Carboxylic acid Reaction chemistry (review 21.32) Flashcards
what product?
primary bromo compound + HCN + H+
carboxylic acid
what product?
primary grignard compound + CO2 + H+
carboxylic acid
what products?
Alkene + KMnO4 and Heat
split alkene, add double bond O’s to each new side
what products?
alkyne + O3 and H2O
carboxylic acids at both ends of the alkyne
what products?
4-propylnitrobenzene + Na2Cr2O7 and H2SO4
change propyl to carboxylic acid
*be mindful of other substituents on the ring, they can be oxidized too, so make sure they are oxidation proof. (NO2 and halides are the only oxidation proof substituents.
draw mechanism for fisher esterification
- protonate carb acid, attack with alkyl alcohol
- make OH take H from alkyl alcohol
- crash O electrons down, creating a double bind and pushing the H20 off
what products?
acyl chloride + xs NH3
NH2 in place of chloride
what products?
acyl chloride + LiAL(OR)3H and H2O
H in place of chloride
what products?
acyl chloride + H2O and Pyridine
OH in place of chloride
What reagents?
Acyl chloride –> carboxylic acid
- Mg
2. CO2
What product?
Cyano-ethane MeMgBr
——->
H3O+
Create carbonyl at secondary carbon
What products?
Acetic anhydride + H2O + SOCl2
Ethanoyl chloride
What reagents?
Carbonyl with terminal neighboring NH2 to terminal NH2
- LAH
2. H+
What reagents?
Carboxylic acid to acyl chloride
SOCl2
What reagents?
Acyl chloride to NH2
xs NH3
