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Sample Assessment Schedule 2012

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NCEA Level 2 Chemistry 91165 (2.5) — page 1 of 6<br />

SAMPLE ASSESSMENT SCHEDULE<br />

Chemistry 91165 (2.5): Demonstrate understanding of the properties of selected organic<br />

compounds<br />

<strong>Assessment</strong> Criteria<br />

Achievement Achievement with Merit Achievement with Excellence<br />

Demonstrate understanding involves<br />

naming and drawing structural<br />

formulae of selected organic<br />

compounds (no more than eight<br />

carbons in the longest chain) and<br />

giving an account of their chemical<br />

and physical properties. This<br />

requires the use of chemistry<br />

vocabulary, symbols and<br />

conventions.<br />

Demonstrate in-depth understanding<br />

involves making and explaining links<br />

between structure, functional groups<br />

and the chemical properties of<br />

selected organic compounds. This<br />

requires explanations that use<br />

chemistry vocabulary, symbols and<br />

conventions.<br />

Demonstrate comprehensive<br />

understanding involves<br />

elaborating, justifying, relating,<br />

evaluating, comparing and<br />

contrasting, or using links<br />

between the structure, functional<br />

groups and the chemical<br />

properties of selected organic<br />

compounds. This requires the<br />

consistent use of chemistry<br />

vocabulary, symbols and<br />

conventions.<br />

Evidence Statement<br />

One Expected Coverage Achievement Merit Excellence<br />

(a) Monomer is: THREE of<br />

following:<br />

(b)<br />

(c) (i)<br />

(ii)<br />

1, 2-dichloroethene<br />

1, 1-dichloroethene<br />

1, 2-dichloroethene<br />

cis<br />

in (a) structure<br />

of monomer<br />

correct<br />

in (b) BOTH<br />

structures<br />

correct<br />

in (c) BOTH<br />

isomers drawn<br />

correctly in<br />

correct box<br />

in (d) structural<br />

or geometric<br />

isomers<br />

described<br />

in (d) structural<br />

isomers for<br />

C 2 H 4 Cl 2 drawn.<br />

In (d) structural<br />

isomers linked<br />

to both C 2 H 4 Cl 2<br />

and to C 2 H 2 Cl 2<br />

OR<br />

in (d) geometric<br />

isomers linked<br />

to C 2 H 2 Cl 2 and<br />

reasons why<br />

C 2 H 4 Cl 2 does<br />

not have<br />

geometric<br />

isomers<br />

OR<br />

in (d) BOTH<br />

isomer types<br />

linked to either<br />

the chloroalkane<br />

or the<br />

chloroalkene.<br />

In (d)<br />

requirements for<br />

both geometric<br />

and structural<br />

isomers linked to<br />

both molecules.


NCEA Level 2 Chemistry 91165 (2.5) — page 2 of 6<br />

trans<br />

(d)<br />

Structural isomers are compounds with<br />

the same molecular formula (they have<br />

the same type and number of atoms) but<br />

different structural formulae (structures).<br />

C 2 H 4 Cl 2 has two structural isomers, one<br />

has a condensed structural formula<br />

CH 2 Cl–CH 2 Cl and the other CH 3 –CHCl 2<br />

C 2 H 2 Cl 2 also has structural isomers, one<br />

has a condensed structural formula<br />

CH 2 Cl–CHCl and the other CH 2 –CCl 2<br />

Geometric isomers are compounds with<br />

the same molecular formula, the same<br />

(condensed) structural formula but<br />

different arrangement of atoms. It occurs<br />

in molecules that have double bonds<br />

because the rotation of the atoms about<br />

the axis of the carbon to carbon double<br />

bond is restricted. They must also have<br />

two different groups attached to each end<br />

of the double bond.<br />

C 2 H 4 Cl 2 doesn’t have a double bond; it<br />

has a single bond between the carbon<br />

atoms. Rotation of the atoms about this<br />

bond can occur freely so C 2 H 4 Cl 2 cannot<br />

form geometric isomers.<br />

C 2 H 2 Cl 2 has a double bond and each<br />

carbon involved has two different groups<br />

attached to them so C 2 H 2 Cl 2 can form<br />

geometric isomers.


