PAKTURK INTERNATIONAL SCHOOLS & COLLEGES Ge ne r a lCe r t i fic at eofEduc at i onOr di na r yLe v el WORK SHEET ORGANIC CHEMISTRY
Subject: CHEMISTRY
Subject Code: 500!
P"#e$:
ALL
C%": O Le'e% THREE
T()e:
* +$
Stude,t- N")e: ................................
REA/ THESE INSTRUCTIONS IRST
Write your name on all the work you hand in. Write in dark lue or la!k "en on oth #ide# o$ the "a"er. %o not u#e #ta"le#& "a"er !li"#& and 'lue or !orre!tion (uid.
At the end o$ the e)amination& $a#ten all your work #e!urely to'ether.
PAKTURK INTERNATIONAL SCHOOLS & COLLEGES C")b$(d1e O$d(,"$2 Le'e% *Turn o+er,
- When a +ol!ano eru"t#& whi!h 'a# i# "rodu!ed in #i'ni/!ant amount#0 A !aron mono)ide 1 methane C o2one % #ul$ur dio)ide 3 What i# the "artial #tru!ture #tru!ture o$ the "olymer $ormed y the "olymeri#ation o$ "ro"ene& CH4CH5CH30
4The #tru!tural $ormulae o$ #ome or'ani! !om"ound# are #hown elow.
6Com"ound 7 and !om"ound Y !omine to $orm a "olymer.
Whi!h o$ the #tatement# aout the "olymer and it# $ormation i# not !orre!t0 A Ammonia i# $ormed durin' the "rodu!tion o$ the "olymer. 1 Hydroly#i# o$ the "olymer "rodu!e# 7 and Y. C The "olymer i# a "olyamide. % The "olymer i# $ormed y a !onden#ation rea!tion. 8 A li9uid rea!t# with ea!h o$ #odium !aronate& "ota##ium hydro)ide and ethanol. What i# the li9uid0 A a9ueou# ammonia 1 ethanoi! a!id
C ethyl ethanoate % #odium hydro)ide :Whi!h in$ormation i# !orre!t re'ardin' the $ormation o$ ethanol y the "ro!e## o$ $ermentation0
;
< The dia'ram #how# the "artial #tru!ture o$ Terylene.
=
--Whi!h "olymer !ontain# only three element#0 A "rotein 1 "oly>ethene? C "oly>"ro"ene? % #tar!h -3 Whi!h or'ani! !om"ound re9uire# the lea#t o)y'en $or the !om"lete !omu#tion o$ one mole o$ the !om"ound0 A C4H;OH 1 C4H;COOH C C4H< % C6H< -4 Whi!h #tatement aout methanol i# !orre!t0 A It !an e o)idi#ed to $orm methanoi! a!id. 1 It i# a !on#tituent o$ al!oholi! drink#. C It i# $ormed y $ermentation. % It# $ully di#"layed #tru!tural $ormula i# -6
-8 Whi!h !om"ound ha# more than two !aron atom# "er mole!ule0 A ethanoi! a!id 1 ethanol C ethene % ethyl ethanoate -: Whi!h "ro!e## would de#troy the a!teria in water0 A !hlorination 1 de#alination C /ltration % treatment with !aron -;One mole o$ ma'ne#ium i# di##ol+ed in e)!e## a9ueou# ethanoi! ethanoi! a!id& CH 4COOH. How many mole# o$ hydro'en& H 3& will e "rodu!ed0 A @.8 1C3 %6 -< The #e!tion o$ a "olymer !hain i# #hown.
Whi!h mole!ule would "rodu!e thi# "olymer and y whi!h ty"e o$ "olymeri#ation0
-= An a9ueou# #olution o$ a !om"ound o$ $ormula C 3H6O3 rea!t# with #odium !aronate& lieratin' !aron dio)ide. What i# the #tru!tural $ormula o$ the !om"ound0
3@ -@ Meta$uel& C
PAPER-2 THEORY Germanium, Ge, is an element in Group IV of the Periodic Table. Some of its chemistry resembles that of carbon. (a) How many electrons does an atom of germanium have in its outer shell ....................... ................................... ........................ ........................ ........................ ........................ ......................... ......................... ......................... ......................... ........................ ........................ ........................ .............. !"# (b) Germanium forms a range of saturated compounds with hydrogen. These compounds resemble the al$anes. (i) Predict the general molecular formula for these compounds. ....................... ................................... ........................ ........................ ........................ ........................ ......................... ......................... ......................... ......................... ........................ ........................ ........................ ...............!"# ...!"# (ii) Germanoethane, Ge %H&, has a similar structure to ethane. 'raw the full structural formula for germanoethane.
