strai$ht li"e (1).
k = 1. × 10&* (1); s&1 (1).
2 a) 'xes (1); plot a"d curve (1).
+alf-life from 0 × 10&3 mol dm&3% 3., × 103 s (1)
+alf-life from 1 × 10&3
mol
dm−3% ., × 103
s (1)
Loer starti"$ co"ce"tratio" hi$h half-life (1).
b) Ta"$e"ts dra" (1); $radie"ts calculated (1); co"ce"tratio" u"its i"cluded (1).
c) /ptio"s%
lot a co"ce"tratio"time $raph a"d tae a series of readi"$s from the $raph tosho that it taes the form y = x
plot 12't a$ai"st time to $et a strai$ht li"e if the reactio" is seco"d order5
here 't is the co"ce"tratio" at time t
plot lo$(rate) a$ai"st lo$(co"ce"tratio") to $et a $raph ith $radie"t .
6hoice of method (1); plot (); expla"atio" ().
3 a) +/(a7) 8 +8(a7) 8 9&(a7) → +/(l) 8 9(a7) (1).
b) :ate = k+/(a7)9&(a7) ()
c) eco"d order (1)
d) The !rst step (1); hich i"cludes the to species hich feature i" the rate
e7uatio" (1).4 a) i) 6ha"$i"$
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used up the iodi"e produces a deep blue-blac colour ith the starch i"dicator
(1).
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b) 6ompletio" of table (3)%
Temperature, T /K 288 292.5 299 308 315
Time, t, for the blue colour to appear/s 10.0 7.0 5.0 3.5 2.5
ln (1/t) −2.30 −1.95 −1.61 −1.25 −0.92
1/T /K 1 0.00347 0.00342 0.00334 0.00325 0.00318
lot of $raph of l" (12t) a$ai"st 12T ith appropriate scales a"d accurate li"ear plot
(3).
Aradie"t = −410
B (1) = R
Ea−
Ea = 3* D mol &1 (1)
c) The catal@st provides a" alter"ative reactio" patha@ ith a loer activatio"
e"er$@ (1). /"e possible alter"ative route is that he" the catal@st is prese"t the
iro"(999
) io"s oxidise iodide io"s to iodi"e (1) a"d that peroxodisulfate( E9
) io"s the"oxidise the resulti"$ iro"(99) io"s bac to iro"(999) thus re$e"erati"$ the catal@st.
(1). erhaps the "e$ative peroxodisulfate( E9) io"s react more readil@ ith positive
iro"(99) io"s tha" ith "e$ative iodide io"s (1).
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Answers to Topic 2 Review questions
1 a) 't 0 B ater is solid a"d the atoms
are hi$hl@ ordered. (1); The cr@stalsare "ot disrupted b@ molecular
moveme"t (1).
b) The rises i" e"trop@ at T 1 a"d T
correspo"d to the cha"$es of state%
melti"$ a"d vaporisatio" (1).
There is a $reater i"crease i"
disorder he" molecules separate
from a li7uid a"d tur" to $as tha"
he" molecules melt (1); because of
the much $reater freedom ofmoveme"t of molecules i" the $as
phase (1).
c) Fater a"d steam are i" e7uilibrium
(1);
at 33 B a"d 1 atmosphere pressure
so there is "o te"de"c@ for the
cha"$e to $o i" either directio" (1).
