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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    (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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    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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    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 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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    :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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