Alcohols Flashcards
Which has a lower pKa Phenols or non aromatic alcohols?
Phenols have a increased acidity due to resonance and the electron-withdrawing character of the phenol aromatic ring.
Greater acidity=
Lower pKa and Higher Ka
2 groups on adjacent carbons are called?
Ortho- or o-
2 groups separated by a carbons are called?
Meta- or m-
2 groups on opposite sides are called?
Para- or P-
What will happen to a primary and secondary alcohols in the presence of a strong oxidizing agent?
Primary- oxidize completely to carboxylic acid
Secondary- Convert to a ketone
What are examples of strong oxidizing agents
(Na2Cr2O7 or K2Cr2O7)/ H2SO4
Jones Oxidation: CrO3, H2SO4/ Acetone
How can a primary alcohol be oxidized to aldehydes?
PCC (pyridinium chlorochromate)
What is the purpose of mesylate and tosylate?
They are used to convert an alcohol into a better leaving group and used a protecting groups
How can Aldehydes and ketones be protected using alcohols?
turn them into acetals or ketals and then converted back via deportation
Mesylates contain the functional group
-SO3CH3 which is derived from methanesulfonic acid
Tosylates contain the functional group
-SO3C6H4CH3 which is derived from toluenesulfonic acid
Acetals
Primary C with 2 -OR group and H
Ketals
Secondary C with 2 OR groups
How are quinones generally produced?
Oxidation of Phenols
