Reagents Flashcards
LiAlH4
Very strong reducing agent
Turns aldehydes and ketones to alcohols
Can also reduce carbonyl (C=O)
Lindlar and H2
Weak reducing agent that converts alkynes to cis alkenes
Na/NH3
Weak reducing agent that converts alkynes to trans alkenes
H2/Raney Ni
Strong reducing agent that can reduce aromatic rings
Pd/ C
Reducing agent
Turns alkynes and alkenes to alkanes
Can also reduce aromatic with added pressure and high temp
Pt/C does same thing
Br2/FeBr3
EAS Bromination
Also works with chlorine
CCl4
Non polar solvent
Often used with Br to add Br’s across the double bond of alkenes
CrO3
Oxidizing agent
Converts alkyl groups to carboxyl groups on aromatic compounds
Cr (VI)
Converts secondary alcohols into ketones or carboxylic acids under mild/intense conditions
Turns primary alcohols to aldehydes
HBr/HCl
Adds to alkenes and or alkynes in markovnikov fashion
H2CrO4
Strong alcohol oxidant
With primary alcohols and aldehydes it turns them into COOH
Secondary alcohol is turned into ketone
Hg(OAc)2
Oxymercuration demercuration
Reduction
Often paired with NaBH4 and or H2SO4
HNO3
EAS Nitration
BH3
Paired with H2O2 (ROOR) and NaOH
Gives Anti markovnikov product
K2Cr2O7
Oxidizes alkenes alcohols aldehydes and alkanes
KOH
Strong base
NaOH, NaNh2 are another strong bases
KOtBu
Bulky base used in elimination
MnO2
Oxidation of allylic and or benzyllic alcohols to ketones and aldehydes
N3
Great nucleophile
CN and KCN is also another example
Na2Cr2O7
Strong alcohol oxidant alcohol to ketones or aldehydes
NBS
Allylic and or benzyllic Bromination
PCC
Oxidizing agent for alcohols
Primary to aldehydes
Secondary to ketones
Does not oxidize aldehydes to COOH
Pyridine
Weak base
Ag2O
Tollens reaction
Turns aldehydes to COOH
BF3
Common Lewis acid used to form thioacetals from ketones
Nh2nh2
KOH and heat
Glycol
W-K
CuBr
Brominates aromatic ring
CuCN
Adds Cn to aromatic ring
CuCl
Chlorinates aromatic ring
DCC
Reduces COOH and amines
DIBAL
Reduces esters and nitriles
LiAl(OtBu)3
Reducing agent for acid chlorides to give aldehydes
NaNO2/ HCl
Converts primary amines to diazonium
P2O5
Used to convert COOH to anhydrides and convert nitriles into amides
PCl3 or PCl5
Converts alcohols to acid chlorides and COOH to acid chlorides
Sn
Converts No2 (nitro groups) into amines
HSO3 and fuming h2so4
Sulfonation EAS
Adds so3h to aromatic ring
SoCl2 or SoBr2
Converts alcohols/COOH to alkynes/acyl chlorides
Zn/Hg and HCl
Clemmensen reduction
Diazomethane
Forms methyl esters from COOH
LDA
Strong bulky base
Often used to create an irreversible enolate to do direct alkylation
NaBH4
Reduces aldehydes to primary alcohol and ketones to secondary alcohol
NaCN
Nucleophile used to generate nitriles
PBr3
HVZ Reagent