Oxidation of alcohols [O] = oxidizing agent dichromate Cr 2 O 7 2- permanganateMnO 4 - oxidation = aldehyde 1 o alcohol carboxylic acid 1. binding O 2.

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Presentation transcript:

Oxidation of alcohols [O] = oxidizing agent dichromate Cr 2 O 7 2- permanganateMnO 4 - oxidation = aldehyde 1 o alcohol carboxylic acid 1. binding O 2. removing H loss of e - density from C Cr 3+ PCC weak oxidizing agent 1 o alcohol  aldehyde

Alcohols oxidation of alcohols: [O] = Cr 2 O 7 2- or MnO o alcohols [O] aldehydecarboxylic acid [O] Cr 2 O Cr 3+ [O] methanol formaldehyde [O] formic acid methanal methanoic acid

Alcohols oxidation of alcohols: [O] = Cr 2 O 7 2- or MnO 4 2- or PCC 2 o alcohols [O] ketoneno reaction [O]

Alcohols oxidation of alcohols: [O] = Cr 2 O 7 2- or MnO 4 2- or PCC 3 o alcohols [O] no reaction

Aldehydes and Ketones C=O carbonyl group aldehyde ketone C and O are sp 2 hybridized 120 o

Aldehydes and Ketones Nomenclature 1. Longest chain with C=O is parent 2. Suffix is “-al” or “-one” 3. C 1 is always C=O in aldehydes In ketones, C=O is given lowest number 4. C=O has precedence over -OH (called “hydroxy”)

albutan2-bromo-3-methyl one pentan 3- cyclobutanone methyl 3-hydroxy- trans-

Physical properties -- ++ polar higher b.p. than alkanes H-bond acceptor soluble in polar solvents no H-bond donor lower b.p. than alcohols O.. C H H O C H H : + -

Reactions Reduction [R] = reducing agent LiAlH 4 NaBH 4 H 2 /Pt [R][R] [R][R] al one CH butan CH 2 - CHOCH 2 - OH butan2-