d) ∆Stotal = ∆Ss@stem 8 ∆Ssurrou"di"$s (1)
i"ce GStotal = 0 D mol&1 a"d
∆Ssurrou"di"$s = &∆ H 2T (1)it follos that ∆Ss@stem = &∆ H 2T (1)
∆Ss@stem =B 3-3
molD141 1−. (1)
= 0.110 D mol&1 B &1
= 110 D mol&1 B &1 (1)
2 a) 'l/3(s) 8 36(s) → 'l(s) 8 36/($)
(1)
b) Total e"thalp@ cha"$e of formatio" of
products = 3 × (&111 D mol&1)
= &333 D mol&1 (1)Total e"thalp@ cha"$e of formatio" of
reacta"ts = &1,,H D mol&1 (1)
/verall e"thalp@ cha"$e for the
reactio"
= (&333 D mol&1) & (&1,,H D mol&1)
= 8133, D mol&1 (1)
c) Total e"trop@ of products
= ( × .3 D mol&1 B &1) 8 (3 × 1H D
mol&1 B &1)
= ,*1 D mol&1 B &1 (1)
Total e"trop@ of reacta"ts
= *0.H D mol&1 B &1 8 (3 × *. D mol&1
B &1
)= , D mol&1 B &1 (1)
/verall e"trop@ cha"$e of the s@stem
= ,*1 D mol&1 B &1 & , D mol&1 B &1 (1)
= *3 D mol&1 B &1
d) i) I"trop@ cha"$e of the
surrou"di"$s
=B H
mol D00033,1 1−−
= &443
D
mol&1
B &1 (1)
The total e"trop@ cha"$e
= *3
D
mol&1
B &1 & 443
D
mol&1
B &1 (1)
= &3H00
D
mol&1
B &1
ii) The reactio" is "ot feasible at H
B because the total e"trop@
e"er$@ cha"$e is "e$ative (1).e) The reactio" becomes feasible he"%
∆Ss@stem &T
H reactio∆ J 0
T ∆Ss@stem J ∆ H reactio" (1)This Kust happe"s he" T =
11
1
B molD0.*3
molD133,−−
−
= H B (1)
f) :eactio"s betee" solids are slo.
The reactio" has to be ver@ hi$h forit to proceed at a measurable rate
(1).
3 a) i) ∆Ssurrou"di"$s =B H
mol D000*1H 1−+
= 814
D
mol&1
B &1 (1)
∆Stotal = 8 D mol&1 B &1 8
14
D
mol&1
B &1
= 814
D
mol&1
B &1 (1)
ii) The total e"trop@ cha"$e is
positive so the reactio" is feasible(1).
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iii) 't H B the activatio" e"er$@ of
the reactio" is too hi$h (the bo"ds
i" the molecules are too stro"$)
(1) a"d the e"er$@ of collisio"s
betee" molecules too lo for the
reactio" to happe" at a
measurable rate (1).
b) 9" the reactio" formi"$ 6/ a"d
steam5 .* mol $ases react to form 3
mol of $as (1). This i"creases
disorder so that the e"trop@ cha"$e
is substa"tiall@ positive (1).
9" the reactio" formi"$ soot5 mol
$ases react to form a" ordered solid
a"d mol $as (1). /verall there is
little cha"$e i" e"trop@ (1).
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4 a)
b) ∆ H solutio"6a6l(s)
= &(&* D mol&1) & 1,* D mol&1
8 ( × &340 D mol&1) (1)
= &H D mol&1
(1) for H; (1) for si$" a"d u"its
c) The 6a8 io" has a hi$her char$e a"d a lar$er radius tha" Li 8. The hi$her char$e
ill te"d to mae its electro" de"sit@ $reater tha" Li8 (1); but its lar$er radius ill
te"d to mae its electro" de"sit@ less tha" Li8 (1).
d) Fater molecules are polar ith a δ8 char$e betee" the + atoms a"d a δ& char$e
o" the / atom (1). The δ8 char$e attracts a"io"s a"d the δ& attracts catio"s (1);
so h@dratio" is a" exothermic process a"d the h@dratio" e"thalpies of both a"io"s
a"d catio"s are "e$ative (1).
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Answers to Topic 3 Review questions
1 a) K c =
)dmmol(0.01)dmmol(0.01
)dmmol(0.0-33
3
−−
−
×
(1)
= 4H (1); "o u"its (1)
b) i) The 7ua"tit@ of iodi"e that has
reacted
= 0.003 mol dm&3
This reacts ith 0.003
mol
dm&3
h@dro$e" a"d produces 0.00,
mol
dm&3 +9.
o the "e co"ce"tratio"s are%
+($) = 0.01 mol dm&3 (1); a"d
+9($) = 0.0,
mol
dm&3 (1).ii) ubstituti"$ i" the expressio" for
K c $ives
)dmmol(0.00-)dmmol(0.01-
)dmmol(0.0-,33
3
−−
−
×
(1)
= 4.*
This is ver@ close to the value for
K c calculated i" a). The s@stem is
a$ai" at e7uilibrium (1).c) oubli"$ the h@dro$e" co"ce"tratio"
causes a shift i" the positio" of
e7uilibrium to the ri$ht $ivi"$ more
+9 a"d less iodi"e (1); some5 but "ot
all5 of the added h@dro$e" reacts (1).
