2,6-ジアミノトルエン

Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)

Use water spray, foam, dry powder.

Fresh air, rest. Artificial respiration may be needed. Refer for medical attention.

Remove contaminated clothes. Rinse skin with plenty of water or shower.

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth. Give one or two glasses of water to drink. Refer for medical attention .

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

If material involved in fire: Extinguish fire using agent suitable for type of surrounding fire. (Material itself does not burn or burns with difficulty.) Use water in flooding quantities as fog. Use "alcohol" foam, dry chemical or carbon dioxide. Apply water from as far a distance as possible. Keep run-off water out of sewers and water sources. /2,4-Toluenediamine/

Use water spray, foam, dry powder.

Spillage Disposal. Personal protection: P2 filter respirator for harmful particles. Do not let this chemical enter the environment. Sweep spilled substance into covered containers. If appropriate, moisten first to prevent dusting. Carefully collect remainder. Then store and dispose of according to local regulations.

SMALL SPILLS AND LEAKAGE: If you spill this chemical, you should dampen the solid spill material with water, then transfer the dampened material to a suitable container. Use absorbent paper dampened with water to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Wash all contaminated surfaces with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Generators of waste (equal to or greater than 100 kg/mo) containing this contaminant, EPA hazardous waste number U221, must conform with USEPA regulations in storage, transportation, treatment and disposal of waste.

SRP: Wastewater from contaminant suppression, cleaning of protective clothing/equipment, or contaminated sites should be contained and evaluated for subject chemical or decomposition product concentrations. Concentrations shall be lower than applicable environmental discharge or disposal criteria. Alternatively, pretreatment and/or discharge to a permitted wastewater treatment facility is acceptable only after review by the governing authority and assurance that "pass through" violations will not occur. Due consideration shall be given to remediation worker exposure (inhalation, dermal and ingestion) as well as fate during treatment, transfer and disposal. If it is not practicable to manage the chemical in this fashion, it must be evaluated in accordance with EPA 40 CFR Part 261, specifically Subpart B, in order to determine the appropriate local, state and federal requirements for disposal.

Personal protection: P2 filter respirator for harmful particles. Do NOT let this chemical enter the environment. Sweep spilled substance into covered containers. If appropriate, moisten first to prevent dusting. Carefully collect remainder. Then store and dispose of according to local regulations.

If material not involved in fire: Keep material out of water sources and sewers. Build dikes to contain flow as necessary. Attempt to stop leak if without undue personnel hazard. /Toluenediamine/

Personnel protection: Avoid breathing vapors. Keep upwind. Do not handle broken packages unless wearing appropriate personal protective equipment. /Toluenediamine/

The worker should immediately wash the skin when it becomes contaminated. /Toluenediamine/

The worker should wash daily at the end of each work shift, and prior to eating, drinking, smoking, etc. /Toluenediamine/

For more Preventive Measures (Complete) data for 2,6-DIAMINOTOLUENE (7 total), please visit the HSDB record page.

2,6-Diaminotolunene concentrations of <0.01-3.5 ug/hr and <0.01-2.3 ng/L were reported as urinary elimination rates and plasma levels, respectively, of 15 factory workers exposed to thermal degradation products of TDI-based flexible foam and MDI-based polyurethane glue(1).

2,4-, 2,5-, 2,6- and 3,4-Toluene diamine (TDA) were tested for their ability to enhance the transformation of primary hamster embryo cells (HEC) by Simian adenovirus 7 (SA7) when administered either prior to or after virus inoculation and for their ability to transform secondary HEC. 2,4-TDA was inactive when given prior to SA7, but active if given after. 2,5-TDA was active in both protocols. 2,6-TDA was marginally active if administered before virus and was the most active of the isomers when administered after virus. 3,4-TDA was the most active compound when added prior to SA7, and was also active when given after virus. All the isomers were capable of producing good dose--responses and absolute increases in the number of virus-transformed foci per dish in one or both of the experimental regimens. Each isomer chemically transformed secondary HEC but good dose--responses were rare, and none of the chemicals were active in more than 50% of the 5 or 6 separate tests performed on each.

