Its compound with phenylhydrazine (loc. cit.) gave the following analytical numbers:
| N | 0.78 | 0.96 | 0.84 |
(2) The reagents were as in (1), but the conditions varied by passing a stream of carbonic acid gas through the solution contained in a flask, until Cl compounds ceased to be given off. The analysis of the purified oxycellulose gave C 43.53, H 6.13.
(3) The conditions were as in (2), but a much stronger hypochlorite solution—viz. 12°B.—was employed. The yield of oxycellulose precipitated from solution in soda lye (10 p.ct. NaOH) was 45 p.ct. There was only a slight residue of unattacked cellulose. The analytical numbers obtained were:
| Oxycellulose | C | 43.31 | 43.74 | 43.69 |
| " | H | 6.47 | 6.42 | 6.51 |
| ________________________ | ||||
| Phenylhydrazine compound | N | 0.62 | 0.81 | |
B. Oxidation by permanganate (KMnO4). (1) The cellulose 16 grms. was treated with 1100 c.c. of a 1 p.ct. solution of KMnO4 in successive portions. The MnO2 was removed from time to time by digesting the product with a dilute sulphuric acid (10 p.ct. H2SO4). The oxycellulose was purified as before, yield 40 p.ct. Analytical numbers:
| Oxycellulose | C | 42.12 | 42.9 | |
| " | H | 6.20 | 6.11 | |
| ________________________ | ||||
| Phenylhydrazine compound | N | 1.35 | 1.08 | 1.21 |
(2) The cellulose (16 grms.) was digested 14 days with 2500 c.c. of 1 p.ct. KMnO4 solution. The purified oxycellulose was identical in all respects with the above: yield 40 p.ct. C 42.66, H 6.19.
(3) The cellulose (16 grms.) was heated in the water-bath with 1600 c.c. of 15 p.ct. H2SO4 to which were added 18 grms. KMnO4. The yield and composition of the oxycellulose was identical with the above. It appears from these results that the oxidation with hypochlorites acids 1 atom of O to 4-6 of the unit groups C6H10O5; and the oxidation with permanganate 2 atoms O per 4-6 units of C6H10O5. The molecular proportion of N in the phenylhydrazine residue combining is fractional, representing 1 atom O, i.e. 1 CO group reacting per 4 C36H60O31 and 6 C24H49O21 respectively, assuming the reaction to be a hydrazone reaction.