2 a) 6o"ce"tratio" =10
1- × 0.*0 mol dm&3
(1)= 0.*
mol
dm&3 (1)
b) 6o"ce"tratio" =100., × 0.01
mol
dm&3 (1)= 0.00,
mol
dm&3 (1)
c) K c = 3
3
dmmol0.00,
dmmol0.*−
−
= 140 (1); "o
u"its (1)
3 a) i) K c = 3
4
(a7)(a7)Me;"
(a7)(a7)Me;"++
++
()
ii) K c has "o u"its (1); theco"ce"tratio" terms ca"cel (mol
dm&3)3 appears o" the top a"d the
bottom of the expressio" for K c
(1).
b) i) The reciprocal of the value $ive"
i" the 7uestio" (1)% K c = 1 × 10&10
(1).
ii) The s7uare root of the value $ive"
i" the 7uestio" (1)% K c = 1 × 10*
(1).4 a) 't e7uilibrium the forard a"d
bacard reactio"s happe" at the
same rate so that overall there is "o
cha"$e (1). Nitro$e" a"d h@dro$e"
react to form ammo"ia as fast as
ammo"ia decomposes bac to
"itro$e" a"d h@dro$e" (1).
b) i) #ole fractio"s% N+35 0.13 (1);
+5 0.,** (1); N5 0.0H (1)
ii) artial pressures% N+35 1.3
atm;
+5 ,.** atm; N5 .0H atm ()
iii) K p = 3+N
N+
)(
)(
3
pp
p
× (1)
= 3.0 × 10&3 (1); atm& (1)
c) ∆Stotal = ∆Ss@stem T
H reactio"∆ (1)
∆ H is "e$ative a"d so the totale"trop@ cha"$e $ets smaller as T
rises (1).
∆Stotal = R l" K (1)
This mea"s that K p $ets smaller as T
rises (1).
's a result5 the mole fractio" of
ammo"ia decreases a"d the mole
fractio"s of "itro$e" a"d h@dro$e"
i"crease as T rises (1).
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Answers to Topic 4 Review questions
1 a) K c =($)6l
($)($)6l6l
*
3 (1)
b) K c = 33 dmmol10
1−−
×
= 1* (1)
dm3
mol&1
c) 6l3($) = 6l($) = x (1)
3
dmmol10* −−×
x= O 10&3
mol
dm&3 (1)
x = O 10& mol dm&3 (1)
d) i) ome5 but "ot all5 of the added
6l* decomposes (1) a"di"creases the co"ce"tratio"s of
6l3 a"d chlori"e (1).
ii) 9"creasi"$ the pressure causes
the e7uilibrium to shift i" the
directio" that $ives feer moles
of $as (1); so the co"ce"tratio" of
6l* i"creases hile the
co"ce"tratio"s of 6l3 a"d
chlori"e decrease (1).
iii) :aisi"$ the temperature causesthe e7uilibrium to shift i" the
directio" that is e"dothermic (1);
so the co"ce"tratio" of 6l*
decreases hile the
co"ce"tratio"s of 6l3 a"d
chlori"e i"crease (1).
e) i) 6ha"$i"$ co"ce"tratio"s does "ot
aect the value of K c (1).
ii) 6ha"$i"$ the pressure does "ot
aect the value of K c (1).
iii) K c i"creases (1). Mor a"
e"dothermic reactio" the value of
K c $ets lar$er as the temperaturerises (1).
2 a) 6hemical e7uilibrium is d@"amic (1);
o" a molecular scale there is
co"sta"t cha"$e ith opposi"$
reactio"s ca"celli"$ each other out
(1). +oever5 the overall
macroscopic eect is that "othi"$
appears to be cha"$i"$ he" the
s@stem is at e7uilibrium (1).
b) K c does "ot var@ ith co"ce"tratio"(1). +oever5 it is true that addi"$
more of a reacta"t to a s@stem at
e7uilibrium mea"s that the mixture
is "o lo"$er at e7uilibrium (1); some
of the added chemical reacts a"d
more products form u"til the s@stem
is a$ai" at e7uilibrium (1).
