AQA Chemistry A-level 3.3.8 Aldehydes and Ketones Detailed Notes PDF

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Summary

These detail notes from PMT education cover aldehydes and ketones, oxidation, reduction, and naming conventions in organic chemistry. The notes are suitable for A-level chemistry students.

Full Transcript

AQA Chemistry A-level 3.3.8: Aldehydes and Ketones Detailed Notes This work by PMT Education is licensed under https://bit.ly/pmt-cc https://bit.ly/pmt-edu-cc CC BY-NC-ND 4.0...

AQA Chemistry A-level 3.3.8: Aldehydes and Ketones Detailed Notes This work by PMT Education is licensed under https://bit.ly/pmt-cc https://bit.ly/pmt-edu-cc CC BY-NC-ND 4.0 https://bit.ly/pmt-cc https://bit.ly/pmt-edu https://bit.ly/pmt-cc 3.3.8.1 - Aldehydes and Ketones Aldehydes These organic compounds are recognised by the​ functional group -CHO ​containing a carbonyl group ​(C=O). They are produced from the initial oxidation and distillation of 1​o alcohols. Aldehydes will readily ​oxidise further​, in the presence of acidified potassium dichromate to produce ​carboxylic acids​. Example: Aldehydes are tested for using ​Tollen’s reagent or Fehling’s solution​ as they produce a positive result in both tests if present. Ketones These organic compounds are recognised by the ​functional group -C=O,​ a carbonyl group. They are produced from the oxidation of 2​o​ alcohols with acidified potassium dichromate. Example: There is ​no further oxidation of ketones​ and they produce no visible change with both Tollen’s reagent and Fehling’s solution. https://bit.ly/pmt-cc https://bit.ly/pmt-edu https://bit.ly/pmt-cc Reduction All of the oxidation reactions involved in the production of the species above can be ​reversed via reduction reactions​. In these reactions, a ​reducing agent of NaBH​4​ is used and it is an example of ​nucleophilic addition​. Mechanism The reducing agent NaBH​4​ provides ​ the​ H:​-​ nucleophile​. However, a​ H​+​ ion​ is also required so the reaction takes place under ​aqueous ​conditions. Hydroxynitriles Nucleophilic addition reactions can also take place with the ​:CN​-​ nucleophile​. This is a form of synthesis​ as it causes the carbon chain to be ​extended​ by one carbon atom. The product of the reaction is a ​hydroxy-nitrile​. Mechanism KCN​ (potassium cyanide) is often used as the reagent to provide the nucleophile instead of HCN​ (hydrogen cyanide). This is because HCN is ​hard to store​ as a gas and reacts to produce dangerous byproducts​. https://bit.ly/pmt-cc https://bit.ly/pmt-edu https://bit.ly/pmt-cc Hydroxy-nitriles commonly contain a ​chiral carbon centre​ meaning optical isomers of the product exist. The :CN- nucleophile can attack from either above or below the double bond, causing different ​enantiomers​ to be produced. Naming Hydroxynitriles When naming these compounds, the carbon on the nitrile group is ​included in the carbon chain​ and is taken to be ​carbon number one​. Example: The following compound is 2-hydroxypropanenitrile. https://bit.ly/pmt-cc https://bit.ly/pmt-edu https://bit.ly/pmt-cc

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