Chemistry · MU Pleven

Carbonyl  compounds.  Classification.  Main  representatives  from  aldehydes,  ketones,  quinones.  Structure  and  reactivity  of  the  carbonyl  group.  Characteristic  chemical  reactions with medico‐biological importance for aldehydes, ketones, and quinones.

Covers the classification of carbonyl compounds and the main aldehyde, ketone and quinone representatives, then the structure and polarity of the carbonyl group. Goes on to typical reactions: addition (hydrates, cyanohydrins, bisulphite compounds, acetals and ketals), condensation (Schiff's bases and glycation, hydrazones, oximes, aldol), oxidation, reduction and Cannizzaro disproportionation, followed by quinone redox systems, polymerisation of aldehydes and reactions of the hydrocarbon residues. Includes a table comparing C=O and C=C bonds and notes on vitamin K and coenzyme Q.

Inside: 10 sections · 57 labelled pictures · 1 table · 33 flashcards · 19 min

Topic 27 of 47 in the MU Pleven syllabus for Chemistry (Medicine, Year 1). The free AceMed note covers it in 10 sections, about 2,748 words (19 min of reading), with 33 flashcards.

In this note

  1. CARBONYL COMPOUNDS. CLASSIFICATION, REPRESENTATIVES, TYPICAL CHEMICALREACTIONS
  2. I. Characteristics and classification
  3. II. Aldehydes and ketones
  4. III. Quinones
  5. IV. Isomerism in aldehydes and ketones
  6. V. Structure and reactivity of the carbonyl group
  7. VI. Chemical reactions of aldehydes and ketones
  8. Redox reactions
  9. Polymerization and polycondensation
  10. Reactions of the hydrocarbon residues

I. Characteristics and classification

Carbonyl compounds contain in theirmolecule a bivalent functional group called carbonyl group.

Depending onthe substituents at the carbon atom of the carbonyl group carbonyl compounds are subdivided into aldehydes, ketones, carboxylic acids and functional derivatives of carboxylic acids.

The group - CHO, also called aldehyde group, is the functional group of aldehydes.

The carbonyl group in ketones is also called ketone group and it is the functional group of ketones.

The functional group in carboxylic acids is carboxyl group.

Functional derivatives ofcarboxylic acids are esters, anhydrides, acid (acyl) halides, acid amides, salts.

The functional group inallthese compounds is called acyl group.

The carbonyl group and carbonylcompounds are extremely important for living organism. Some representatives of aldehydes, ketones, quinones and carboxylic acids are given below.

II. Aldehydes and ketones

Aldehydes

Aldehydes can be considered as derivatives of hydrocarbons in which molecules two hydrogen atoms, attached to a carbon atom at the end of the chain, have been replaced by bivalent oxygen.

They have the general formula

where R is H, alkyl group or an aryl group. All aldehydes, except formaldehyde, have a hydrogen atom on one side of the carbonyl carbon and at least one carbon on the other side.

CH3-CH2-CH2–CHO butanal CH3-CH=CH–CHO 2-butenal

Ketones

Ketones have a formula

, where R and R' are alkyl or aryl groups. Depending on the type of hydrocarbon groups ketones can be aliphatic, aromatic and aliphatic-aromatic. There are ketoneswith two or more carbonyl groups in their molecules.

Aliphatic ketones

CH3–CO–CH3 propanone (dimethyl ketone, acetone)

CH3–CO–CH2–CH3 2-butanone (ethylmethyl ketone)

CH3–CO–CH2–CH2–CH3 2-pentanone

Aromatic ketones

C6H5-CO-C6H5 diphenyl ketone (benzophenone)

Aliphatic-aromatic ketones

C6H5-CO-CH3 methyl phenyl ketone (acetophenone)

More examples:

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