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Question 19M.3.hl.TZ2.25

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Date May 2019 Marks available [Maximum mark: 4] Reference code 19M.3.hl.TZ2.25
Level hl Paper 3 Time zone TZ2
Command term Examine, Outline Question number 25 Adapted from N/A
25.
[Maximum mark: 4]
19M.3.hl.TZ2.25

Taxol is a drug that was once obtained from yew trees and is now produced using chiral auxiliaries.

(a)

Examine the synthesis of taxol in terms of green chemistry criteria.

[2]

Markscheme

Any two of:
produced by genetically engineered/modified bacteria/E. coli
OR
sustainable because synthesized and not obtained from yew trees  [✔]

chiral auxiliaries «isolated and» reused [✔]

one enantiomer produced [✔]

toxicity/recycling of solvents/materials used [✔]

overall yield/atom economy/waste generated [✔]

Examiners report

The synthesis of taxol in terms of green chemistry criteria invited varied responses. While some candidates were precise in their answers but others lost focus and wrote something about green chemistry.

(b)

Outline the operation of a polarimeter used to distinguish between enantiomers.

[2]

Markscheme

Any two of:
«plane-» polarized light
OR
light passes through polarizer/polarizing filter  [✔]

enantiomers rotate plane of «plane-» polarized light «by equal angles» in opposite directions [✔]

measure angle/direction of rotation [✔]

Examiners report

The operation of a polarimeter to distinguish between enantiomers was generally well handled by the candidates while some missed stating to measure the angle/direction of rotation.