NOTES
5542
Vol. 74
TABLE I OXIDATION OF POLYHYDRIC ALCOHOLSWITH SODIUM PERBORATE
Alcohol
In g.
W t . of ferrous sulfate in g.
Ethylene glycol Glycerol Erythritol Mannitol Dulcitol Sorbitol
1.55 2.5 2.5 5.0 2.0 2.0
1.3 0.25 1.25 1.23 1.0 0.B
W t . of a1,cohol
Acetic acid Vplume Strength i n cc. in X
30 35 25 35 15 15
4 8 8 3 3
3
wt. of sodium perborate in g 4.293 4.668 3.508 4.720 1.89 1.89
Alcohol
Ethylene glycol Glycerol Erythritol Mannitol
Melting 12,oint of osazone in OC. Found Fenton (uncorand rected) Jackson2
Yield of oszaone, 6.
R
60 15 30 360
0.588 0.96 1.53 1.55
9.88 13.25 25.0 20.9
480 480
...
...
...
...
168 131 166 198 205 204
169.5 130-131 167 197-198 206 203
spectra before the determination of the spectra of compounds never before evaluated in these regards.
TABLE I1 YIELDSOF OSAZONES Hydrogen Hydrogen peroxide, peroxide Presand Fenton ent boric Sodium and invesacid perJacktiga(1 horate son tion mol), alone, g. L'. s 0'.
Time of reaction in min.
'FAHLF
I
LkllSORPTION S P b C r R 1 OF A Z L A C I O \ h 5
1 niul, fi.
Boric acid 2 3 mols. rnols. g.
6.
0.70 o . % 0.50 0.588 0.55 0 . 5 4 0 . 5 4 1 . 5 5 1.00 0.85 0.960 0.81 0 . 7 8 0 76 1 . 7 5 1 . 5 5 1.30 1.530 .. .. .. 3 . 1 2 2 . l d 1 . 8 4 1.550 1.27 1 . 0 8 0.20
oxidation product with sodium perborate is a little less than with hydrogen peroxide except with ethylene glycol but there is a distinct advantage in the use of sodium perborate which can be added conveniently in any controlled quantities to a reaction mixture. This investigation has also shown that the presence of boric acid has a retarding effect on the oxidation of a polyhydric alcohol both with sodium perborate as well as with hydrogen peroxide.
hiax 1
XIax 2
1w
111p
No.
259 208 27 1 2fi 1 259 259 361 257 200
377 3 7
15 lfi
2.59 217
'-,
17 1s 19 20 21 92 23
< { I O
3Ib
3H) 376 393 373 362 359 360 290 372 366
24 2 .i 26 27 2s
Max 1 mp
\lax 1 mir
263 911 2*i7 232 264 265 264 264 269 260 225 945 2-10 240
386 305 370 328 3130 40 1 396 391 353 361 286 482 473 425
-4s a result of this correction it will be seen that the conjugated system
DEPARTMENT OF CHEMISTRY THEROYAL INSTITUTE OF SCIENCE BOMBAY, INDIA
A Correction : Absorption Spectra of Azlactones' BY F.W. SCHUELER A N D CALVINHANXA RECEIVED JULY 7, 1952
Recently we have had our attention called to errors in some of the absorption maxima values -we reported for certain azlactonas.2 The corrected values for the azlactones reported in the above reference are listed in Table I. As will be seen upon comparison of these values with the d u e s reported in the above-mentioned reference, the average errors €or the first maxima and second maxima were 35 and 74 m p , respectively. Such errors are clearly of such a constancy that they suggested a systematic error in the standardization of the instrument during the period through which these materials were studied. It has been the practice in many laboratories to check the standardization of the Beckman spectrophotometer only twice or three times a year. Following our experience with this instrument, however, we feel that the instrument should be checked before each use with a compound of known (1) T h i i work w a c , aided b y n g r a n t from t h e (1. S . Puhlic 1-Ie.iIth Ser,ice. !?,m .'k \v Schtieler alii1 I:\. y a n g , '1 ills J O t J E Y A I . , 7 2 , L':!?O ( l ! l z U ) ,
better accounts for the spectra of the a2lactones than the system
originally indicated.2 Moreover, a comparison of these corrected results on the azlactones, together with results obtained using the analogous crotonolactones,3 indicates that chromophoric system operates in both. Thus, in the case of the crotonolactones, the conjugated system @D--CII=C ___~.
f"==C--=
1 is analogous to the system ( 2 ) indicated above for the azlactones. I
(3) F. W. Schueler and Calvin Hanna, ibid., 73, 3.528 (1!)51)
DEPARTMENT OF
PHARMACOI.OGI'
COLLEGE OF MEDICISE IOWA C r r y 1on.a
BY J
Indophenols of 8-Quinolinols P P H I L L I P S , J F EXERYA S D QUISTUSF E R Y a V D O RECEIVED JUTE 30, 1958
The indophenol formed by S-quinolinol when treated with hytlro\yl:imirle in an alkaline oxidizing