TERRESTRIAL FATE: Based on a classification scheme(1), measured Koc values of 706 and 708(2) indicate that 2,6-diaminotoluene is expected to have low mobility in soil(SRC). The estimated pKa of 2,6-diaminotoluene is 4.69(3), indicating that this compound will exist partially in the cation form in the environment and cations generally adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(4). Aromatic amines are expected to bind strongly to humus or organic matter in soils due to the high reactivity of the aromatic amino group(5,6), suggesting that mobility may be much lower in some soils. Volatilization of the neutral species of 2,6-diaminotoluene from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 7.4X10-10 atm-cu m/mole(SRC), using a fragment constant estimation method(7). 2,6-Diaminotoluene is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 2.46X10-3 mm Hg at 25 °C(8). A 34% 14-CO2 evolution in 375 days using a soil inoculum in the shake flask test(2) suggests that biodegradation is not an important environmental fate process in soil(SRC).

AQUATIC FATE: Based on a classification scheme(1), measured Koc values of 706 and 708(2) indicate that 2,6-diaminotoluene is expected to adsorb to suspended solids and sediment(SRC). Volatilization of the neutral species from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 7.4X10-10 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). An estimated pKa of 4.69(5) indicates 2,6-diaminotoluene will exist almost partially in the cation form at pH values of 5 to 9 and, therefore, volatilization from water surfaces is not expected to be an important fate process(SRC). According to a classification scheme(6), an estimated BCF of 3(SRC), from an estimated log Kow of 0.16(7) and a regression-derived equation(8), suggests the potential for bioconcentration in aquatic organisms is low(SRC). A 34% 14-CO2 evolution in 375 days using a soil inoculum in the shake flask test(2) suggests that biodegradation is not an important environmental fate process in water(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 2,6-diaminotoluene, which has a vapor pressure of 2.46X10-3 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 2,6-diaminotoluene is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 0.6 hours(SRC), calculated from its rate constant of 2.0X10-10 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). By analogy to 2,4-diaminotoluene which absorbs UV wavelength 294 nm(4), 2,6-diaminotoluene may be susceptible to direct photolysis by sunlight(SRC).

Blue lips, fingernails and skin. Cough. Dizziness. Headache. Shortness of breath. Confusion. Convulsions. Nausea. Unconsciousness.

Redness.

Redness. Pain.

Further see Inhalation.

Using aerobic conditions with a Washington silt loam surface soil (21% sand; 60% silt; 19% clay; pH 5; 1.3% total organic carbon) from a farm field planted with a rotation of corn and soybeans near Bethehem, PA and a Freehold sandy loam soil (53% sand; 40% silt; 7% clay; pH 5.8; 1.6% total organic carbon) from the Rutgers Experimental Farm, Adelphia, NJ, the Koc of 2,6-diaminotoluene were measured to be 706 and 708, respectively. Under anaerobic conditions, Koc values were 588 and 546, respectively(1). According to a classification scheme(2), this estimated Koc value suggests that 2,6-diaminotoluene is expected to have low mobility in soil. The estimated pKa of 2,6-diaminotoluene is 4.69(3), indicating that this compound will exist partially in the cation form in the environment and cations generally adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(4). Aromatic amines are expected to bind strongly to humus or organic matter in soils due to the high reactivity of the aromatic amino group(5,6), suggesting that mobility may be much lower in some soils.

The ability of 2,6-toluene diamine to induce 6-thioguanine resistant mutants in Chinese hamster ovary (CHO) cells was evaluated in the presence and absence of Aroclor-induced rat liver S9 metabolic activation. Nonactivated and activated cultures were tested at concentrations up to 5,000 ug/mL. Choice of test concentrations and relative growth after treatment were not reported. 2,6-Toluene diamine produced mutant frequencies greater than the solvent control with and without metabolic activation, and a dose-response relationship was observed in experiments with metabolic activation.

The mutagenicity of 2,6-toluene diamine was evaluated in Salmonella tester strains TA98, TA100, TA1535, TA1537 and TA1538 (Ames Test), both in the presence and absence of added metabolic activation by Aroclor-induced rat liver S9 fraction. Based on preliminary toxicity determinations, 2,6-toluene diamine was tested at concentrations up to 5000ug/plate using the plate incorporation technique. 2,6-Toluene diamine produced a positive response in tester strains TA98, TA100 and TA1538 with metabolic activation, and a clear-dose response relationship was observed.

The mutagenicity of 2,6-diaminotoluene was evaluated in Salmonella tester strain TA98 (Ames Test) in the presence of added metabolic activation by Aroclor-induced rat liver S9 fraction. Based on preliminary toxicity determinations, 2,6-diaminotoluene, was tested at concentrations that were nontoxic (specific doses not reported). 2,6-Diaminotoluene produced a positive response in tester strain TA98 with metabolic activation, and a clear dose response was observed.

