Dinitramine

DichlorobenzotrifIuoride. This dichloro compound is produced from 2,4-dichloroben2otrichloride and hydrogen fluoride. One commercial appHcation is the manufacture of the pre-emergent herbicide, dinitramine [29091 -05-2]. 

Methylamine dinitramine and dry salts thereof Methylamine nitroform Methylamine perchlorate (dry)... 

Vol). This name should also not be confused with MeEDNA, which is N-Methyl ethylene dinitramine (Ref 2a and see under. MeEDNA in this Vol)... 

Development of Assay Method for Ethylene-dinitramine , PATR 1200 (1942) 19) R. 

The Postnitrated Polyurethane Polymer of Ethylene Di isocyanate and Ethylene Dinitramine. 

Bell and Dunstan (Ref 16) have reported that the addition of me thy lene dinit ramine to Hexamine nitrolysis mixts, aged at 0° for 5 and 120 minutes, gave RDX in yields of 120 and 106%, respectively, compared with 52 and 83% in the absence of the dinitramine. However, rather than supporting a synthesis from small molecules, the authors contend that these results substantiate the existence of a postulated bis(nitroxymethyl) aminomethyl precursor of RDX, namely ... 

Solomon, of the Illinois Institute of Technology Research Institute (IITR1), has reported the synthesis of HMX from the condensation of straight chained nitramines, bis(hydroxy methyl) methylene dinitramine and methylene dinitramine. However, details of this work were not available as of this writing... 

Propylene Dinitramine (PDNA). See under Diaminopropane and Derivatives in Vol 5, D1143-R... 

The chromatogram zones produced were brown for oryzalin (migration distance 4-6 mm) and nitralin (10-15 mm), yellowish-brown for dinitramin (18-22 mm) and isopropalin (58-62 mm), blue for pendimethalin (38-42 mm), violet for butralin (43-48 mm), red for fluchloralin (50-55 mm) and orange for trifluralin (65-70 mm) the background was colorless (Fig lA). 

The chromatogram was then placed in a twin-trough chamber with ca. 10 ml ammonia solution (25%) to increase the sensitivity. Afterwards the chromatogram zones were red in the case of oryzalin, nitralin, dinitramin, pendimethalin, butralin and fluchloralin and yellowish-brown in the case of isopropalin and trifluralin (Fig. IB). The detection sensitivity was sometimes increased and sometimes decreased (Table 1). 

Fig I Chromatogram of 2,6-dinitroaniline herbicides after treatment with the reagent sequence (A) and after additional treatment with ammonia vapor (B) 1 = oryzalin, 2 = nitralin, 3 = dinitramin, 4 = pendimethalin, 5 = butralin, 6 = fluchloralin, 7 = isopropalin, 8 = trifluralin, M = mixture. 

Fig. II Reflectance scans of a chromatogram track with 200 ng g each of oryzalin (1), nitralin (2), pendimethalin (4), butralin (5), fluchloralin (6), isopropalin (7), trifluralin (8) and of 1000 ng dinitramin (3), per chromatogram zone measurement at k = 460 nm (A), 580 nm (B) and 490 nm (C) X = dipping fronts.

DimethyItin dichloride lb 319 Dimetinden lb 354 Dinitramine lb 110-112 Dinitroaniline derivatives lb 111 Dinitroaniline herbicides lb 110,112... 

N-Dealkylation of dinitramine to l,3-diamino-2,4-dinitro-6-triflnoromethylbenzene (Olson et al. 1977) by carp (Cyprinus carpio) (Figure 2.15). 

Olson LE, JL Allen, JW Hogan (1977) Biotransformation and elimination of the herbicide dinitramine in carp. J Agric Food Chem 25 554-556. 

Laanio TL, PC Kearney, DD Kaufman (1973) Microbial metabolism of dinitramine. Pest Biochem Physiol 3 271-277... 

Residual pendimethalin in various crops was determined as follows." A 10-20-g amount of fruits or vegetables was extracted by blending twice with 200 mL of methanol. Grasses and mint were extracted with 200 mL of methanol-water (1 1, v/v). Nuts were extracted with 200 mL of n-hexane-2-propanol (3 1, v/v). For the residue analysis of the dinitroaniline herbicides butralin, dinitramine, ethalfluralin, pendimethalin, and trifluralin, a tomato sample (5 g) was extracted twice with 20 mL of methanol in a Sorvall homogenizer and filtered through filter paper. Benfluralin and trifluralin residues in the sample (10 g) were extracted with 100 mL of acetonitrile-water (99 1, v/v) in 250-mL screw-cap jars with Teflon liners rotated for 1 h on an end-over-end shaker (40 rpm). ... 

The recoveries of five herbicides (ethalfluralin, trifluralin, dinitramine, butralin, and pendimethalin) added to tomato in the range 0.1 to 1 mgkg were determined using GC-ITD. The average recoveries ranged from 84 to 104%, and the detection limit of these compounds was near 0.01 mg kg ... 

For the determination of five herbicides (ethalfluralin, trifluralin, dinitramine, bu-tralin, and pendimethalin) at fortitication levels between 0.1 and 1 mg soil was extracted with ethyl acetate and the extract was purified on a Florisil column. The residues were eluted with acetone and then analyzed by GC. The average recoveries varied from 75 to 111% for GC/NPD and from 88 to 98% for GC/ITD with the LOD being 0.01 mg kg for both GC/NPD and GC/ITD. The recoveries of pendimethalin at fortification levels ranging from 0.2 to 1 mg kg determined by GC/NPD were between 96 and 101% and the LOD was lower than 0.01 mg kg ... 

In the HPLC method for the simultaneous determination of dinitramine, ethalfluralin, trifluralin, pendimethalin, and isopropalin, a Spherisorb ODS-2 column (25 cm X 4.6-mm i.d.) was used the mobile phase was acetonitrile-water (11 9, v/v) at a flow rate of 1.0 mL min with UV absorbance detection at 220 nm. The average... 

Salts of the acidic dinitramine find use as oxidants in propellant formulations. The dinitramine itself is explosively unstable, though more stable than nitramide [1], Although described as relatively stable the sodium salt has an autoignition temperature of 123°C, the potassium 140°C [2],... 

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