c) 'ddi"$ a catal@st does "ot aect the
value of K c (1). 't a co"sta"t
temperature5 the @ield of product ate7uilibrium is "ot cha"$ed b@ addi"$
a catal@st (1); hoever5 ma"@
processes are so slo that the@ "ever
reach e7uilibrium i" the abse"ce of a
catal@st5 so i" that se"se a" added
catal@st i"creases the @ield b@
e"abli"$ the reactio" mixture to
reach e7uilibrium (1).
d) This is true if the reactio" to mae
products is e"dothermic (1). 9f the
reactio" is exothermic5 the" the
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e7uilibrium @ield of product falls as
the temperature rises (1). +oever5
as ith catal@sts5 raisi"$ the
temperature ca" i"crease the @ield of
a product b@ alloi"$ a reactio"
mixture to reach e7uilibrium that
reacts too slol@ at room
temperature (1).
e) ' reactio" is feasible i" the
thermod@"amic se"se if the total
e"trop@ cha"$e for the process is
positive (1). 'ddi"$ a catal@st
speeds up the rate of reactio" but
ca""ot cha"$e the feasibilit@ of a
reactio" at a particular temperature
(1). /"l@ if the reactio" is "ot $oi"$
because it is i"eticall@ i"ert ca" a
catal@st e"able a reactio" to happe"
at a particular temperature (1).
3 a) K p = /+6+
3+6/
4
)(
pp
pp
×
×
()
b) i) K p does "ot cha"$e (1).
ii) K p i"creases (1).
iii) K p does "ot cha"$e (1).
c) i) 6o"ce"tratio" of products
decreases a"d the co"ce"tratio"
of reacta"ts i"creases (1).
ii) 6o"ce"tratio" of products
i"creases a"d the co"ce"tratio" of
reacta"ts decreases (1).
iii) 6ompositio" of the e7uilibrium
mixture does "ot cha"$e (1).
4 a) 4N+3($) 8 */($) 4N/($) 8
,+/($) ()
b) 9" theor@ the @ield of N/ at
e7uilibrium is hi$h if the
temperature is lo (1) a"d the
pressure lo (1); addi"$ excess
ox@$e" also favours the co"versio" of
ammo"ia to N/ (1).
c) There is a" excess of ox@$e" (eve"
thou$h o"l@ a !fth of the air is
ox@$e") (1). The temperature has to
be hi$h because reactio" o"l@
happe"s at a practicable rate if the
catal@st is hot (1). :aisi"$ the
pressure compresses the $ases a"d
this i"creases the mass of material
Poi"$ throu$h
the reactor a"d he"ce the mass of
product produced i" a $ive" time
from a $ive" piece of pla"t (1).
(The chose" pressure also depe"ds
o" the price of plati"um. Fori"$ at
hi$her pressures i"creases the ear
o" the catal@st a"d shorte"s the life
of the catal@st $au>es.)
d) The $ases Po throu$h the solid
catal@st $au>es a"d so the catal@st isused co"ti"uousl@ a"d does "ot have
to be recovered from the reactio"
mixture (1).
e) The $ases Po throu$h the catal@st
$au>es so the mixture of product a"d
u"cha"$ed reacta"ts is o"l@ i"
co"tact ith the catal@st for a short
time (1); as soo" as the $ases Po
aa@ from the catal@st reactio" stops
the mixture has time to approach
e7uilibrium but "ot reach
e7uilibrium (1).
f) The hot $ases Po thou$h a heat
excha"$er here the@ tur" ater to
hot steam (1); that ca" be used i"
other processes or to $e"erate
electricit@ (1).
5 a) 9" a simple additio" reactio" tochemical combi"e to form a si"$le
product (1); so all the reacta"t
molecules e"d up i" the product the
atom eco"om@ is 100Q (1); example
(1).
9" a"@ substitutio" reactio" there is
at least o"e other chemical formed i"
additio" to the desired product (1);
example (1).
b) The @ield of a reactio" measures theamou"t of product made compared
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ith the amou"t expected accordi"$
to the bala"ced chemical e7uatio"
(1); the calculatio" of @ield taes "o
accou"t of the other products of the
reactio". (1); it is possible to have a
ver@ hi$h @ield from a reactio" ith a
lo atom eco"om@ (1); example used
to disti"$uish @ield from atom
eco"om@ ().
c) 6ha"$es i" temperature aect both
the rate of reactio" (1); a"d the
compositio" of the e7uilibrium
mixture (1); reactio"s have to $o fast
e"ou$h to produce product from a
chemical pla"t at a" eco"omic rate
(1); i" practice this ca" mea" that
the temperature has to be hi$her
tha" ould otherise be chose" to
maximise the perce"ta$e of product
i" the e7uilibrium mixture. (1);
example explai"ed (1).
