Reagents Flashcards
PCl5
chlorinating reagent
Cl2, FeCl3
adds to alkenes, aromatic rings
C6H6, AlCl3
promotes chlorination; catalyst for additions to aromatic rings
LiAlH4 (LAH)
strong reducing agent for carbonyl compounds
KMnO4, OH-, heat, H3O+
powerful oxidizing agents for alkenes, alcohols, aldehydes, alkanes
H3O+
protonates the negatively charged oxygen
HNO3, H2SO4, heat
nitration (adds nitrogen)
PCC, CH2Cl2
oxidize alcohols (from primary alcohols to aldehydes and from secondary alcohols to ketones)
AlCl3
- produce an electrophile
- catalyst
- F.C.
Ether, H3O+
cleaves C-O bonds
- also reacts with Grignard reagents to form a stable complex
Beyer Villiger Oxidation:
oxidative cleavage of a C-C bond adjacent to a carbonyl
Zn(Hg), HCl
reduces aldehydes and ketones to a hydrocarbon (Clemmensen)
-OH
replaces a halogen?
LiALlH4, ether
strong reducing agent for carbonyl compounds
H3O+
protonates the negatively charged oxygen
Br2,FeCl3
adds to alkenes, aromatic rings (creates a more reactive electrophile?)
Mg, ether
reducing metal to form grignard reagents
H2CrO4, acetone
oxidizes alcohols to ketones and carboxylic acids
AgNO3
SN1 reactions
BH3
hydroboration
CCl4
nonpolar solvent
CN-
good nucleophile
CuCN
adds CN to aromatic rings
CuCL
adds Cl to aromatic rings
DCC (dicyclohexane carbodiimide)
reagent for forming amides from carboxylic acids and amines
DMF (N,N- dimethylformamide)
polar aprotic solvent
DMS (Dimethyl sulfide)
for reductive workup in ozonolysis
DMSO (Dimethyl sulfoxide)
polar aprotic aolvent
DIBAL (Diisobutyl aluminum hydride)
bulky reducing agent for esters, nitriles
FeBr3
catalyst
FeCl3
catalyst
Grignard (R-Mg-X)
adds carbon groups to ketones, esters, aldehydes
HBr
strong acid, adds to alkenes and alkynes
HCl
strong acid, adds to alkenes and alkynes
HI
strong acid, adds to alkenes and alkynes
HNO3
strong acid, adds NO2 to aromatics
H2O2
oxidant for hydroboration and ozonolysis
H2SO4
strong acid, useful for elimination reactions
KMnO4
oxidant for alkenes, alcohols, aldehydes, alkanes
Lindlars catalyst
reducing agent for alkynes to give cis-alkenes