NCEA Level 3 Chemistry 91391 (3.

5) page 1 of 8
SAMPLE ASSESSMENT SCHEDULE
Chemistry 91391 (3.5): Demonstrte !n"erstn"in# o$ the %ro%erties o$ or#ni& &om%o!n"s
Assessment Criteri
A&hie'ement A&hie'ement (ith Merit A&hie'ement (ith E)&e**en&e
Demonstrate understanding involves naming sing
!"#AC $onventions (no more than eight $ar%ons in the
longest $hain)& 'ra(ing str$tral formlae of organi$
$ompon's& an' giving an a$$ont of their physi$al
properties an' ) or rea$tivity. *his re+ires the se of
$hemistry vo$a%lary& sym%ols& an' $onventions.
Demonstrate in-depth understanding involves ma,ing
an' e-plaining lin,s %et(een str$tre& fn$tional
grops& physi$al properties& an' rea$tivity of organi$
$ompon's. *his re+ires e-planations that se
$hemistry vo$a%lary& sym%ols& an' $onventions.
Demonstrate comprehensive understanding involves
ela%orating& .stifying& relating& evalating or
$omparing an' $ontrasting the lin,s %et(een the
str$tre& fn$tional grops& physi$al properties an' )
or rea$tivity of organi$ $ompon's. *his re+ires the
$onsistent se of $hemistry vo$a%lary& sym%ols& an'
$onventions.
E'i"en&e Sttement
+ne E)%e&te" &o'er#e A&hie'ement Merit E)&e**en&e
(a)
Ethanoyl $hlori'e
/0$hloro%tanoi$ a$i'
11amino 1methylpropane
*23 names $orre$t.
(%) (i)
314 str$tre 'ra(n& eg
3NE isomer 'ra(n $orre$tly
(ith 34 arrangements of
grops aron' $hiral $ar%on
35
in (%) (i)& the isomers 'ra(n
are mirror images %t an
error in the (ay the grops
are $onne$te' to $hiral
$ar%on.
Corre$t 34 arrangements
'ra(n& (hi$h are mirror
images
(%) (ii) 6tr$tres of # an' 7 'ra(n& eg8 6tr$tre of P or , 'ra(n. E-planation of $hiral $ar%on
H2N
NCEA Level 3 Chemistry 91391 (3.5) page / of 8
P has a $hiral $ar%on& (hi$h $ontains a $ar%on (ith for 'ifferent
grops atta$he'.
NH
2
CH C CH
3
OH
O
NH
2
CH
2
CH CH
OH O
lin,e' to str$tre of P.
O H
N H
2
C

C H
O
CH
3
($) (i)
($) (ii)
4ipepti'es $ontain the C30N9 (pepti'e ) ami'e) lin,age. *his
forms (hen the amine grop of one mole$le rea$ts (ith the
$ar%o-yli$ a$i' grop of the other mole$le. *(o 'ipepti'es are
possi%le as either the C339 from gly$ine $an rea$t (ith the N9/
from serine& or the N9/ from gly$ine $an rea$t (ith the C339
from serine.
3NE 'ipepti'e 'ra(n
$orre$tly
35
C N
O
H
pepti'e lin,
An e-planation of the *23
'ipepti'es forme'& lin,e' to
the str$tres of the amino
a$i's.
NCEA Level 3 Chemistry 91391 (3.5) page 3 of 8
(')
*he ami'e lin, is hy'rolyse' in %oth a$i' an' %asi$ $on'itions.
!n a$i' $on'itions the pro'$t is8
*he a$i' (ill form a salt (ith the amine grop& N9/.
!n %asi$ $on'itions the pro'$t is8
3NE pro'$t of hy'rolysis
'ra(n. (#ro'$ts 'ra(n %t
'oes not re$ogni:e salt
formation.)
#ro'$t of hy'rolysis 'ra(n
(ith a$i' 35 %ase& (ith
limite' reasons.
6tr$tres of ;3*9
hy'rolysis pro'$ts are
.stifie' in terms of the
rea$tion of the mole$le (ith
a$i' an' (ith %ase.
