Mannitan

Magnesium dross, wet or hot Mannitan tetranitrate Mannitol hexanitrate (dry)... 

Mannitane Tetranitrate. C6H80(0N02)4, mw 344.16, N 16.28%, OB toC02 -13.9% yellowish brown syrupy liq msoi in w, sol in ale eth. Can be prepd by gradual dissolution of lp of mannitane in a cooled mixt of 5ps coned nitric acid and lOps coned sulfuric acid. The slurry is then poured into a large quant of ice w, and the prod sepd by filtn, washed dried. It is a powerful expl with the same impact sensitivity asNG... 

Ref 17). It reduces Fehling s soln (Refs 14 15) is decompd with Iron turnings in basic soln with loss of nitro groups (Ref 5) is hydrolyzed with K hydroxide in et ale to give K nitrite (Ref 15). The action of ammonia in eth gives a mixt of a pentanitrate, a tetrani-trate, and a mannitan tetramine,... 

Anhydro-D-mannitol is also obtained by a novel route from 1,6-dibenzoyl-D-mannitol. When this compound is heated with p-tolu-enesulfonic acid in acetylene tetrachloride, it suffers partial dehydration and one of the products is a dibenzoyl derivative of mannitan. On debenzoylation of this substance it yields crystalline 1,4-anhydro-D-mannitol.67 The formation of dibenzoyl-1,4-anhydro-D-mannitol has involved the migration of at least one benzoyl group and Hockett and coworkers6 believe that the initial product is either 2,6- or 3,6-dibenzoyl-1,4-anhydro-D-mannitol. 

The partial esters of sorbitan or mannitan with fatty acids act as useful rust inhibitors when added to certain lubricating oils.84 Thus, sorbitan monoleate in lubricating oils and in lithium greases shows this property.86... 

The organic esters have a greater order of stability, but it is difficult to prepare completely acylated compounds without concurrently anhy-drizing the hexitol unless one uses acid anhydrides or chlorides. Early attempts to prepare higher aliphatic esters of D-mannitol resulted in the formation of mixtures of mannitans and mannides. It is for this reason that caution must be exercised in interpreting some of the work in the literature. The analytical values of the pure compounds and the mixtures are such that one cannot differentiate between them. 

A development of some promise lies in the dehydration of mannitol and sorbitol to give anhydro compounds. Mannitol can be dehydrated to give 1,4-anhydro-mannitol (XIII) (mannitan) and isomannide, shown to be 1,4 3,6-dianhydro-mannitol (XIV) by Wiggins. Similarly,... 

According to a report of Tikhanovich [19] nitromannitol in contact with an ethereal solution of ammonia undergoes a partial denitration to form D-mannitol penta-nitrate (m.p. 8l-82°C) together with derivatives of an ether-alcohol mannitane C6H8(OH)4, namely mannitane tetranitrate C6Hg0(0N02)4 (an oily liquid) and crystalline mannitane tetramine C6HgO(NH2)4. 

The acidity of arsenious acid in aqueous solution is increased by the addition of mannitol, sorbitol or a-mannitan, probably owing to the formation and superior ionisation of an acid of the type HAsD2 (D representing the diol residue).9 When sublimed arsenious oxide is heated with water on a water-bath for 5 hours, the dissolved acid has less than the normal acidity, but by boiling the solution for 7 hours under a reflux condenser it attains its original acidity. 

---