A-Level Chemistry Specification

Edexcel 9CH0

Section 17: Organic Chemistry II

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#17.1

know that optical isomerism is a result of chirality in molecules with a single chiral centre

#17.2

understand that optical isomerism results from chiral centre(s) in a molecule with asymmetric carbon atom(s) and that optical isomers areobject and non-superimposable mirror images

#17.3

know that optical activity is the ability of a single optical isomer to rotate the plane of polarisation of plane-polarised monochromatic light in molecules containing a single chiral centre

#17.4

understand the nature of a racemic mixture

#17.5

be able to use data on optical activity of reactants and products as evidence for SN1 and SN2 mechanisms

#17.6

be able to identify the aldehyde and ketone functional groups

#17.7

understand that aldehydes and ketones:

i) do not form intermolecular hydrogen bonds and this affects their physical properties
ii) can form hydrogen bonds with water and this affects their solubility

#17.8

understand the reactions of carbonyl compounds with:

i) Fehling’s or Benedict’s solution, Tollens’  reagent and acidified dichromate (VI) ions
In equations, the oxidising agent can be represented as [O]

ii) lithium tetrahydridoaluminate (lithium aluminium hydride) in dry ether
In equations, the reducing agent can be represented as [ H]

iii) HCN, in the presence of KCN, as a nucleophilic addition reaction, using curly arrows, relevant lone pairs, dipoles and  evidence of optical activity to show the mechanism

iv) 2,4-dinitrophenylhydrazine (2,4-DNPH), as a qualitative test for the presence of a carbonyl group  and to identify a carbonyl compound given data for the melting temperatures of derivatives
The equation for this reaction is not required

v) iodine in the presence of alkali

#17.9

be able to identify the carboxylic acid functional group

#17.10

understand that hydrogen bonding affects the physical properties of carboxylic acids, in relation to their boiling temperatures and solubility

#17.11

understand that carboxylic acids can be prepared by the oxidation of alcohols or aldehydes, and the hydrolysis of nitriles

#17.12

understand the reactions of carboxylic acids with:

i) lithium tetrahydridoaluminate (lithium aluminium hydride) in dry ether
ii) bases to produce salts
iii) phosphorus(V) chloride (phosphorus pentachloride)
iv) alcohols in the presence of an acid catalyst

#17.13

be able to identify the acyl chloride and ester functional groups

#17.14

understand the reactions of acyl chlorides with:

i) water
ii) alcohols
iii) concentrated ammonia
iv) amines

#17.15

understand the hydrolysis reactions of esters, in acidic and alkaline solution

#17.16

understand how polyesters are formed by condensation polymerisation reactions