!"# (iii) Hydrochloric acid reacts with magnesium germanide, (g %Ge, to form germanomethane, GeH ), and magnesium chloride. *rite an e+uation for this reaction.
!"# (c) GermaniumIV- oide, Ge/ %, is an amphoteric oide. *hat do you understand by the term amphoteric ....................... ................................... ........................ ........................ ........................ ........................ ......................... ......................... ......................... ......................... ........................ ........................ ........................ .............. .. !"# (d) 0n (d) 0n a+ueous a+ueous solution solution of germaniumIIgermaniumII- chloride chloride reduces reduces ironIIIironIII- ions to ironII- ions. ions. 'escribe a test for ironII- ions and give the result. test ....................... ................................... ........................ ........................ ......................... ......................... ......................... ......................... ........................ ........................ ........................ ........................ ....................... ........... result................. result............................. ......................... ......................... ........................ ........................ ........................ ........................ ........................ ........................ ........................ ......................... ......................... ............!%# !%# !Total1 2# %3 4arboylic acids are a homologous series containing the 54/ %H group. The table shows some properties of the first four carboylic acids in the series.
(a) (i) 'escribe how the density of these carboylic acids varies with the number of carbon atoms in the molecule. ....................... ................................... ........................ ........................ ........................ ........................ ......................... ......................... ......................... ......................... ........................ ........................ ........................ ................... ....... ............. !"# (ii) 6ame the carboylic acid with the molecular formula 4 %H)/%. ....................... ................................... ........................ ........................ ........................ ........................ ......................... ......................... ......................... ......................... ........................ ........................ ........................ ................... ....... ............. !"#
(iii) 'raw the structure of propanoic acid, showing all atoms and bonds.
!"#
(b) The net carboylic acid in this homologous series is pentanoic acid. Pentanoic acid has five carbon atoms. (i) 'educe the molecular formula for pentanoic acid. ....................... ................................... ........................ ........................ ........................ ........................ ......................... ......................... ......................... ......................... ........................ ........................ ........................ .............. !"# (ii) Suggest a value for the boiling point of pentanoic acid.
..... ........................ ..................................... ................74 ...74 !"#
(c) 8utanoic acid, 4 9H24/%H, reacts with sodium to form a salt and a gas. (i) 6ame the gas. :::::::::::::::::::::::........................................................................................ !"# (ii) Give the formula of the salt. ....................... ................................... ........................ ........................ ........................ ........................ ......................... ......................... ......................... ......................... ........................ ........................ ........................ .............. .. !"# (d) ;sters are formed when carboylic acids react with alcohols. The reaction is catalysed by hydrogen ions. (i) 'escribe and eplain the effect of a catalyst on reaction rate. ....................... ................................... ........................ ........................ ........................ ........................ ......................... ......................... ......................... ......................... ........................ ........................ ........................ ................... ....... ....................... ................................... ........................ ........................ ........................ ........................ ......................... ......................... ......................... ......................... ........................ ........................ ........................ ................... ....... ....................... ................................... ........................ ........................ ........................ ........................ ......................... ......................... ......................... ......................... ........................ ........................ ........................ .............. !%# (ii) State one commercial use of esters. ....................... ................................... ........................ ........................ ........................ ........................ ......................... ......................... ......................... ......................... ........................ ........................ ........................ .............. .. !"# (iii) The structure of an ester is shown below.
6ame this ester.
