Predict Products for Benzene rings nucleophilic substitution

Question 1

NaOCH3

Answer 1

substitutes OCH3 for the leaving group (leaving group is normally cl)

Question 2

Radical Bromination

Answer 2

NBS,ROOR. Bromine is added to the benzyllic position(first carbon not directly on ring)

Question 3

Reduction of NO2 groups

Answer 3

Pd/C, H2 (lindlar catalyst) Changes a NO2 group to a NH2 group

Question 4

Oxidation at the benzyllic position

Answer 4

KMnO4. Adds a carboxylic acid at benzylic position

Question 5

KOTBu or DBU or DBN

Answer 5

makes alkane an alkene

Question 6

Hydroboration Oxidation

Answer 6

1.BH3
2.H2O2,NaOH
Takes alkene to alkane and H adds on to more sub carbon, OH adds onto less sub carbon.

Question 7

PCC

Answer 7

Turns primary alcohol (one R group)to aldehyde R-Ketone-H. Turns secondary alcohol (two R groups)to ketone. R-ketone-R

Question 8

making Carboxylic acids from primary alcohol

Answer 8

K2Cr2O7 or CrO3,H2SO4,H2O

Question 9

making two carboxylic acids from Rtriple bond R

Answer 9

1.O3 2.H2O. Cuts down center to make two carboxylic acids

Question 10

Making one carboxylic acid from Rtriple bond H

Answer 10

1.O3 2.H2O Cuts down center to make one carboxylic acid and CO2 as bi product

Question 11

KMnO4

Answer 11

Adds carboxylic acid to the benzylic position(doesn’t ,matter how many R groups are present