Answers to Topic 5 Review questions
1 a) +
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' t@pical buer mixture co"sists of a solutio" of a ea acid a"d o"e of its salts5
for example a mixture of etha"oic acid a"d sodium etha"oate (1); there must be
ple"t@ of both the acid a"d its salt i" the buer mixture (1).
'ddi"$ a small amou"t of stro"$ acid temporaril@ i"creases the co"ce"tratio" of
+8(a7) so the e7uilibrium shifts to the left to cou"teract the cha"$e (1); addi"$ a
small amou"t of stro"$ alali temporaril@ decreases the co"ce"tratio" of +8(a7) so
the e7uilibrium shifts to the ri$ht to cou"teract the cha"$e (1).
The p+ of blood5 for example5 is closel@ co"trolled b@ buers ithi" the "arro
ra"$e .3* to .4*. 6hemists use buers he" the@ a"t to i"vesti$ate chemical
reactio"s at a !xed p+ (1).b) i) +8(a7) =
1. × 10&* mol dm&3 O 3
3
dmmol04.0
dmmol0.0−
−
= 3.4 × 10&* mol dm&3
p+ = 4.* (1)
ii) +8(a7) = 1. × 10&*
mol
dm&3
O3
3
dmmol0,.0
dmmol0,.0−
−
(1) = 1. × 10&* mol dm&3
p+ = 4. (1)
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iii) +8(a7) =3
,14
dmmol0.0
dmmol101−
−−
×
= *.0 × 10&1 mol dm&3 (1)
p+ = 11.3 (1)
iv) The cha"$e of p+ is ver@ much less he" addi"$ the alali to a buer solutio"
tha" he" addi"$ it to ater (1).
3 a) tro"$ acid io"ises completel@ i" a7ueous solutio" (1). '" example is
h@drochloric acid% +6l(a7) → +8(a7) 8 6l&(a7) (1)
' ea acid o"l@ io"ises to a sli$ht exte"t i" solutio" (1). '" example is etha"oic
acid%
6+36//+(a7) +8(a7) 8 6+36/&(a7) (1)
b) i) 2 (1)
ii) /+&(a7) = 0.01
mol
dm&3
+8(a7) =3
,14
dmmol010
dmmol101−
−
×
.
= 1 × 101 mol dm&3 (1)
p+ = 1 (1)
c) i) 3* dmmol0.0)10(1.*(a7)4+ −−+ ××= (1)
p+ = 3.3 (1)
ii) Li"e of setch $raph rises at !rst from p+ = 3.3; partl@ levels o throu$h buer
re$io" (1); the" rises to $ive a steepl@ risi"$ curve he" the titre is * cm3 (1)
; half-a@ up the steepl@ risi"$ portio" is above
p+ (1); the curve the" levels o at about
p+ 1 (1).
iii) Th@molphthalei" (1) full colour cha"$e must tae place ithi" the steepl@risi"$ part of the curve (1).
4 a) i) +6l/(a7) +8(a7) 8 6l/&(a7) (1)
ii) K a =+6l/(a7)
(a7)(a7)6l/+ −+ (1)
b) +8(a7) = 10&.43 (1) = 3. × 10& mol dm&3 (1)
K a = 3
33
dmmol0.0*0
)dmmol)(0.0*0dmmol10(3.-−
−−−
× (1)
= 3. × 10& mol dm&3 (1); Rp K a = .4 (1)
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Answers to Topic + Review questions
1 a) To structural isomers ith the
same fu"ctio"al $roups (1);
structures of
1-chloropropa"e a"d
-chloropropa"e (1).
b) ix structural isomers2 E–Z isomers%
o"e ith M o" the 6 atom ith +5
o"e ith the 6l o" that atom5 a"d
o"e ith the Sr o" that atom. The"
each of these ca" have E–Z isomers(,).
c) To E–Z isomers% the E isomer has
the Sr a"d 6l o" opposite sides of
the double bo"d (1)5 hile the Z
isomer has them o" the same side
of the double bo"d (1).
