Iodine → 1-Iodo-3,5-dinitrobenzene

HRID 1614241Notes

Reaction equation

HRID 1614241 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([N+:10]([O-:12])=[O:11])[CH:5]=1)([O-:3])=[O:2].[I:13]I>S(=O)(=O)(O)O>[N+:1]([C:4]1[CH:9]=[C:8]([I:13])[CH:7]=[C:6]([N+:10]([O-:12])=[O:11])[CH:5]=1)([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 807IodineHCID 74521,3-Dinitrobenzene

Product 1

HCID 2352691-Iodo-3,5-dinitrobenzeneYield 172.7%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Conditions

Temperature
140 °C

Procedure

A mixture of 1,3-dinitrobenzene (125 g), iodine (97 g) and concentrated sulphuric acid (500 ml) was heated to 140° C. for 3.5 hours. The mixture was cooled, poured onto crushed ice and filtered. The solid was washed with water and dried to give 3,5-dinitroiodobenzene (194 g) in 89% yield, m.p. 101°-102° C.

Workup

  1. temperatureThe mixture was cooled
  2. additionpoured
  3. customonto crushed ice
  4. filtrationfiltered
  5. washThe solid was washed with water
  6. customdried

Sources & evidence

ORD record
ord-4c1914e969f34198a38e61452f0f33bb
Source dataset
uspto-grants-1993_03
Patent number
US05196422

Reaction notes

Loading…