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Chapter 13 Organic Compounds with Oxygen and Sulfur. 13.4 Aldehydes and Ketones. Carbonyl Group in Aldehydes and Ketones. A carbonyl group in an aldehyde is attached to at least one H atom. in a ketone is attached to two carbon groups. Naming Aldehydes. An aldehyde
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Chapter 13 Organic Compounds with Oxygen and Sulfur 13.4 Aldehydes and Ketones
Carbonyl Group in Aldehydes and Ketones A carbonyl group • in an aldehyde is attached to at least one H atom. • in a ketone is attached to two carbon groups.
Naming Aldehydes An aldehyde • has an IUPAC name in which the -e in the alkane name is changed to –al. • has a common name for the first four aldehydes that use the prefixes: form (1C), acet (2C), propion (3C), and butyr (4C), followed by aldehyde. OOO ║ ║ ║ H─C─H CH3─C─H CH3─CH2─C─H methanal ethanal propanal (formaldehyde) (acetaldehyde) (propionaldehyde)
Aldehydes in Flavorings Several naturally occurring aldehydes are used as flavorings for foods and fragrances. Benzaldehyde (almonds) Cinnamaldehyde (cinnamon)
Naming Ketones In naming ketones • as IUPAC, the -e in the alkane name is replaced with –one. • With a common name, the alkyl groups attached to the carbonyl group are named alphabetically followed by ketone. OO ║ ║ CH3 ─C─CH3 CH3─C─CH2─CH3propanone 2-butanone (dimethyl ketone) (ethyl methyl ketone)
Ketones in Common Use Nail polish remover, solvent Propanone, Dimethylketone, Acetone Butter flavoring
Learning Check Classify each as 1) aldehyde or 2) ketone.O O || || A. CH3—CH2—C—CH3 B. CH3—C—H CH3 O | || C. CH3—C—CH2—C—H D. | CH3
Solution A. 2 ketone B. 1 aldehyde C. 1 aldehyde D. 2 ketone
Learning Check Classify each as an 1) aldehyde 2) ketone 3) alcohol or 4) ether. O ║ A. CH3─CH2─C─CH3 B. CH3─O─CH3 CH3 O OH │║│ C. CH3─C─CH2─C─H D. CH3─CH ─CH3 │ CH3
Solution O ║ A. CH3─CH2─C─CH3 B. CH3─O─CH3 2) ketone 4) ether CH3 O OH │║│ C. CH3─C─CH2─C─H D. CH3─CH─CH3 │ CH3 1) aldehyde 3) alcohol
Learning Check Name each of the following. O ║ 1. CH3─CH2─CH2─CH2─C─H O ║ 2. Cl─CH2─CH2─C─H O ║ 3. CH3─CH2─C─CH3
Solution Name each of the following: O ║ 1. CH3─CH2─CH2─CH2─C─H pentanal O ║ 2. Cl─CH2─CH2─C─H 3-chloropropanal O ║ 3. CH3─CH2─C─CH3 2-butanone; ethyl methyl ketone
Learning Check Name the following compounds. O || A. CH3—CH2—CH2—C—CH3 B. CH3 O ||| C. CH3—C—CH2—C—H | CH3
Solution A. 2-pentanone; methyl propyl ketone B.cyclohexanone C, 3,3-dimethylbutanal
Learning Check Draw the structural formulas for each: A. 4-methylpentanal B. 2,3-dichloropropanal C. 3-methyl-2-butanone
Solution Draw the structural formulas for each: CH3 O │║ A. 4-methylpentanal CH3─CH─CH2─CH2─C─H Cl O │ ║ B. 2,3-dichloropropanal Cl─CH2─CH─C─H CH3 O │ ║ C. 3-methyl-2-butanone CH3─CH─C─CH3