Methyl 3,5-dinitrobenzoate

Methyl 3,5-Dinitrobenzoate. (N02)2C H3C00CH3. (Semi-micro Scale.)... 

Amino-4,6-dinitrotoluene crysts 175-176, 173-174 (307) 3 5 2,4,6-TNT 2-methyl-3,5-dinitrobenzoic acid >180... 

Rate and equilibrium constants have been reported for the reactions of butylamine, pyrrolidine, and piperidine with trinitrobenzene, ethyl 2,4,6-trinitrophenyl ether, and phenyl 2,4,6-trinitrophenyl ether in acetonitrile, hi these reactions, leading to cr-adduct formation and/or nucleophilic substitution, proton transfer may be rate limiting. Comparisons with data obtained in DMSO show that, while equilibrium constants for adduct formation are lower in acetonitrile, rate constants for proton transfer are higher. This probably reflects the stronger hydrogen bonding between DMSO and NH+ protons in ammonium ions and in zwitterions.113 Reaction of 1,3,5-trinitrobenzene with indole-3-carboxylate ions in methanol has been shown to yield the re-complex (26), which is the likely precursor of nitrogen- and carbon-bonded cr-adducts expected from the reaction.114 There is evidence for the intermediacy of adducts similar to (27) from the reaction of methyl 3,5-dinitrobenzoate with l,8-diazabicyclo[5.4.0]undec-8-ene (DBU) cyclization eventually yields 2-aminoindole derivatives.115... 

Ethyl 3,5-dinitrobenzoate Methyl 3,5-dinitrobenzoate Ethyl 2,4-dinitrobenzoate Methyl 2,4-dinitrobenzoate... 

X, and the p-xylene complex at 100-120°C. Charge transfer is a factor in the host-guest complex of 4-methyl-3,5-dinitrobenzoic acid with 2,6-dimethylnaphthalene.74 Charge transfer with tetranitrofluorenone has also been used to remove 60% of the dialkyldibenzothiophenes from petroleum that contains 1920 ppm sulfur, although no inclusion compound is involved.75 As polynitro compounds are often explosive, a better charge acceptor is needed. 

Methyl-3,5-dinitrobenzoate, C H NjOj. pale yellow Crystals, mp 155. ... 

Addition Compound of Methyl 3,5-Dinitrobenzoate with 1-Naphthylamine... 

Procedure Methyl 3,5-dinitrobenzoate (30 mg) is dissolved in 1 ml of ether and mixed with 1 ml of 1-naphthylamine solution. The precipitated addition compoimd is allowed to stand in a refrigerator for 15 min, it is then filtered off using a filtration tube and washed fiirst with 0.5 ml of ice-cold 80% alcohol, then twice with 0.5 ml of icy water. The product is then dried in a stream of dry air (yield, 50.1 mg mp, 119 °C). Crystallization from 5 ml of cyclohexane gave 30.7 mg of product, mp 120 °C. 

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