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Ch 12 Aldehydes and Ketones
Naming and Properties
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Carbonyl Functional Group
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oxygen video
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Aldehydes Functional group is a carbonyl group bonded to an end-standing Carbon (#1) Condensed structural formula is indicated as –CHO (COH is alcohol)
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Ketones Carbonyl group is bonded to a central carbon of a parent alkane or a ring
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Aldehyde Naming CH3 CH3 – CH2 – CH – CH2 – CH2 – C – H
1. Find longest C-chain containing carbonyl group 2. Name: drop the alkane‘e’ replace with ‘-al’ : hexanal 3. In aldehydes, carbonyl is always C#1 – no number needed – implied in aldehyde name! 4. Locate/list other substituents: 4-methylhexanal
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Ketone Naming –CO– Cl CH3 – CH – C – CH2 – CH2 – CH3
1. Find longest C-chain containing carbonyl group 2. Name: drop alkane ‘e’ replace with ‘-one’ hexanone 3. Number: Carbonyl gets lowest possible number 3-hexanone ( longer ketones need location number for carbonyl) 4. Locate/list other substituents in front 2-chloro-3-hexanone
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Complex molecules with everything…..
Use substituent name carbonyl (list alpha under C)
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Properties of Aldehydes & Ketones
intermolecular forces of Carbonyls Dipoles Van der Waals – depending on Carbon chain length Length of Carbon chain C1-C2 gas, C3 -C10: liquid, C11 and higher: solids
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Melting and Boiling Points
Aldehydes/ketones have BP between alkanes and alcohols, close to ethers Intermolecular forces: Dipoles and Van-der-Waals, but no H-Bonds with each other!!!!
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Solubility Aldehydes and ketones with 4 or less carbons are very soluble in water Carbonyl can H-bond with water
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Rx of Aldehydes and Ketones
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Oxidation of Aldehydes
Aldehydes can be oxidized Visible as addition of Oxygen aldehyde carboxylic acid
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Oxidation of Ketones Ketones cannot be oxidized!!!
No H that can be removed No O can be added
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Benedict’s Test [O] + Cu2+ +O2 → Cu2O Glucose Gluconic Acid
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Sequential Oxidation of Carbon Compounds
Purpose: gradual release of chemical bond energy that can be captured (ATP) instead of a quick combustion that produces mostly heat, light (useless for the body) alkane→ 1° alcohol → aldehyde→carboxylate→ CO2 alkane →2o alcohol →ketone → Ø Branched alkane → 3o alcohol → Ø
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agains the grain
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