D,l-10-Camphorsulfonic acid

Calcium carbonate as support for palladium catalyst, 46, 90 Calcium hydride, 46, 58 D,L-Camphor, sulfonation to d,l-10-camphorsulfonic acid, 46,12 10-Camphorchlorosulfoxide, 46, 56 d,l-10-Camphorsulfonic acid, 46,12 conversion to acid chloride, 45,14 10-Camphorsulfonyl chloride, 45, 56 d,l-10-Camphorsulfonyl chloride,... 

Phosphorus pentachloride, in conversion of D,L-10-camphorsulfonic acid to add chloride, 45,14 reaction with methyl formate to yield dichloromethyl methyl ether, 47, 47... 

In a 2-1., three-necked, round-bottomed flask (Note 1) fitted with a sealed stirrer having a Teflon blade and, on the two side necks, with gas-outlet tubes connected by rubber or plastic tubing to an etficient hydrogen chloride absorption trap (Note 2), 464 g. (2 moles) of D,L-10-camphorsulfonic acid (Note 3) is mixed with 416 g. (2 moles) of phosphorus pentachloride (Note 4). The flask is immersed in ice water and, as soon as the mixture has liquefied sufficiently, the stirrer is started but must be run slowly at first because of lumps. When the vigorous reaction has subsided, the cooling bath is removed and stirring continued until the chloride is completely dissolved (Note 5). The mixture is then allowed to stand for 3 or 4 hours. It is poured Hood ) onto 500 g. of crushed ice contained in a 2-1. beaker. This mixture is immediately poured into a second beaker containing a similar quantity of crushed ice. The mixture is then poured back and forth between the two beakers until all evidence of reaction has disappeared (Note 6). The fine white product is collected on a... 

Phosphorane, (dichloromethylene) TRIPHENYL-1, 46, 33 Phosphorus pentachloride, for conversion of D,L-10-camphorsulfonic acid to acid chloride, 46,14 reaction with styrene, 46, 99 Photolysis of substituted stilbenes to phenanthrenes, 46, 91... 

D,L-10-Camphorsulfonic acid is used for the preparation of the corresponding chloride (p. 14). The optically active acid has been used widely for the resolution of basic compounds into optical antipodes. 

The D,L-10-camphorsulfonic acid employed is the unre-crystallized product described on p. 12. 

Sulfinic esters, aromatic, by oxidation of disulfides in alcohols, 46, 64 Sulfonation of D,L-camphor to d,l-10-camphorsulfonic acid, 46,12 Sulfoxides, table of examples of preparation from sulfides with sodium metaperiodate, 46,79 Sulfur dioxide, reaction with styrene phosphorus pentachloride to give styrylphosphonic dichloride, 46,... 

Calcium carbonate as support for palladium catalyst, 46, 90 Calcium hydride, 46, 68 D,L-Camphor, sulfonation to d,l-10-camphorsulfonic acid, 46,12... 

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