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Question 17N.2.hl.TZ0.8e

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Date November 2017 Marks available [Maximum mark: 4] Reference code 17N.2.hl.TZ0.8e
Level hl Paper 2 Time zone TZ0
Command term Explain Question number e Adapted from N/A
e.
[Maximum mark: 4]
17N.2.hl.TZ0.8e

The reactivity of organic compounds depends on the nature and positions of their functional groups.

(e)

Explain the mechanism of the reaction between 2-bromo-2-methylpropane, (CH3)3CBr, and aqueous sodium hydroxide, NaOH (aq), using curly arrows to represent the movement of electron pairs.

[4]

Markscheme

curly arrow showing Br leaving

representation of tertiary carbocation

curly arrow going from lone pair/negative charge on O in OH to C+

formation of (CH3)3COH AND Br

Do not accept curly arrow originating from C of C–Br bond.

Do not accept arrow originating on H in OH.

Accept Br anywhere on product side in the reaction scheme.

Award [2 max] for an SN2 type mechanism.