NCEA Level 2 Chemistry 91165 (2.5) — page 3 of 6<br />

NØ<br />

N1<br />

N2<br />

A3<br />

A4<br />

M5<br />

M6<br />

E7<br />

E8<br />

No response or does not address the question.<br />

Provides some writing but does not fulfil any statement from the Achievement criteria column.<br />

Any ONE statement from the Achievement criteria column.<br />

Any TWO statements from the Achievement criteria column.<br />

Any THREE statements from the Achievement criteria column.<br />

Any ONE statements from the Merit criteria column.<br />

Gives BOTH statements from the Merit criteria column.<br />

Only minor error – omission or additional information – from the Excellence criteria column.<br />

All the evidence from the Excellence criteria column.<br />

Two Expected Coverage Achievement Merit Excellence<br />

(a) See Appendix One. THREE of the<br />

(b) Water<br />

following:<br />

Add water to the five solutions. Three<br />

solutions will dissolve in water<br />

(ethanol, aminoethane, ethanoic<br />

acid), two will not (hexane, hex-1-<br />

ene).<br />

Litmus<br />

Use the solutions formed by<br />

dissolving in water. Add both red and<br />

blue litmus paper to the solutions in<br />

water.<br />

One will not change the colour of the<br />

litmus paper, this is ethanol.<br />

One will turn blue litmus red, this is<br />

ethanoic acid.<br />

One will turn red litmus blue, this is<br />

aminoethane.<br />

Test the solutions which did not<br />

dissolve in water by reacting fresh<br />

solutions with bromine water. If the<br />

solution turns from brown to<br />

colourless the solution is hex-1-ene.<br />

Hexane will not react with the<br />

bromine water.<br />

Equations with water -<br />

CH 3 COOH + H 2 O CH 3 COO – +<br />

H 3 O +<br />

in (a) THREE<br />

names or<br />

structural<br />

formulae correct<br />

in (a) THREE<br />

homologous<br />

series identified<br />

or functional<br />

groups correct<br />

in (b) reaction<br />

with two of water,<br />

litmus or bromine<br />

water described<br />

with observations<br />

for one solution<br />

OR any two<br />

observations<br />

in (b) reaction<br />

with one of<br />

water, litmus or<br />

bromine water<br />

described with<br />

observations for<br />

three (different)<br />

solutions.<br />

OR any one<br />

solution correctly<br />

identified<br />

In (b) THREE<br />

solutions identified<br />

with all tests<br />

required to<br />

positively identify.<br />

In (b) writes a valid<br />

method that<br />

distinguishes<br />

between the five<br />

solutions. At least<br />

two equations are<br />

included.


NCEA Level 2 Chemistry 91165 (2.5) — page 4 of 6<br />

CH 3 CH 2 NH 2 + H 2 O CH 3 CH 2 NH 3<br />

+<br />

+<br />

OH –<br />

Equation with bromine water –<br />

CH 3 – CH 2 – CH 2 – CH 2 – CH=CH 2 +<br />

Br 2 CH 3 – CH 2 – CH 2 – CH 2 – CHBr–<br />

CH 2 Br<br />

NØ<br />

N1<br />

N2<br />

A3<br />

A4<br />

M5<br />

M6<br />

E7<br />

E8<br />

No response or does not address the question.<br />

Provides some writing but does not fulfil any statement from the Achievement criteria column.<br />

Any ONE statement from the Achievement criteria column.<br />

Any TWO statements from the Achievement criteria column.<br />

Any THREE statements from the Achievement criteria column.<br />

TWO solutions identified with all tests to positively identify.<br />

Gives BOTH statements from the Merit criteria column.<br />

Only minor error – omission or additional information – from the Excellence criteria column.<br />