The effect of 2,6-toluenediamine on testicular DNA synthesis was evaluated in Charles River mice. Animals were sacrificed and testes removed 3.5 hours following administration of test article at 63 mg/kg by intraperitoneal injection. In the first of two tests, 2,6-toluenediamine statistically significantly (t-test, p < 0.01) inhibited testicular DNA synthesis as measured by the amount of tritiated thymidine incorporated into DNA of testes homogenates from treated (4.16 dpm/ug) vs control animals (19.09 dpm/ug). Significant inhibition was not observed in a second, duplicate test (p > 0.10).

/SIGNS AND SYMPTOMS/ In human beings, as in animals, diaminotoluenes are considered to be irritants for the mucous membranes and skin, and to lead to conjunctivitis and corneal opacities. When solutions come into contact with skin, they can cause irritation, severe dermatitis, and blistering. In case of the inhalation of fumes, coughing, dyspnea, and respiratory distress can result. ... In the case of ingestion of massive amounts, nausea, vomiting, and diarrhea would occur, with the possible production of methemoglobinemia. /Diaminotoluene/

/EPIDEMIOLOGY STUDIES/ In /a/ study, 50 volunteers were examined, 41 of whom provided semen specimens. The total eligible population was not given, though it was reported that 25 workers were regularly exposed, 15 of whom participated in the study. There were no significant differences in sperm count morphology between exposure groups, but the miscarriage rate was reported to be significantly ( P < 0.05) higher for the wives of workers in the DAT-exposed area of the plant, where 6 out of 15 pregnancies ended in miscarriage compared with 1 out of 7 for the wives of DNT-exposed workers, and 3 out of 38 for the wives of unexposed workers. /Diaminotoluene/

/EPIDEMIOLOGY STUDIES/ An epidemiological assessment of the reproduction hazards for males after occupational exposure to diaminotoluenes and dinitrotoluenes was carried out. Reported occupational exposures were ... generally well within the OSHA recommended level of 1.5 mg/cu m for dinitrotoluenes. Examination of 84 workers and 119 unexposed subjects consisted of semen analysis, blood testing, medical examination, and an interview. Seventy-two percent of non-vasectomized exposed workers provided semen samples. These groups of workers were defined by exposure intensity, frequency, and recency, and compared with controls. Although no significant differences in miscarriage rates were reported between exposure categories, the categories were as defined at the time of the study, not at the time of pregnancy. Fertility rates were reported to be unaffected by exposure, but no figures were given. There were no statistically significant differences in semen analysis, sperm count and morphology, and FSH levels, between the 3 exposure groups and unexposed workers. The authors concluded that the results of their study suggested that no detectable reproductive effects existed among male workers exposed to dinitrotoluenes and diaminotoluenes. /Diaminotoluene/

/EPIDEMIOLOGY STUDIES/ /Investigators/ reported an analysis of the fertility of workers exposed to DNT and DAT. The approach taken consisted of workers completing reproductive history questionnaires and of observed births being compared with expected births for the married workers. Expected births were derived from US birth rates by age, calendar year, and parity, and the ratio of observed to expected was expressed as a standardized fertility ratio (SFR). Populations of 137, 207, and 235 persons, respectively, were studied and were largely, but not exclusively, male. ... Comparisons of SFR between different exposure categories, both for the whole population and also among individuals who spent at least part of their reproductive life exposed, did not reveal any significant effects on SFR between exposure groups. The authors estimated that the power of this study to detect a 50% reduction in fertility would have been 90%. /Diaminotoluene/

AEROBIC: 2,6-Diaminotoluene, (ring-labeled), produced 34% 14-CO2 evolution in 375 days using a soil inoculum in the shake flask test(1). Adsorption to soil is expected to attenuate biodegradation(2). When incubated with a synthetic batch activated sludge acclimated to the 2,4- and 2-6-isomers, diaminoluenes, present at 300 mg/L, were 80% biodegraded in 4 days(3).

ANAEROBIC: 2,6-Diaminotoluene, present at 70 uM, was 96% biodegraded in 55 weeks using a groundwater inoculum incubated under nitrate-reducing conditions. The groundwater was collected from a methanogenic site located within the anoxic aquifer underlying the Norman, OK municipal landfill(1).

