Sodium Hydroxide → 3-Chloro-4-methylbenzenesulfinic acid

HRID 1440487Notes

Reaction equation

HRID 1440487 reaction equation
S([O-])([O-])=O.[Na+].[Na+].[Cl:7][C:8]1[CH:9]=[C:10]([S:15](Cl)(=[O:17])=[O:16])[CH:11]=[CH:12][C:13]=1[CH3:14].[OH-].[Na+]>O>[Cl:7][C:8]1[CH:9]=[C:10]([S:15]([OH:17])=[O:16])[CH:11]=[CH:12][C:13]=1[CH3:14]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 24437Sodium SulfiteHCID 2597442-Chloro-p-toluenesulfochloride

Product 1

HCID 27576613-Chloro-4-methylbenzenesulfinic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1800 ml of water and 420 g (3.3 mol) of sodium sulfite are charged into a stirred apparatus fitted with 2 dropping funnels and a pH electrode and heated to from 50° to 55° C. Over a period of about 2 hours, 677 g (3 mol) of 3-chloro-4-methylbenzenesulfonyl chloride and at the same time 690 g of NaOH, 35% strength, are allowed to run in in such a way that a pH from 8 to 10 is always maintained. The temperature may be allowed to rise to 65° C. The reaction is complete when the pH from 8 to 10 remains constant. The 3-chloro-4-methylbenzenesulfinic acid (Na salt) produced is dissolved at 65° C. and partially crystallizes out from about 55° C.

Workup

  1. customfitted with 2 dropping funnels
  2. temperaturea pH electrode and heated to from 50° to 55° C
  3. temperatureis always maintained
  4. customto rise to 65° C

Sources & evidence

ORD record
ord-3472fa5a6091435eb36a75c16e6f9c08
Source dataset
uspto-grants-1996_03
Patent number
US05498798

Reaction notes

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