(4-Methylphenyl)sulfonyl acetate Chemical Properties

Melting point:

54-56 °C

Boiling point:

325.7±35.0 °C(Predicted)

Density 

1.279±0.06 g/cm3(Predicted)

solubility 

sol acetonitrile, dichloromethane, toluene

form 

crystals

color 

colorless

(4-Methylphenyl)sulfonyl acetate Usage And Synthesis

Preparation

(4-Methylphenyl)sulfonyl acetate prepared from Acetyl Chloride and p-Toluenesulfonic Acid^[1].

storage

the solid is readily hydrolyzed, so it must be protected from contact with moisture; thermal decomposition is also possible.

Purification Methods

The most likely impurity is p-toluenesulfonic acid (could be up to 10%). This can be removed by dissolving it in dry Et2O and cooling until the anhydride crystallises out. It decomposes on heating; below ~130o it gives the disulfonic anhydride and above ~130o polymers are formed, but it can be distilled in a vacuum if it is free of acid. It is used for cleaving ethers [Prep, IR, NMR: Karger & Mazur J Org Chem 36 528, Karger & Mazur J Org Chem 36 532 1971]. [Beilstein 11 III 255.]

References

[1]. (a) Karger, M. H.; Mazur, Y. JOC 1971, 36, 528. (b) Lin, J. S.; Sleezer, P. D. U.S. Patent 4 219 495, 1980.

(4-Methylphenyl)sulfonyl acetate(26908-82-7)Related Product Information

• Benzyl acetate
• Butyl acetate
• Cellulose acetate
• P-Toluenesulfonic anhydride
• p-Toluenesulfonic acid
• Tosylmethyl isocyanide
• 4-Amino-benzenesulfonic acid monosodium salt
• Ammonium acetate
• Vinyl acetate
• Magnesium acetate
• Ethyl acetate
• p-Toluenesulfonyl Isocyanate
• Sulfanilic acid
• Sodium acetate
• (4-Methylphenyl)sulfonyl acetate
• ACETATE