Chapter 19- Aldehydes and Ketones
No description yet. This curated deck is ready for daily study.
Card preview (24)
What is the suffix for ketones?
-one
What is the suffix for aldehydes?
-al
What is the IR signal for a ketone?
~1715 cm -1
What is the IR signal for an Aldehyde?
A weak 2700-2800 C-H stretch
How do you turn a Primary ROH into an aldehyde?
PCC, CH2Cl2 or DMP, CH2Cl2 or 1) DMSO (COCl2) 2) Et2
How do you create an aldehyde from an RH=RH (alkene)?
Ozonolysis- 1) O3 2) DMS
How do you create a ketone from an alkene?
Ozonolysis- 1) O3 2) DMS
How do you create an aldehyde from an alkyne?
Hydroboration oxidation- 1) R2B-H 2)H202, NaOH
How do you create a ketone from an alkyne?
Acid Hydration- H2SO4, H2O HgSO4
Name this molecule
Formaldehyde
Name this molecule
Acetaldehyde
Name this molecule
Benzaldehyde
How do you make a ketone from a secondary alcohol?
Oxidation reaction with Na2Cr2O7 H2SO4, H2O
How do you synthesize a ketone attached to a benzene ring from a benzene ring?
Friedel-Crafts acylation
How do you synthesize an aldehyde attached to a benzene ring from a benzene ring?
Gattermann-Koch formylation CO, HCl AlCl3/CuCl
Describe the carbon of the carbonyl within the aldehyde/ketone
-Electrophilic -Has a delta plus from Induction -Attacked by nucleophiles
match the strength of the nucleophiles to the type to conditions and if it is reversible or not
Weak Nucleophile, Acid Conditions, Reversible Strong nucleophile, base conditions, irreversible.
What is more reactive? Aldehydes or Ketones? why?
Aldehydes are more reactive: 1. Less sterically hindered 2. Only has one electron donating alkyl group, a delta plus on the carbonyl carbon
How do you turn a ketone into a Secondary Alcohol? (Hydride strong nucleophile reagent)
1)LAH 2)H2O or NaBH4, MeOH form enantiomers
What is another way to make an alcohol from a ketone/aldehyde with a strong carbon nucleophile?
Grignard reagent
How do you make a cyanohydrin from an aldehyde/ketone?
KCN, HCN
In the presence of water, what is a ketone/aldehyde in equilibrium with?
Its hydrate
How do you synthesize an acetal?
An aldehyde/ketone, 2 moles of ROH, acid catalyzed.
What is an Acetal?
Tetrahedral carbon with two OR groups on it