2 a) ' chiral ce"tre is t@picall@ a carbo"
atom ith four diere"t $roups
arou"d it (1); i" $e"eral a molecule
is chiral if it is [email protected]) The mirror ima$e forms or a chiral
molecule ca""ot be superimposed
o" o"e a"other (1); the@ have
opposite eects as the@ rotate the
pla"e of pla"e-polarised li$ht (1).
c) /"l@ 6+36+/+6//+ is chiral a"d
ca" exist as to optical isomers
(1); the other to compou"ds both
have to h@dro$e" atoms o" the
ce"tral carbo" atom .d) ' racemic mixture co"tai"s e7ual
amou"ts of the to optical isomers
(1); the to isomers rotate the
pla"e of pla"e-polarised li$ht
e7uall@ but i" opposite directio"s
so their eects ca"cel (1).
e) i) 613+1/3N (1)
ii) There is o"e chiral carbo" atom%
(1)
3 tereoisomerism i"volves molecules
ith the same molecular formula (1);
a"d the same structural formula (1);
but diere"t three-dime"sio"al
shapes (1); i" hich their atoms
occup@ diere"t positio"s i" space
(1).
There are to forms of
stereoisomerism.
E–Z (cis/trans) isomerism (1); hichoccurs pri"cipall@ i" ale"es a"d
other compou"ds ith 6=6 double
bo"ds (1).
9" E–Z isomerism5 the Z-isomer has
atoms5 attached to the 6 atoms of the
double bo"d5 ith hi$her atomic
"umber (1) o" the same side of the
double bo"d (1).
9" the E-isomer5 atoms attached to the
6 atoms of the double bo"d ithhi$her atomic "umber are o" opposite
sides of the double bo"d (1). '"
example of E–Z isomerism is 15-
dibromoethe"e.
Named structures of the E a"d Z
isomers ().
/ptical isomerism (1) i"volves "o"-
superimposable mirror ima$es (1). 9"
most cases5 this re7uires the
molecules to possess a 6 atom ithfour diere"t atoms or $roups
attached to it (1).
These mirror ima$es are labelled (8)
a"d (−) forms (1).
The (8) form rotates pla"e-polarised
li$ht clocise (1) a"d the (−) form
rotates pla"e-polarised li$ht
a"ticlocise (1).
' "amed example of optical
isomerism (1); e.$. ala"i"e or
bromochloroPuorometha"e.
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Answers+ .tereoc(e)istr*
ia$ram shoi"$ structures of the
optical isomers of the example
su$$ested as mirror ima$es (1).
'"@ 1* of these or other le$itimate
poi"ts
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Answers, 'arbon*# co)pounds
Answers to Topic , Review questions
ReactantReagent Organic product
Name Displayed formula
CH3CH2CHO Tollens’ reagent propanoic acid (1
(1
CH3CH2CHO Cr2O72!"H# (1 propanoic acid
(1
CH3CH2CHO $i%lH4 propan&1&ol (1
(1
2 a) 610+1,/ (1)
b) i) 6arbo"carbo" double bo"d as i" a" ale"e (1); aldeh@de $roup (1).
ii) Beto"e $roup (1).
c) i) The blue rea$e"t $ives a" ora"$e-bro" precipitate (1) ith citral; but "ot
ith β-io"o"e (1).
ii) The rea$e"t $ives a bri$ht ora"$e precipitate (1); ith citral a"d ith β-io"o"e
(1).
iii) The rea$e"t $ives a pale @ello precipitate (1) ith β-io"o"e; but "ot ith
citral (1).
d) i) The structure sta@s the same except that the eto"e $roup is reduced to a
seco"dar@ alcohol; the side chai" attached to the ri"$ becomes
6+=6+6+/+6+3 (1).
ii) The structure sta@s the same except that the aldeh@de $roup is oxidised to a
carbox@lic acid $roup 6//+ (1).
e) i) Soth compou"ds have E–Z isomers (1).
ii)
Z -citral (1)
iii) Neither compou"d has a chiral ce"tre a"d so "either has optical isomers (1).
3 a) F% empirical formula 6+5 molecular formula 64+ (1); could be but-1-e"e or but-
-e"e (1); because both $ive -bromobuta"e he" the@ add +Sr.
