56 



SCIENCE 



[Vol. LVI, No. 1437 



solvent, changeB in the nature and concentration 

 of the alkalies used were carefully noted and the 

 results recorded as extinction curves. The ■work 

 includes the methyl, chloro, bromo, iodo, nitro 

 and hydroxy derivatives. 



The condensation of primary aromatic arsines 

 with aldehydes: C. S. Palmer and Roger Adams. 

 It has been found that primary aromatic arsines 

 react with aldehydes in three ways, depending 

 on the condition. These may be illustrated 

 by the equations: (1) EAsH, + 2H-CH = 

 IlAs(CHOHE)„; (2) 2EAsH^ " + 4E-CH0 = 

 0-CH-E 



/ \ 

 EAs As-E 4- 2E-CH^0H; (3) 2EAsH, + 



\ / 



K-CH-d' 

 2E-CH0 = E-As=As-E + 2E-CH„0H. The first 

 reaction proceeds by treating the arsine with the 

 aldehyde at room temperature with a little con- 

 centrated hydrochloric acid as a catalyst. The 

 products are high-boiling oils, or in the aromatic 

 series, solids. They are stable to water, alkalies, 

 and cold dilute acids; they oxidize readily to 

 give the aryl arsonic acids and aldehyde ; they 

 react with many other reagents as though they 

 consisted of a mixture of the aldehyde and the 

 arsine; they form addition products with chloro- 

 platinic acid. The second reaction proceeds by 

 treating the arsines and aldehydes with anhydrous 

 hydrogen chloride, or by treating the compounds 

 obtained by reaction (1) with hydrogen chloride, 

 acetyl chloride, or acetic anhydride. Alcohol is 

 evolved and 1, 4, 3, 6-dioxdiarsines are produced 

 having the structure given above in equation (2). 

 These products do not form when aromatic alde- 

 hydes are used. The third reaction proceeds by 

 heating the arsine with the aldehyde at a high 

 temperature with or without hydrochloric acid or 

 at a low temperature without hydrochloric acid. 



Organomercury compounds formed from salicyl- 

 aldehyde and its nitro derivatives: Edmund 

 Btjkrus Meddleton with Frank C. Whitmore. 

 Calicylaldehyde, since it is not readily oxidized 

 and contains a phenolic hydroxy!, can be mer- 

 eurated vrith mercuric acetate. The principal 

 product is 3, 5-diae.etoxymereuri-salicylaldehyde. 

 Using an excess of the aldehyde in water solution 

 gives a mono-acetoxymereuri-salieylaldehyde, 

 although the chief product is still the dimercurated 

 compound. 3-nitro- and S-nitro-salicylaldehyde 

 react ivith mercuric acetate in alcohol to give 

 mono-mercurated products. The sodium salts of 

 these compounds are highly colored and soluble. 

 Oxidation changes the mercurated aldehydes to 



the corresponding acids. The mercurated alde- 

 hydes have been condensed with the following 

 amines: aniline, p-toluidine, anthranilic acid and 

 p-aminobenzoic acid. The mercurated ealieyl- 

 aldehydes are decomposed by aqueous inorganic 

 iodides giving inorganic mercurj' compounds, 

 alkali and the unmercurated aldehydes. 



Organomercury compounds formed from ien- 

 zenesulfonic and iemylsulfonio acids: Frank C. 

 Whitmore and Louis Ehreneeld. Benzene- 

 sulfonic acid in aqueous solution dissolves mer- 

 curic oxide readily. Evaporation of the resulting 

 solution does not give the expected mercuric salt. 

 All the mercury is then attached to carbon, the 

 product apparently being a mixture of at least 

 two organic mercury compounds. Benzylsulfonie 

 acid dissolves mercuric oxide and changes to an 

 organic mercury compound even on gentle warm- 

 ing. The product contains only one substance. 

 The position of the mercury is to be determined. 

 The remarkable ease of mereuration of these sul- 

 fonic acids is without parallel among aromatic 

 compounds which contain no ' ' activating group ' ' 

 such as — OH or — NH^. Preliminary report. 



Mass action in the preparation of compounds of 

 urea with acids and salts: Jack P. Montgomery. 



Mononitro derivatives of the benzoic acid esters 

 of the trihalogen tertiary iutyl alcohols. T. B. 

 Aldrich and Julia E. Blanner. Through the 

 interaction of o-, m-, and p-nitrobenzoyl chlorides 

 and triehloro tertiary butyl alcohol and tribromo 

 tertiary butj-l alcohol, the six possible esters have 

 been prepared. Nitration of the benzoic ester of 

 triehloro tertiary butyl alcohol gives a nitro ester 

 which is identical with the product obtained from 

 m-nitrobenzoyl ciloride. The nitro esters crystal- 

 lize from alcohol in the form of colorless plates 

 or needles. They are insoluble in water, but 

 readily soluble in organic solvents; are not readily 

 saponified ; are practically odorless and tasteless ; 

 and can be reduced to amino compounds. They 

 are not as active physiologically as the alcohols 

 from which they are prepared. Possibly this is 

 due to their insolubility. 



Some reaction products of malonic ester and 

 cyclohexane derivatives: E. C. Kendall and A. E. 

 Osteeberg. Cyclohexane ethoxyglyeol was pre- 

 pared from ortho-chloro-eyelohexanol and sodium 

 ethylate in alcohol. This substance heated with 

 malonic ester replaces one or both ethyl groups 

 according to conditions. The disubstituted product 

 heated with malonic ester gives the monosubsti- 

 tuted compound. Ortho-amino-cyclohexanol reacts 



