Sulfuric and sulfurous esters

R methyl hydrogen sulfate Organo hydrogen sulfates (RO)3 O JT  

Kirk-Othmer Encyclopedia of Chemical Technology (4th Edition) 

Stabihty depends mosdy on purity, with purer materials having longer shelf Hves (1). For the higher alkyl groups, the anhydrous compounds are soluble and the monohydrates are insoluble in ether. Solutions in water are strongly ionized and acidic. The lower dialkyl sulfates are Hquids with faint but pleasant odors n-nonyX and higher normal aHphatic and cycHc sulfates are soHds. 

The diesters are moderately polar and therefore are miscible with most common organic solvents. SolubiHty in water is low-to-insoluble, with dimethyl sulfate having a water solubiHty of 2.8 g/100 mL at 18.0°C (2). 

The sulfites have some laboratory use, but are not commercially important and are less known. Monoesters of sulfurous acid are quite unstable, although salts have been identified. The diesters of sulfurous acid are mostly Hquids with boiling points somewhat less than those of the corresponding sulfates. 

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SULFURIC AND SULFUROUS ESTERS] (Vol 23) tert-Butyl tetrahydropyran2-yl peroxide [28627-46 ... 

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