1906-7.] 
The Action of Sodium Ethylate. 
369 
r-.v. . ... . c. ' o 
XXXVI. — Preliminary Note on the action of Sodium Ethylate on 
Trichloromethyl-Sulphonic Chloride. By Professor A. Crum 
Brown and Thomas F. Cowie, B.Sc. 
(Read July 8, 1907. MS. received July 19, 1907.) 
Trichloromethyl-sulphonic chloride in ethereal solution acts readily on 
sodium ethylate, and the same reaction takes place when the solutions of 
the two substances in absolute alcohol are mixed. 
The final products are ether, sodium chloride, sodium carbonate, and 
sodium sulphite, but small quantities of ethyl carbonate, ethyl ortho- 
carbonate, and sodium ethyl sulphite were obtained. 
Experiments are now in progress by which it is hoped that these and 
other intermediate products may be obtained in larger quantities. 
The ethereal liquid left after the ether was distilled off from the solution 
obtained by the action of ethereal solution of C1 3 C — S0 2 — Cl on dry sodium 
ethylate was fractionated, and thus separated into two portions, one passing 
over between 125° and 127°, when the thermometer rose rapidly to 158°, 
and another portion passed over between 158° and 161°, leaving scarcely 
any residue. 
These fractions were analysed with the following results. 
First fraction 125° to 127° : — 
I. 0-0888 grm. gave 0*1642 C0 2 and 0*0703 H 2 0 
C = 50*4% ; H = 8*9% 
II. 0*1087 grm. gave 0*2012 C0 2 and 0*0853 H 2 0 
0 = 50*5%; H = 8 *8% 
III. 0 0798 gave 0*1484 C0 2 and 0*0614 H 2 0 
0 = 50*7%; H = 8*6% 
The formula (C 2 H 5 ) 2 C0 3 requires C = 50*80% and 11 = 8*54%. The 
boiling point of ethyl carbonate is 126°. 
Second fraction 158° to 161° : — 
I. 0*0813 gave 0*1659 C0 2 and 0*0766 H 2 0 
0 = 55*7%; H = 10*5% 
II. 0*0954 gave 0*1950 C0 2 and 0*0880 H 2 0 
0 = 55*7%; H = 10*3% 
The formula (C 2 H g ) 4 C0 4 requires C = 56*33% and 11 = 10*49%. The 
boiling point of ethyl orthocarbonate is 158°. 
VOL. XXVII. 
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