....................... ................................... ........................ ........................ ........................ ........................ ......................... ......................... ......................... ......................... ........................ ........................ ........................ ...............!"# ...!"# !Total1 ""#
o t e i ns ,c ar boh ydr at esandf at sar enat ur al mac r omol ec ul es . 93 Pr Thepar t i al s t r uc t ur eofapr ot ei ni sshownbel ow
3"4 Namet hel i nk aget hatj oi nst hemonomeruni t si napr o t ei n. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . [ 1]
3b4 Na meas me y nt h et i cpo l y me me rt h ath ast h es amel i n ka gea sap r o t ei n . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . [ 1]
3c4 Pr o t ei nsar eh ydr ol y s edt ogi v eami x t ur eofc ol our l es sami noac i ds . De s cr i b e,wi t ht h ea i do fal ab el l e dd i a gr a m,ho m, wp ap erc hr o ma ma t og r a ph yc a nb eu s edt o i dent i f yt heami noac i dspr es enti nami x t ur eofami noac i d
. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . [ 4]
3d4 Ca r b oh y d r a t e sc a nb eh y dr o l y s e d. Na me met h ec l a s sofc o mp mp ou ndf o r me dwh enc a r b oh y d r a t e sar ehy d r o l y s e d . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . [ 1]
3e4 Thedi agr am s ho wst hes t r uc t ur eo fas i mpl ef at .
3(4 Thi sf ati spol y uns at ur at ed. Wh ati st h eme ani n go ft h et e r m polyunsaturated ? polyunsaturated? . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . [ 2]
3((4 Des c r i beac hemi c al t es tt os howt hatt hef ati suns at ur at ed. nameofr e agent. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . r es ul t oft es t. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . [ 2 ]
3(((4 Na meas me y nt he t i cma ma c r o mo mo l e cu l et h atc on t a i n st h es amel i n k ag ea sf a t s . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . [ 1] [ T ot al :12]
Paper-4 Alterative to Practical. *3"4 Us i ngt hegener al f or mul af ort hehomol ogouss er i esofal k anes ,s ugges tt hef or mul af orbo t h he x aneandhep t ane,t hes i x t hands ev ent hme member so ft heal k aneser i esr es pec t i v el y . hexane . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . h ep t a ne . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . [ 1]
3b4 Ami x t u r eo fh ex a ne( b . p .6 9° C)a ndh ep t a ne( b . p .8 9° C)ma yb es ep ar a t e db yf r a ct i o na l di s t i l l at i on. Th ed i a gr a mb el o ws ho wsaf r a c t i on at i n gc o l u mna mn t t a ch edt oafl as kwh i c hc o nt a i n sami x t u r e o fh e x a nean dh ep t a ne . Compl e t et hedi agr am b yaddi ngf ur t herap par at ust oenabl eeac hal k anet obecol l ec t ed.
2( a )( i )Dr a wt hest r uc t ur eofe t hanol s ho wi ngal l t heat omsa ndbonds .
[ 1] ( i i )Gi v et henameandf or mul aoft hecar bo x yl i cac i dt hatc anbema madebyt heox i dat i on ofet hanol . name. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . f or mul mu a. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . [ 1] gg es ta no x i d i s i n ga ge ntt h atc anb eu se da ndt h ec ol o urc ha ng es ee nd ur i n g ( i i i )Su t hec our s eoft her eac t i oni n( i i ) . o x i di s i ng agent. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . c ol our c hange. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
. . . . . . [ 3] As t udents epar at espr opanoi cac i d( b . p.141° C)andbut anoi cac i d( b. p .164° C)us i ngt he a pp ar a t u ss h o wnb el o w.
( b)( i )Thes t udenthasl ef toutonei t em i ns et t i ngupt heappar at us . Dr awt hi si t em ont hedi agr am i nt hec or r ec tpos i t i on.
[ 1] No wt hatt hi saddi t i onhasbeenmadet heappar at usi sr eadyf ort hes epar at i onoft he t woac i ds . ( i i )Name meappar at usA sA. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . [ 1] ( i i i )Wh ati st h ep ur p os eo fa pp ar a t u sA? sA . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . [ 1] ( i v)Ap pa r a t u sBi sB sac ondens er .Ont hedi agr am,i ndi c at ebo t hwher ewat erent er sand wher ewat erl ea v est heappar at us .[ 1]
( i )Whati st her eadi ngont het her mome t erwhent hefi r s tf e w dr opsofdi s t i l l at eappear i nC? . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .° C[ 1] ( i i )Namet hi sdi s t i l l at e. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . [ 1] wd oe st h es t u de ntk no wwh ena l l o ft h i sc omp ou ndh asdi s t i l l e do v er ? ( i i i )Ho . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . [ 1] *TotalD -3,