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Chapter 18

Chapter 18 Organic chem.docx

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Department
Chemistry
Course
CHEM 2020
Professor
Rajeshwari Iyer
Semester
Winter

Description
Chapter 18 c) trans-2-methoxycyclohexanecarbaldehyde d) 6,6-dimethylcyclohexa-2,4-dienone Boiling points Even though ketones and aldehydes cannot hydrogen bond with themselves, they can hydrogen bond with water, alcohols, and –N —H. - this proton has a splitting constant due to the protons on the alpha carbon (J=1Hz). carbonyl signals are around 200 and weak, methyl carbonyl signals are from 30-40 -when it comes to mass spectrum the loss of ethyl gives a much higher peak than the loss of a methyl. -- McLafferty rearrangement (a gama proton must be present). It is characterized by the signal at M-28. 28m/z These compounds are synthezised from the basic ketone (acetone) and the basic aldehyde (formaldehyde) ................................................................................................................................................................. Ketones and Aldehydes synthesis KMnO4 could also work  Turning primary alcohols to an aldehyde when turning primary alcohols to an aldehyde the oxidizing agent may lead to an overoxidation making a carboxylic acid. Therefore, we use PCC because it is 90% accurate.  Ketones and Aldehydes from Ozonolysis of Alkenes  Phenyl Ketones and Aldehydes: Friedel-Crafts Acylation and Gatterman-Koch synthesis. (both of them only work if an activating group is present, deactivating groups block rxn). ................................................................................................................................................ 18- 1 2 Reactions of Ketone
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