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Answers- 'arbo&*#ic acids and t(eir derivatives
b) 6+36+=6+6+3(l) 8 +Sr($) → 6+36+6+Sr6+3(l) (1).
6+36+6+Sr6+3(l) 8 Na/+(a7) → 6+36+6+/+6+3(l) (1).
6+36+6+/+6+3(l) 8 / → 6+36+6/6+3 (l) (1).
4) I7uatio"s to describe the mecha"ism of additio" to 6=6 a"d 6=/ ( × )
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ropene !ith bromine "#N !ith propanone
'iilarities
%ddition reaction
Heterol)tic *ond *rea+ing
T,o&step process (an) 2
-ierences
/lectropilic reagent
%ttac+s electron&ric π *ond
nterediate is a positie ion (an) 2
cleopilic reagent
%ttac+s δ# end o polar C5O *ond
nterediate is a negatie ion (an) 2
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Answers- 'arbo&*#ic acids and t(eir derivatives
Answers to Topic - Review questions
1 Suta"e is "o"-polar. The o"l@
i"termolecular forces are ea Lo"do"
forces. 9t has the loest boili"$
temperature% 3
B (1).ropa"al has a polar 6=/ bo"d a"d so
there are attractio"s betee"
perma"e"t dipoles as ell as Lo"do"
forces. 9t boils at a hi$her temperature
tha" buta"e% 3
B (1).
+@dro$e" bo"di"$ is the stro"$est t@pe
of i"termolecular force. +@dro$e"
bo"di"$ is possible betee" the
molecules of etha"ol a"d betee" the
molecules of etha"oic acid (1).There is $reater scope for h@dro$e"
bo"di"$ i" etha"oic acid ith the −/+
$roup a"d / atom i" the carbox@lic acid
$roup. +e"ce both compou"ds boil at a
hi$her temperature tha" propa"al5 but
etha"oic acid boils at a hi$her
temperature (3H1
B) tha" etha"ol (31
B) (1).
2 a) ropa"o@l chloride5 6+36+6/6l (1)
b) Suta"-1-ol5 6+36+6+6+/+ (1)c) e"ta"-1-ol5 6+36+6+6+6+/+
(1); a"d sodium etha"oate
6+36//Na (1)
d) 6alcium etha"oate5 (6+36//)6a (1)
e) #eth@leth@l etha"oate5
6+36//6+(6+3) (1)
3 a) tep 1% +eat u"der rePux ith dilute
h@drochloric acid (1).
tep % :eact ith 6l* at room
temperature (1).b) 6+36+6+6/6l (1)5 buta"o@l
chloride (1)
c) Suta"amide (1)
(1)
4 a) ossible a"sers%
reactio" ith ma$"esium (1);
colourless Pammable $as $ive" o as
metal disappears (1); reactio" much
faster ith h@drochloric acid (1).
or
reactio" ith sodium carbo"atesolutio" (1); colourless $as $ive" o
hich tur"s limeater mil@ (1);
eervesce"ce much more vi$orous
ith h@drochloric acid (1).
b) 'cid solutio"s react i" a similar a@
because the@ co"tai" +8(a7) io"s
(1).
#$(s) 8 +8(a7) → #$8(a7) 8 +($)
(1)
6/3&
(s) 8 +8
(a7) → 6/($) 8+/(l) (1)
+6l(a7) is a stro"$ acid a"d so full@
io"ised (1); hile etha"oic acid is a
partiall@ io"ised ea acid (1).
The reactio"s ith +6l(a7) are much
faster because of the hi$her
co"ce"tratio" of h@dro$e" io"s (1).
5 a) 613+1/ (1).
b) The carbox@lic acid $roup ca" form
h@dro$e" bo"ds ith ater (1). Theh@drocarbo" part of the molecule is
"o"-polar a"d ca""ot easil@ brea
i"to the h@dro$e"-bo"ded structure
of ater (1). The lar$e h@drocarbo"
part of the molecule5 i"cludi"$ a
be">e"e ri"$5 mea"s that ibuprofe"
is o"l@ liel@ to be ver@ spari"$l@
soluble i" ater (1).
c) i) The same as the structure sho"
i" the 7uestio" but ith thecarbox@lic acid $roup tur"ed i"to
a sodium salt% −6//&Na8 (1).
ii) The same as the structure sho"
i" the 7uestio" but ith the
carbox@lic acid $roup tur"ed i"to
a" eth@l ester% −6//6+* (1).
