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Date November 2013 Marks available 2 Reference code 13N.2.hl.TZ0.2
Level HL Paper 2 Time zone TZ0
Command term State Question number 2 Adapted from N/A

Question

Consider the two-stage reaction pathway below.

N13/4/CHEMI/HP2/ENG/TZ0/02

Deduce the structural formula of compound X.

[1]
a.

State the reagents and conditions required for stage II of the pathway.

 

Reagents:

 

 

Conditions:

 

[2]
b.

Markscheme

N13/4/CHEMI/HP2/ENG/TZ0/02.a/M ;

Accept left hand end written as CH2(OH)–.

a.

Reagents: acidified/H\(^ + \) dichromate ion/\({\text{C}}{{\text{r}}_{\text{2}}}{\text{O}}_7^{2 - }\)/potassium dichromate/\({{\text{K}}_{\text{2}}}{\text{C}}{{\text{r}}_{\text{2}}}{{\text{O}}_{\text{7}}}\)/sodium dichromate/\({\text{N}}{{\text{a}}_{\text{2}}}{\text{C}}{{\text{r}}_{\text{2}}}{{\text{O}}_{\text{7}}}\);

Accept acidified/H+ permanganate ion/MnO4/potassium permanganate/KMnO4.

Conditions: reflux;

Accept “heat” (as the intermediate aldehyde will not be volatile enough to vaporize significantly) unless distillation mentioned.

b.

Examiners report

This was frequently well answered with many students gaining good marks. A common mistake was for students to identify the bond present in the polymer rather than the type of polymerization.

a.

This was frequently well answered with many students gaining good marks. A common mistake was for students to identify the bond present in the polymer rather than the type of polymerization.

b.

Syllabus sections

Additional higher level (AHL) » Topic 20: Organic chemistry » 20.2 Synthetic routes

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