MESYL CHLORIDE - C&EN Global Enterprise (ACS Publications)

Nov 6, 2010 - Publication Date: November 25, 1957. Copyright © 1957 AMERICAN CHEMICAL SOCIETY. ACS Chem. Eng. News Archives. First Page Image...
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ESYL

CHLORIDE

(Methanesulfonyl chloride) Methanesulfonyl Chloride, heretofore a laboratory chemical, now becomes available from a commercial source. Methanesulfonyl Chloride is a pale yellow lachrymatory liquid boiling at 164°C and freezing at —32°C. It is soluble in most organic solvents and insoluble in water (slowly hydrolyzes). Its highly reactive nature suggests its use as an intermediate in the manufacture of pharmaceuticals, dyestuffs and other organic chemicals. Recent laboratory work indicates its value as an intermediate in the flameproofing of cotton, paper and other cellulosic materials. Several methanesulfonic esters are effective in treating leukemia and tumorous growths. Methanesulfonyl Chloride reacts with reducing agents, alcohols, phenols, ammonia, amines, active methylene compounds and various other groups.

OTHER NEW ORGANIC SULFUR COMPOUNDS

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Trichloromethanesulfonyl

Chloride

Cl ; .CS0 2 Cl; M.W. 217.9; lachrymatory, white crystalline solid; M.P. 142°C. ; B.P. 170 C. ; insoluble in water, not readily hydrolyzed ; soluble in most organic solvents. Chemical p r o p e r t i e s : chlorines and S 0 2 group reactive ; condenses with aromatic amines, benzene ; adds CCI. group to double bond ; SOL> can be reduced, is often eliminated during reaction. Suggested uses : intermediate for dyestuff and pharmaceutical manufacture, rubber vulcanization.

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Stauffer's research in Organic Su/fur Compounds is extensive; unmatched, we believe.

S T A U F F E R CHEIVIICAL C O M P A N Y Market Development Department 3 S O Madison A v e n u e , N e w York 1 7 , New York 6 3 6 California Street, San Francisco 8 , California

C h l o r o d i m e t h y l Sullide-CHs-S-CHoCl; M.W. 96.46; Sp. Gr. 1.16 @ 20 /4 C. : B.P. 105 C. (760 m m ) ; F.P. below - 6 0 C ; insoluble in water; miscible in organic solvents ; pungent sulfur-like odor; light yellow in color. Chemical properties: CI very reactive, replaced by: s t r o n g bases such a s NaOH, sodium alkoxides and amines, alkali metal thiocyanates, dithiocarbamates and xanthates. Sulfide linkage can be converted to sulfonium salts o r sulf ones. Suggested uses: chemical intermediate.

b i s ( C h l o r o m e i h y l ) S u l f i d e - C1CH_> SCHoCl; M.W. 130.9; Sp. Gr. 1.40 @ 20V4 C C. ; B.P. 156CC. (760 mm) ; F.P. below -60°C. ; insoluble in water ; miscible in organic solvents ; pungent sulfurlike odor; light yellow color. Chemical properties: contains two reactive chlorines, replaceable by various organic bases and alkali metal salts ; will alkylate malonic acid esters, chloromethylate aryl thioesters ; sulfide linkage can be converted to sulfonium salts, sulf ones. Suggested uses : intermediate for preparations of dyes, lube oil additives, pharmaceuticals, etc. These and other new organic sulfur compounds are available in development quantities. Send for technical bulletins.