KEY FOR CONVERSIONS
PREPARED BY A.P. SINGH,PGT-CHEMISTRY, KV ALIGANJ,LUCKNOW
Sl Reagent Group Out Group In Remark
No
1 KMnO4 / H+ -CH2OH -COOH Strong Oxidation (20 alc ketone)
2 LiAlH4 -COOH -CH2OH Strong Reduction (ketone 2 alc)
0
3 Cu / 573 K or CrO3 -CH2OH -CHO Dehydrogenation
4 PCl5 or SOCl2 -OH -Cl
5 Cl2 / Δ or Cl2 / UV -H -Cl Free radical substitution
6 Aq NaOH / KOH -X -OH Nucleophilic substitution
7 KCN -X -CN Step Up
8 AgCN -X -NC
9 Alcoholic KOH -HX = Dehydrohalogenation (Stzf)
10 Mg / dry ether Mg R-X R-MgX
11 HBr >=< H, Br Merkovnikov
12 H2 / Pd-BaSO4 -COCl -CHO Rosenmund Reduction
13 Zn-Hg / HCl >C=O -CH2- Clemmension Reduction
14 NH3 / Δ -COOH -CONH2 -COOH + NH3 -COONH4
15 Br2 / NaOH or NaOBr -CONH2 -NH2 Step Down ( Hoffmann)
16 HNO2 or NaNO2/HCl -NH2 -OH HONO
17 CHCl3 / alc KOH -NH2 -NC Carbyl amine
18 P2O5 -CONH2 -CN Dehydration
19 H3O+ -CN -COOH Hydrolysis
20 OH- -CN -CONH2
21 LiAlH4 -CN -CH2NH2 Reduction
22 Red P / Cl2 α-H of acid -Cl HVZ Reaction
In benzene ring
23 Fe / X2 /dark -H -X Halogination
24 CH3Cl / AlCl3(anhyd) -H -CH3 Friedel Craft alkylation
25 CH3COCl / AlCl3(anhyd) -H -COCH3 Friedel Craft acylation
26 Conc.HNO3/con.H2SO4 -H -NO2 Nitration
27 Conc H2SO4 -H -SO3H Sulphonation
28 KMnO4 / H+ -R -COOH Oxidation
29 CrO2Cl2 / H+ -CH3 -CHO Mild oxidation(Etard Reaction)
30 Sn / HCl or Fe/HCl -NO2 -NH2 Reduction
31 NaOH / 623K / 300 atm -Cl -OH
32 Zn dust / Δ -OH -H
33 NaNO2 / dil HCl / 273-278 K -NH2 -N2+Cl- Diazo reaction
34 CuCl / HCl or Cu/HCl -N2+Cl- -Cl Sanmeyer or Gattermann
35 CuBr / HBr or Cu/HBr -N2+Cl- -Br Sanmeyer or Gattermann
36 CuCN / KCN -N2+Cl- -CN Sanmeyer
37 KI -N2+Cl- -I
38 HBF4 / Δ -N2+Cl- -F
39 H3PO2 or CH3CH2OH -N2+Cl- -H
40 H2O / 283 K -N2+Cl- -OH
41 HBF4/ NaNO2, Cu / Δ -N2+Cl- -NO2
42 C6H5-OH -N2+Cl- -N=N-C6H5-OH Coupling ( p-hydroxy)
43 C6H5-NH2 -N2+Cl- -N=N-C6H5-NH2 Coupling ( p-amino)
Reactions of Grignard Reagent
Grignard reagent + Any one below + H2O Product
H2O or ROH or RNH2 R-H
H-CHO R-CH2-OH (10 alc)
R-CHO R-CH(OH)-R (20 alc)
R-CO-R R2C(OH)-R (30 alc)
R-MgX
CO2 R-COOH
R-CN R-CO-R
HCOOR Aldehyde
RCOOR Ketone
NB: i) During reaction generally changes take place in the functional group only so see the functional
group very carefully.
ii) Remember structural formula of all the common organic compounds ( with their IUPAC and common
names)
iii) Wurtz Reaction and Aldol Condensation are not included in the table although they are
very important for conversions so study them .
iv) By taking examples practice all the above cases ( from 1 to 43 and Grignard)
v) Practice only from NCERT book.
vi) Start practicing NOW !
How to use the table? See below.
Example : See no 7 in the table
Directional Properties of groups in benzene ring for electrophilic substitution
Ortho-para directing group: -R , -OH, -NH2, -X, -OR, -NHR, -NR2, -NHCOCH3, -CH2Cl, -SH, - Ph
Meta-directing group: -NO2 , -CHO , -COOH , COOR , -CN , -SO3H , -COCH3 , -CCl3 , -NH3+ ,
