p-Toluenesulfinic acid sodium salt

• Catalog No.: A11430
• CAS Number: 824-79-3
• M. F.: C7H7NaO2S
• M. W.: 178.18405
• Purity: 97% (dry wt.), water <5%

SYNONYMS

• Title: 对甲苯亚磺酸钠
• IUPAC name: sodium 4-methylbenzene-1-sulfinate
• IUPAC Traditional name: sodium 4-methylbenzenesulfinate
• Synonyms: Sodium p-toluenesulfinate; 4-Methylbenzenesulfinic acid sodium salt

DATABASE IDS

• CAS Number: 824-79-3
• Beilstein Number: 4621454
• MDL Number: MFCD00149640
• EC Number: 212-538-5

PROPERTIES

• Purity: 97% (dry wt.), water <5%
• Melting Point: >300°C
• RTECS: XT4725000
• Storage Warning: Hygroscopic
• TSCA Listed: 是

REFERENCES

• In the presence of CuI, iodoarenes undergo displacement in DMF to give moderate to good yields of diaryl sulfones: Tetrahedron Lett., 36, 6239 (1995).
• Alkylation with reactive halides leads to alkyl sulfones. Alkylation of sulfinates can be carried out in a polyethylene glycol as solvent/catalyst: Bull. Chem. Soc. Jpn., 57, 613 (1984). Reaction with allylic alcohols also gives sulfones: J. Org. Chem., 55, 3274 (1990). For asymmetric sulfonylation of allylic chlorides, catalyzed by a chiral Pd complex, see: Tetrahedron: Asymmetry, 6, 643 (1995).
• For use as a precursor of p-toluenesulfonyldiazomethane, via Mannich reaction with formaldehyde and urethane, nitrosation and cleavage with alumina, see: Org. Synth. Coll.,6, 981 (1988):
  
• Also undergoes free-radical reactions in the presence of Cu(II), activated either thermally or by sonication. For example, addition-cyclization of 5-heteroarylpent-1-enes: Synlett, 763 (1995):