A. B. C. Oxidation of 1° alcohol to an aldehyde Reagents: (i) Pyridinium chlorochromate (PCC) –> Shop Reagents: (ii) Dess-Martin Periodinane: CH₂Cl₂ Ozonolysis of Alkenes to aldehydes/ketones Reagents: 03; then Zn, H3O+ aldehyde

Organic Chemistry
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Chapter27: Biomolecules: Lipids
Section27.SE: Something Extra
Problem 47AP: Cembrene, C20H32, is a diterpenoid hydrocarbon isolated from pine resin. Cembrene has a UV...
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Can you show the mechanism with an example?

A.
B.
C.
D.
✩ E.
F.
B.
C.
thesis of Aldehydes:
Oxidation of 1° alcohol to an aldehyde
Reagents: (i) Pyridinium chlorochromate (PCC)- Shop
Reagents: (ii) Dess-Martin Periodinane; CH₂Cl₂
Ozonolysis of Alkenes to aldehydes/ketones
Reagents: 03; then Zn, H3O+
Partial Reduction of Esters to an aldehyde
Paral
Reagents: Diisobutyl aluminum hydride (DIBAH) in toluene, -78 °C, then
+
ра
H3O*
Reduction of Acid chloride to an aldehyde (Rosenmund Reduction)
Reagents: H₂ Pd, BaSO4
II. Synthesis of Ketones
A. Oxidation of 2º alcohol to a ketone
Reagents: Jones Reagent (CrO3 in aquous H₂SO4; acetone)
Reagents: Pyridinium chlorochromate (PCC)
Reagents: Dess-Martin Periodinane: CH₂Cl₂
Reagents: K₂Cr₂O7 in aquous H₂SO4
Reagnets: KMnO4, heat
Reagents: Ozonolysis of Alkenes to aldehydes/ketones
G. Reagents: Oxymercuration of terminal and internal alkynes; HgSO4,
H₂SO4, H₂O
H. Reagents: Friedel-Crafts Acylation (Electrohilic Aromatic Substitution);
RC(O)CI, AICI 3
Transcribed Image Text:A. B. C. D. ✩ E. F. B. C. thesis of Aldehydes: Oxidation of 1° alcohol to an aldehyde Reagents: (i) Pyridinium chlorochromate (PCC)- Shop Reagents: (ii) Dess-Martin Periodinane; CH₂Cl₂ Ozonolysis of Alkenes to aldehydes/ketones Reagents: 03; then Zn, H3O+ Partial Reduction of Esters to an aldehyde Paral Reagents: Diisobutyl aluminum hydride (DIBAH) in toluene, -78 °C, then + ра H3O* Reduction of Acid chloride to an aldehyde (Rosenmund Reduction) Reagents: H₂ Pd, BaSO4 II. Synthesis of Ketones A. Oxidation of 2º alcohol to a ketone Reagents: Jones Reagent (CrO3 in aquous H₂SO4; acetone) Reagents: Pyridinium chlorochromate (PCC) Reagents: Dess-Martin Periodinane: CH₂Cl₂ Reagents: K₂Cr₂O7 in aquous H₂SO4 Reagnets: KMnO4, heat Reagents: Ozonolysis of Alkenes to aldehydes/ketones G. Reagents: Oxymercuration of terminal and internal alkynes; HgSO4, H₂SO4, H₂O H. Reagents: Friedel-Crafts Acylation (Electrohilic Aromatic Substitution); RC(O)CI, AICI 3
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