2,6-Dinitrotoluene Chemical Properties
- Melting point:
- 56-61 °C(lit.)
- Boiling point:
- vapor pressure
- 3.5(x 10-4 mmHg) at 20 °C (quoted, Howard, 1989)5.67(x 10-4 mmHg) at 25 °C (Banerjee et al., 1990)
- refractive index
- Flash point:
- storage temp.
- Soluble in ethanol (Weast, 1986) and many other organic solvents including chloroform and carbon tetrachloride.
- Water Solubility
- 0.0182 g/100 mL
- Stable, but shock sensitive. Incompatible with oxidizing agents, reducing agents, strong bases. Heating may cause explosion.
- CAS DataBase Reference
- 606-20-2(CAS DataBase Reference)
- 2B (Vol. 65) 1996
- NIST Chemistry Reference
- Benzene, 2-methyl-1,3-dinitro-(606-20-2)
- EPA Substance Registry System
- 2,6-Dinitrotoluene (606-20-2)
- Hazard Codes
- Risk Statements
- Safety Statements
- UN 3454 6.1/PG 2
- WGK Germany
- HS Code
- Hazardous Substances Data
- 606-20-2(Hazardous Substances Data)
- Acute oral LD50 for mice 621 mg/kg, rats 177 mg/kg (quoted, RTECS, 1985).
2,6-Dinitrotoluene Usage And Synthesis
Pale yellow, orange, brown or reddish rhombic crystals. Odor threshold concentration in water is 100 ppb (quoted, Keith and Walters, 1992).
Organic synthesis; propellant additive; manufacture of explosives; intermediate in the manufacture of polyurethanes.
2,6-Dinitrotoluene is used primarily, along with the other isomers, in producing toluene diisocyanate; production of the diisocyanate ranges from 100 million to almost a billion pounds each year.
ChEBI: A dinitrotoluene carrying nitro substituents at positions 2 and 6.
Yellow to red solid or heated liquid with a slight odor. Solidifies in cool water. Solid and liquid sink in water.
Air & Water Reactions
Mixes slowly with water. Insoluble in water.
2,6-Dinitrotoluene is sensitive to heat. 2,6-Dinitrotoluene may explode when exposed to heat or flame. 2,6-Dinitrotoluene can be detonated only by a very strong initiator. 2,6-Dinitrotoluene is incompatible with strong oxidizers. 2,6-Dinitrotoluene is also incompatible with caustics and metals such as tin and zinc. 2,6-Dinitrotoluene may react with reducing agents. 2,6-Dinitrotoluene will attack some forms of plastics, rubber and coatings.
INHALATION, INGESTION OR SKIN ABSORPTION: Headache, weakness, nausea or dizziness, cyanosis, drowsiness, shortness of breath and collapse. Can burn eyes and skin.
Poison by ingestion. A skin irritant. Questionable carcinogen with experimental tumorigenic data. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx. See also 2,4-DINITROTOLUENE
Biological. When 2,6-dinitrotoluene was statically incubated in the dark at 25 °C with yeast
extract and settled domestic wastewater inoculum, significant biodegradation with gradual
acclimation was followed by deadaptive process in subsequent subcultures. At a concentration of 5
mg/L, 82, 55, 47, and 29% losses were observed after 7, 14, 21, and 28-d incubation periods,
respectively. At a concentration of 10 mg/L, only 57, 49, 35, and 13% were observed after 7, 14,
21, and 28-d incubation periods, respectively (Tabak et al., 1981). Under anaerobic and aerobic
conditions, a sewage inoculum degraded 2,6-dinitrotoluene to aminonitrotoluene (Hallas and
Photolytic. Simmons and Zepp (1986) estimated the photolytic half-life of 2,6-dinitrotoluene in surface water to range from 2 to 17 h.
Low et al. (1991) reported that the nitro-containing compounds (e.g., 2,4-dinitrophenol) undergo degradation by UV light in the presence of titanium dioxide yielding ammonium, carbonate, and nitrate ions. By analogy, 2,6-dinitrotoluene should degrade forming identical ions.
Chemical/Physical. 2,6-Dinitrotoluene will not hydrolyze (Kollig, 1993).
At influent concentrations of 1.0, 0.1, 0.01, and 0.001 mg/L, the GAC adsorption capacities were 145, 70, 33, and 16 mg/g, respectively (Dobbs and Cohen, 1980).
2-Amino-6-nitrotoluene, 2,6-dinitrobenzyl alcohol, 2- amino-6-nitrobenzyl alcohol, and the conjugates of the latter two alcohols are detected in the urine of male Wistar rats as metabolites of 2,6-dinitrotoluene (2,6- DNT). In addition to the metabolites identified in the urine, 2,6-dinitrobenzaldehyde is detected in the rat bile. Incubation of 2,6-DNT with a hepatic microsomal preparation gives 2,6-dinitrobenzyl alcohol. Incubation of benzyl alcohol with a microsomal plus cytosol preparation gives 2,6-dinitrobenzaldehyde, and incubation of 2,6-dinitrobenzaldehyde with cytosol preparations gives 2,6-dinitrobenzyl alcohol and 2,6- dinitrobenzoic acid.
Crystallise it from acetone. EXPLOSIVE when dry.[Beilstein 5 III 761, 5 IV 866.]
- Musk xylene
- 3,5-Dinitro-4-methylbenzoic acid
- Methyl bromide
- Methyl acrylate
- Bensulfuron methyl