Not A$hieve'
N< No response= no relevant evi'en$e.
N1 Can'i'ate provi'es some a$$rate statements (ithot ans(ering any +estion $ompletely.
N/ Can'i'ate provi'es any 3NE statement for A$hievement.
A$hievement
A3 Can'i'ate provi'es any *23 statements for A$hievement.
A> Can'i'ate provi'es any *95EE statements for A$hievement.
?erit
?5 Can'i'ate provi'es any 3NE statement for ?erit.
?@ Can'i'ate provi'es ;3*9 statements for ?erit.
E-$ellen$e
EA Can'i'ate provi'es statement for E-$ellen$e AN4 3NE ?erit statement.
E8 Can'i'ate provi'es statement for E-$ellen$e AN4 *23 ?erit statements.
NCEA Level 3 Chemistry 91391 (3.5) page > of 8
T(o E)%e&te" &o'er#e A&hie'ement Merit E)&e**en&e
(a)
-e#nt: Al$oholi$ B39.
-e&tion n" reson: *his is an elimination rea$tion as a
hy'rogen atom an' a $hlorine atom on a'.a$ent $ar%on atoms
are remove'& forming a $ar%on1to1$ar%on 'o%le %on'.
B39 (al$oholi$) se'
35
reason for elimination
rea$tion given.
(%) (i)
4ilte soltions of Cr/3A
/1
)9
C
(or ?n3>
1
)9
C
)
(ill not rea$t.
C930 C9/0 C9/ 039 (ill rea$t (ith Cr/3A
/1
)9
C
an' (ill trn from
orange to green (or ?n3>
1
)9
C
(ill trn from prple to $olorless).
*he pro'$t forme' is8
3%servation of 3NE
rea$tion (ith $hosen
rea$tant (ot of *23
possi%le rea$tions given)
35
t(o $orre$t reagents (allo(
o-i'ation to al'ehy'e).
3NE pair of $ompon's
'istingishe' ((ith $hosen
rea$tant an' o%servations
for ;3*9 $ompon's) (ith
pro'$t.
(%) (ii)
A'' (ater
(ill not rea$t.
rea$ts vigorosly (ith an e-othermi$ rea$tion.
*he pro'$t forme' is C930 C339.
NCEA Level 3 Chemistry 91391 (3.5) page 5 of 8
($)
CH
3
CH C NCH
3
CH
3
H O
CH
3
CH C Cl
CH
3
O
CH
3
CH CH
2
OH
CH
3
CH
3
CH C OH
CH
3
O
W
X
Y
Z
Com%o!n" .
*his $ompon' is o-i'ise' %y Cr/3A
/1
)9
C
to an a$i' so it has to %e
a primary al$ohol (or an al'ehy'e 0 re.e$te' as too many 9
atoms). *he 39 has to %e on an en' C. !tDs a %ran$he' $hain
mole$le so there is a C93 on the /
n'
C atom.
9en$e8
Com%o!n" /
*his is forme' (hen
is o-i'ise' to an a$i'.
9en$e8
Com%o!n" 0
*he fn$tional grops of
*23 ot of E3"5
$ompon's given
35
one reason for a fn$tional
grop given.
*23 $orre$t str$tres (ith
reasons given. (Error in 2
may %e $arrie' throgh for
these t(o str$tres.)
6tr$tres $orre$t (ith
.stifi$ation for the fn$tional
grops an' rea$tions given.
NCEA Level 3 Chemistry 91391 (3.5) page @ of 8
A s%stittion rea$tion o$$rs (ith 63Cl/= the 39 in8

is repla$e' (ith Cl.
9en$e8
Com%o!n" 1
A s%stittion rea$tion o$$rs (ith C93N9/= the Cl is repla$e'
(ith C93N9/.
9en$e8
CH
3
CH C N CH
3
CH
3
H O
Not A$hieve'
N< No response= no relevant evi'en$e.
N1 Can'i'ate provi'es some a$$rate statements (ithot ans(ering any +estion $ompletely.
