EAS Products

Question 1

Halogenation

Answer 1

Reagents: Br2, Cl2, and I2 / Fe (Br2, Cl2, I2)
Product: Halogen added Meta

Question 2

Nitration

Answer 2

Reagents: HNO3/H2SO4
Product: NO2

Question 3

Sulfonation

Answer 3

Reagents: SO3/ H2SO4
Products: SO3H

Question 4

F-C Alkylation

Answer 4

Reagents: RCl/ AlCl3
Products: Adds R groups

Must start with PhH, and can’t use if meta director or NH2 there.

Question 5

F-C Aclylation

Answer 5

Reagents: Ketone with R on left and Cl on right / AlCl3
Product: removes Cl and adds meta

Starts with PhH

Question 6

Reduction of aromatic nitro groups

Answer 6

Reagents: 1) Fe, H3O+ 2) NaOH
Products: NO2 to NH2

Question 7

Nucleophilic Substitution (1)

Answer 7

Reagents: 1. NaOH (heat) 2. H3O+ (neutralize)
Product: Cl to OH

Question 8

Nucleophilic Aromatic Substitution (2)

Answer 8

Reagents: (1) MeONa, (heat) (2) H3O+
Products: Cl to OMe

Question 9

Nucleophilic Aromatic Substitution (3)

Answer 9

Reagents: (1) EtNH2, Heat (2) NaOH
Product: Cl to NHEt

Question 10

Oxidation of Alkylbenzene SideChain

Answer 10

Reagents: KMnO4 / H2O
Products: R to CO2H

Question 11

Benzylic Bromination and elimination

Answer 11

Reagents: 1) NBS, (PhCO2)2 Heat (2) t-bu OK
Products: Form dbl bond from single

Question 12

Reduction

Answer 12

Reagents: H2 / (Pd/C)
Product: reduce double bonds. But won’t reduce isolated carbonyls

Question 13

Side chain addition

Answer 13

Reagents: (1) NaH (2) R-Br (or other good LG)
Product: R group added to Ring