Flash Card

Grignard Reagent

(Active H-containing compound)

Grignard Reagent as Nucleophile : Grignard Reagent as Base
O H O H
CO2
R H + Mg(OH)Br
R C O H H 3O + R O H
R H + Mg(OR)Br
OH O D O D
H C H
R D + Mg(OD)Br
R CH H H 3O +
(1°alcohol) R H+ MgBr
O
OH H NH 2
H 3C C H R H+Mg(NH 2)Br
R CH CH 3 H
H 3O +
(2°alcohol) H N R NH R
OH O R H + Mg
R Br
R C R
R–C–R H 3O + NR2
H N R
(3°alcohol) R H + Mg
R Br
O O NR3
H C OEt No reaction
H C R
(1eq.RMgX) H S H SH
O
R H + Mg
OH Br
H C
OEt
R CH R RMgX / H3O
+ R' C C H
R H + R' C CMgBr
(2°alcohol) (excess)
O
O H NH Ph
R C OEt R H+ PhNHMgBr
R C R (1eq.RMgX) H O Ph
O R H + PhOMgBr
OH O
R C
OEt O
R–C–R RMgX / H3O
+ N H
(excess) NMgBr
R
O
O RMgBr (1eq.RMgX)
R H +
R C Cl O O O
R C R
(1eq.RMgX)
O R H+ MgBr
OH
R
C Cl O
R C R +
O
RMgX / H3O R C NH 2
R (excess)
R H+R
(1eq.RMgX) C NHMgBr
O
H C N O O
R C H
H 3O + C OEt
O O H
R C N OEt
R C R H 3O + R C R
H 3O +
R
O O
SO2 O
R S OH Cl C Cl
H 3O+
(1eq.RMgX) R C Cl
O
SO3 O
RSO3H Cl C Cl
H 3O + R C R
(2eq.RMgX)
O O
OH O H
Cl C Cl
R CH 2 CH 2 H 3O + RMgX / H3O
+ R C R
(excess)
R
I I
H O R I
O R' CH CH2 Br Br
R Br
R' CH CH 2 R H 3O + Cl C N Br
R C N + Mg
Cl
O2
R O H H 3O + Cl NH 2 Br
R NH 2 + Mg
Cl
½ CdCl2
1/4 PbCl4 R2Cd
R4Pb

ms_chouhan_msc_sir M S Chouhan (msc sir) M S Chouhan

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