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N14/4/CHEMI/SP3/ENG/TZ0/XX/M

MARKSCHEME

November 2014 CHEMISTRY

Standard Level Paper 3

24 pages

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N14/4/CHEMI/SP3/ENG/TZ0/XX/M

It is the property of the International Baccalaureate and must not be reproduced or distributed to any other person without the authorization of the IB Assessment Centre.

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N14/4/CHEMI/SP3/ENG/TZ0/XX/M

Subject Details: Chemistry SL Paper 3 Markscheme

Mark Allocation

Candidates are required to answer questions from TWO of the options [2 x 20 marks]. Maximum total = [40 marks].

1. A markscheme often has more marking points than the total allows. This is intentional.

2. Each marking point has a separate line and the end is shown by means of a semicolon (;).

3. An alternative answer or wording is indicated in the markscheme by a slash (/). Either wording can be accepted.

4. Words in brackets ( ) in the markscheme are not necessary to gain the mark.

5. Words that are underlined are essential for the mark.

6. The order of marking points does not have to be as in the markscheme, unless stated otherwise.

7. If the candidate's answer has the same "meaning" or can be clearly interpreted as being of equivalent significance, detail and validity as that in the markscheme then award the mark. Where this point is considered to be particularly relevant in a question it is emphasized by OWTTE (or words to that effect).

8. Remember that many candidates are writing in a second language. Effective communication is more important than grammatical accuracy.

9. Occasionally, a part of a question may require an answer that is required for subsequent marking points. If an error is made in the first marking point then it should be penalized. However, if the incorrect answer is used correctly in subsequent marking points then follow through marks should be awarded. When marking, indicate this by adding ECF (error carried forward) on the script.

10. Do not penalize candidates for errors in units or significant figures, unless it is specifically referred to in the markscheme.

11. If a question specifically asks for the name of a substance, do not award a mark for a correct formula unless directed otherwise in the markscheme. Similarly, if the formula is specifically asked for, unless directed otherwise in the markscheme, do not award a mark for a correct name.

12. If a question asks for an equation for a reaction, a balanced symbol equation is usually expected, do not award a mark for a word equation or an unbalanced equation unless directed otherwise in the markscheme.

13. Ignore missing or incorrect state symbols in an equation unless directed otherwise in the markscheme.

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N14/4/CHEMI/SP3/ENG/TZ0/XX/M

Option A -- Modern analytical chemistry

Penalize missing hydrogens or incorrect bond linkages (eg, CO?H2C) once only in this option.

1. (a) (i) molar/molecular mass/M 74 (g mol?1) / relative molecular mass/Mr 74 ; peak with highest m/z (ignoring any peak attributable to 13C) / found from parent/molecular ion peak; Allow mass for m/z.

OR

compound has methyl/CH3; m/z = 15 due to CH3+;

OR

compound has propyl/C3H7/isopropyl/CH(CH3)2/acetyl/CH3CO; m/z = 43 due to C3H7+/CH(CH3)2+/CH3CO+;

OR

compound has acetoxy/CH3COO;

m/z = 59 due to CH3COO+;

[2]

Fragment must contain + sign in relevant marks above. Penalize missing charges where relevant once only in (a)(i) and (ii).

(ii) loss of CH3 O / loss of radical with m/z = 31 / formation of

C2H3O+/C3H7+/CH(CH3)2+;

[1]

Penalize missing charges where relevant once only in (a)(i) and (ii).

(b) (i) Present: carbonyl/C=O; Do not accept aldehyde / ketone. Accept ester/alkanoate only if m/z = 59 given in (a)(i).

Absent: carbon-carbon double bond/C=C/alkene;

[2]

(ii) no (broad) absorption at 2500-3300 (cm-1);

no O?H bond;

[2]

Award [1 max] for just stating "absorption at 1050-1410 (cm-1) / C-O bond

present of alcohol/ester/ether".

Do not accept just "C-O bond present".

Accept "peak" for "absorption".

(iii) Any two structures from:

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N14/4/CHEMI/SP3/ENG/TZ0/XX/M

Do not penalize CH3-C connectivity here.

[2 max]

(c) (i) radio (wave);

[1]

(ii) I: one signal/H environment and (compound) II: three signals/H environments;

EITHER Award [1 max] for any two of the following chemical shift ranges from the Data Booklet: I: 2.2-2.7 (ppm) / II: 2.2-2.7 (ppm) II: 0.9-1.0 (ppm) II: 9.4-10.0 (ppm); Ranges must be associated with the correct compound (I or II).

OR

II: signal at 0.9-1.0 (ppm) and I: no such signal;

OR

II: signal at 9.4-10.0 (ppm) and I: no such signal;

[2]

Accept answers that correctly discuss differences in splitting patterns (though not on SL syllabus). Accept "peak" for "signal".

Do not award M2 if any contradictory chemical shift ranges are given (eg, do not allow 0.9-1.0 (ppm) for compound I).

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