N/ Can'i'ate provi'es any 3NE statement for A$hievement.
A$hievement
A3 Can'i'ate provi'es any *23 statements for A$hievement.
A> Can'i'ate provi'es any *95EE statements for A$hievement.
?erit
?5 Can'i'ate provi'es any 3NE statement for ?erit.
?@ Can'i'ate provi'es ;3*9 statements for ?erit.
E-$ellen$e
EA ?inor errors (eg omission or ina$$ra$ies) from the E-$ellen$e $riteria.
E8 Can'i'ate provi'es ALL the evi'en$e from the E-$ellen$e $riteria.
Three E)%e&te" &o'er#e A&hie'ement Merit E)&e**en&e
NCEA Level 3 Chemistry 91391 (3.5) page A of 8
(a)
*23 pro'$ts $orre$t.
(%)
C930 C9/0 C30 C93 (ith Cr/3A
/1
) 9
C
No rea$tion o$$rs.
C930 C9/0 C30 C93 (ith Na;9>
#ro'$t is C930 C9/0 C9390 C93
C930 C9/0 C9390 C93 (ith $on$entrate' 9/63>
#ro'$ts are C930 C9/0 C9F C9/ (minor) an'
C930 C9F C90 C93 (ma.or)
*23 pro'$ts $orre$t.
($) ;tanal )al'ehy'es $an %e o-i'ise' sing Cr/3A
/1
) 9
C
(5ea$tant 1) to form a $ar%o-yli$ a$i'& %tanoi$ a$i'.
9o(ever& %tanone),etones $annot %e o-i'ise'.
;oth %tanal)al'ehy'es an' %tanone),etones $an
%e re'$e' sing Na;9> (5ea$tant /) to form
al$ohols. Al'ehy'es form primary al$ohols an'
3NE similarity 35 3NE
'ifferen$e i'entifie'.
3NE similarity AN4 3NE
'ifferen$e e-plaine' in terms of
the str$tres or fn$tional
grops.
5ea$tion s$heme of %tanal an'
%tanone sho(s %oth similarities
(ith Na;9> an' 'ifferen$es (ith
%oth Cr/3A
/1
) 9
C
an'
$on$entrate' 9/63> in$l'ing
ma.or an' minor pro'$ts.
NCEA Level 3 Chemistry 91391 (3.5) page 8 of 8
,etones form se$on'ary al$ohols.
2ith $on$entrate' 9/63> al$ohols form al,enes.
*he primary al$ohol C930 C9/0 C9/ 0 C9/39 forms
only one pro'$t as the 9 an' 39 atoms on
a'.a$ent $ar%on atoms are repla$e' (ith a $ar%on1
to1$ar%on 'o%le %on'.
*he se$on'ary al$ohol C930 C9/0 C9390 C93
forms a mi-tre of pro'$ts as 39 is on the /
n'

$ar%on atom. Either the 1
st
9 is remove'& forming
C930 C9/0 C9F C9/ (minor) or the 3
r'
9 is
remove'& forming C930 C9F C90 C93 (ma.or).
Not A$hieve'
N< No response= no relevant evi'en$e.
N1 Can'i'ate provi'es some a$$rate statements (ithot ans(ering any +estion $ompletely.
N/ Can'i'ate provi'es any 3NE statement for A$hievement.
A$hievement
A3 Can'i'ate provi'es any *23 statements for A$hievement.
A> Can'i'ate provi'es any *95EE statements for A$hievement.
?erit
?5 Can'i'ate provi'es 3NE similarity 35 3NE 'ifferen$e& e-plaine' in terms of the str$tres)fn$tional grops.
?@ Can'i'ate provi'es 3NE similarity AN4 3NE 'ifferen$e& e-plaine' in terms of the str$tres)fn$tional grops.
E-$ellen$e
EA ?inor errors (eg omission or ina$$ra$ies) from the E-$ellen$e $riteria.
E8 Can'i'ate provi'es ALL the evi'en$e from the E-$ellen$e $riteria.