U221; As stipulated in 40 CFR 261.33, when toluenediamine, as a commercial chemical product or manufacturing chemical intermediate or an off-specification commercial chemical product or a manufacturing chemical intermediate, becomes a waste, it must be managed according to Federal and/or State hazardous waste regulations. Also defined as a hazardous waste is any residue, contaminated soil, water, or other debris resulting from the cleanup of a spill, into water or on dry land, of this waste. Generators of small quantities of this waste may qualify for partial exclusion from hazardous waste regulations (40 CFR 261.5). /Toluenediamine/

Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. 1,3-Benzenediamine, 2-methyl- is included on this list. Effective date: 4/29/83; Sunset date: 4/29/93.

Persons in charge of vessels or facilities are required to notify the National Response Center (NRC) immediately, when there is a release of this designated hazardous substance, in an amount equal to or greater than its reportable quantity of 10 lb or 4.54 kg. The toll free number of the NRC is (800) 424-8802. The rule for determining when notification is required is stated in 40 CFR 302.4 (section IV. D.3.b). /Toluenediamine/

Used as a chemical intermediate for toluene diisocyanate; in the production of polyurethane foam, elastomers, polyether polyols, dyes, and rubber chemicals; as a curing agent for epoxy resins; and as a monomer, chain extender, and crosslinker for polymers; [HSDB] Commercially available as 80:20 mixture of the meta (2,4 and 2,6) isomers; The commercial mixture may be represented by CAS #'s 25376-45-8 and 26966-75-6 (although these CAS #'s may also be used for other isomeric mixtures); [OECD SIDS] Meta-DAT (80:20 or 65:35 mixture of 2,4 and 2,6 isomers): Used to make urethane products, dyes, corrosion inhibitors, and rubber antioxidants; [INCHEM]

Plastic Composites Manufacturing [Category: Industry]

Hair-dye substance banned by the European Union (September 2007)

The mixture of 2,4- and 2,6- isomers is used predominantly as an intermediate in the manufacture of toluene diisocyanate. Commercial mixtures of 2,3- and 3,4- isomers, as well as the 2,4- and 2,6-isomers, are used as coreactants or as raw materials in the manufacture of urethane products, dyes, corrosion inhibitors, and rubber antioxidants.

Used mainly in the manufacture of dyes and dye intermediates /Toluenediamines/

CHEM INT FOR TOLUENE DIISOCYANATE, POLYETHER POLYOLS, RUBBER CHEMICALS, CURING AGENT FOR EPOXY RESINS, MONOMER, CHAIN EXTENDER & CROSSLINKER FOR POLYMERS (MIXT WITH 2,4-ISOMER); CHEM INT FOR DYES.

2023: 50,000 - <250,000 lb

1,3-Benzenediamine, 2-methyl- is listed as a High Production Volume (HPV) chemical (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and/or 1994. The HPV list is based on the 1990 Inventory Update Rule. (IUR) (40 CFR part 710 subpart B; 51FR21438).

Production volumes for non-confidential chemicals reported under the Inventory Update Rule.[Table#4820]

Diaminotoluenes are produced from dinitrotoluenes through a catalytic hydrogenation procedure, or by the reaction of iron and hydrochloric acid with dinitrotoluenes.

CATALYTIC REDUCTION OF MIXED DINITROTOLUENES TO FORM MIXED TOLUENEDIAMINES FOLLOWED BY ISOLATION OF THE 2,6-ISOMER IN A MIXTURE WITH 2,4-ISOMER.

Toluenediamines are available as cast solids in drums and molten liquids in tank cars. /Toluenediamines/

2,4-Diaminotoluene is available in the USA as commercial grade; however, most of this chemical is used as intermediate, without isolation, and is usually produced as part of mixture of about 80% 2,4- & 20% 2,6-diaminotoluene. Also produced in smaller amounts as part of a mixture containing about 65% 2,4- & 35% 2,6-diaminotoluene.

All Other Basic Organic Chemical Manufacturing

1,3-Benzenediamine, 2-methyl-: ACTIVE

From a commercial standpoint, the most important toluenediamine isomers are the meta, or 2,4- and 2,6-isomers, which are obtained as a mixture by hydrogenation of the corresponding dinitrotoluenes. ... About 4% of the 2,3- and 3,4-isomers are formed as byproducts during toluene dinitration, and the same isomeric diamines subsequently appear as impurities in the mixture of m-diamines. They can be removed by distillation and are sold as commercial o-toluenediamine.