+ a) The saturated fatt@ acid molecules
have a more re$ular shape (1); so
the@ pac to$ether more easil@ ith
a lar$e area i" co"tact for Lo"do"
forces (1). The double bo"d i" the
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Answers- 'arbo&*#ic acids and t(eir derivatives
u"saturated compou"d puts a i" i"
the molecules5 hich mea"s that
the@ do "ot pac so ell a"d melt at
a loer temperature (1).
b) ' solutio" of bromi"e (i" ater or
preferabl@ a" or$a"ic solve"t) (1);
tur"s from ora"$e to colourless (1);
he" shae" ith u"saturated cis-
octadec-H-e"oic acid (1); there is "o
cha"$e ith the saturated acid.
c) 9t is a" ester of propa"e-1553-triol
(1); ith three fatt@ acids (1).
d) i) +@dro$e" adds across the double
bo"d to form octadeca"oic acid
(1).
ii) 9" the cis compou"d the to
h@dro$e" atoms i" the −6+=6+−
are o" the same side of the double
bo"d ith both h@drocarbo"
chai"s o" the other side (1); i"
the trans compou"d the to
h@dro$e" atoms are o" opposite
sides of the molecule (1).
iii) uri"$ partial h@dro$e"atio" some of the cis u"saturated acids tur" to the
trans form (1). There is some evide"ce that trans acids raise the level of the
harmful form of cholesterol i" the blood; the form that ca" i"crease the ris of
heart disease. (1)
, a) ' co"de"satio" reactio" is o"e i" hich molecules Koi" to$ether b@ splitti"$ o a
small molecule5 such as ater5 from to fu"ctio"al $roups5 such as a carbox@lic
acid $roup a"d a" alcohol $roup (1); co"de"satio" pol@mers are produced b@ a
series of co"de"satio" reactio"s betee" the fu"ctio"al $roups of the mo"omers5
here each mo"omer has at least to of the reactive fu"ctio"al $roups (1).
b) ' molecule ith to carbox@lic acid $roups
(1)
' molecule ith to alcohol fu"ctio"al $roups.
(1)
c) ol@ester is used to mae !bres a"d fabrics for clothi"$ a"d other uses (1).
ol@esters ca" be melted a"d spu" i"to !bres hich are stro"$. The !bres i"
pol@ester fabrics do "ot stretch or shri" (1).
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Answers- 'arbo&*#ic acids and t(eir derivatives
Answers to Topic $ Review questions
1Type ofchromatography
$ethod ofseparation%adsorption or
relati&e solubility
'ample of anapplication
d&antages *imitations
H$C %dsorption (1 'td)ing te
eta*olis o
drgs in te*od)
(1
Can *e sed to
anal)se ionic salts
and also large*iological olecles
Can gie antitatie
as ,ell as alitatie
reslts (1
elatiel) epensie
Colns cannot *e too long
or te pressre needed toorce te liid trog
te is too ig and tis
can liit te degree o
separation acieed
(1
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Answers- 'arbo&*#ic acids and t(eir derivatives
:C /iter adsorption or
relatie sol*ilit);
depending on te
t)pe o coln (1
nestigation
arson;
detecting
polltants o
,ater; air and
ood
(1
n+no,ns cannot *e
identiied *ecase o te
lac+ o reerence data (1
2 a) i) Three e"viro"me"ts (1)
ii) Mrom the i"te$ratio" trace data% 3
% 3 % (1)
b) ea at δ = 1.0% : −6H3 (1); peas atδ = .1 a"d .*% co"siste"t ith
H36−6/− a"d :6H26/− (1).
c) ea at δ = 1.0% triplet to proto"s
o" a" adKace"t carbo" atom (1).
ea at δ = .*% 7uadruplet three
proto"s o" a" adKace"t carbo" atom
(1).
d) The compou"d is a carbo"@l
compou"d (1). 9t is a eto"e a"d "ot
a" aldeh@de (1). There is "o −/+$roup i" the molecule so it is "ot a"
alcohol or acid (1).
e) Suta"--o"e
(1)
3 a) e"ta"--o"e pe"ta"-3-
o"e
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