All the evidence from the Excellence criteria column.<br />

Three Expected Coverage Achievement Merit Excellence<br />

(a)<br />

(b) (i)<br />

Compound A is CH 3 –CH 2 –CH 2 –OH<br />

Compound B is CH 3 –CH 2 –CH 2 –NH 2<br />

THREE of the<br />

following:<br />

in (a) compound<br />

(ii) Reactant P is HCI<br />

A correct<br />

Reactant Q is concentrated H 2 SO 4<br />

in (b) TWO out<br />

Reactant R is HCl<br />

of FOUR<br />

(c) (i)<br />

(ii)<br />

(1) substitution.<br />

(2) substitution.<br />

(3) elimination.<br />

(4) addition.<br />

compounds of<br />

reactants<br />

correct<br />

in (c)(i) TWO<br />

reaction types<br />

described but<br />

not linked to the<br />

atoms involved<br />

Molecules that undergo substitution<br />

reactions have carbon to carbon single<br />

bonds and form molecules with carbon<br />

to carbon single bonds. In a substitution<br />

reaction an atom or group of atoms is<br />

replaced by another atom or group of<br />

atoms.<br />

Molecules that undergo elimination<br />

reactions have carbon to carbon single<br />

bonds and form molecules with carbon<br />

to carbon double bonds. In an<br />

elimination reaction two atoms or small<br />

groups are removed from a molecule<br />

forming a carbon to carbon to double<br />

bond.<br />

Molecules that undergo addition<br />

in (c) (ii) ONE<br />

reaction type<br />

described.<br />

In (c) THREE<br />

reactions correct<br />

in terms of<br />

reactant, product<br />

and reaction type<br />

which is linked to<br />

a reason for the<br />

reaction type.<br />

In (c) THREE<br />

reactions correct<br />

in terms of both<br />

reactant, product<br />

and reaction type<br />

AND the<br />

justification of<br />

reaction type for<br />

that reaction.


NCEA Level 2 Chemistry 91165 (2.5) — page 5 of 6<br />

reactions have carbon to carbon double<br />

bonds and form molecules with carbon<br />

to carbon single bonds. In an addition<br />

reaction the reaction involves breaking<br />

a double bond between the carbon<br />

atoms and forming a single bond in its<br />

place as well as forming two new single<br />

bonds.<br />

Reactions (1) and (2) are both<br />

substitution reactions as the molecules<br />

have carbon to carbon single bonds. In<br />

(1) the hydroxyl group (–OH) is<br />

replaced by a chloro group (–Cl). In (2)<br />

the chloro group (–Cl) is replaced by<br />

the amine group (–NH 2 ).<br />

Reaction (3) is an elimination reaction<br />

as the molecule has carbon to carbon<br />

single bonds and a double bond is<br />

formed when it reacts. A hydrogen atom<br />

and the hydroxyl group on adjacent<br />

carbon atoms are removed forming a<br />

carbon to carbon double bond.<br />

Reaction (4) is an addition reaction as<br />

the molecule has carbon to carbon<br />

double bonds and the product has<br />

carbon to carbon single bonds. In this<br />

reaction the double bond breaks<br />

forming a single bond, a hydrogen atom<br />

attaches itself to one of the carbon<br />

atoms and a chlorine atom attaches<br />

itself to the other carbon atom.<br />

NØ<br />

N1<br />

N2<br />

A3<br />

A4<br />

M5<br />

M6<br />

E7<br />

E8<br />

No response or does not address the question.<br />

Provides some writing but does not fulfil any statement from the Achievement criteria column.<br />

Any ONE statement from the Achievement criteria column.<br />

Any TWO statements from the Achievement criteria column.<br />

Any THREE statements from the Achievement criteria column.<br />

TWO reactions correct in terms of reactant, product, reaction type, which is linked to a reason for the<br />

reaction type.<br />

THREE reactions correct in terms of reactant, product, reaction type, which is linked to a reason for the<br />

reaction type.<br />

Only minor error – omission or additional information – from the Excellence criteria column.<br />

All the evidence from the Excellence criteria column.


NCEA Level 2 Chemistry 91165 (2.5) — page 6 of 6<br />

Appendix One: Question Two (a)<br />

Organic<br />

substances<br />

Structural formula<br />

IUPAC<br />

(systematic) name<br />

Homologous<br />

series<br />

A CH 3 –CH 2 –CH 2 –NH 2<br />

1-aminopropane<br />

amine<br />

B CH 3 –OH methanol<br />

alcohol<br />

2-choropentane<br />

chloroalkane/<br />

C<br />

CH 3 –CH 2 – CH 2 –CHCl–CH 3<br />

haloalkane<br />

D<br />

CH 3 –CH 2 –COOH<br />

propanoic acid<br />

carboxylic acid<br />

3, 4- dimethylpent-2-ene alkene<br />

E

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