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Chemical Fact Sheet

Chemical Abstract Number (CAS #) 534521
CASRN 534-52-1
Synonyms4,6-Dinitro-o-cresol
2-Methyl-4,6-dinitrophenol
Phenol, 2-methyl-4,6-dinitro-
DNOC

Link to the National Library of Medicine's Hazardous Substances
Database for more details on this compound.

Analytical Methods EPA Method 604
EPA Method 625
EPA Method 8040
EPA Method 8270
Molecular FormulaC7H6N2O5
Use INSECTICIDE, FUNGICIDE, HERBICIDE, DEFOLIANT. FORMER USE IN DYESTUFF INDUSTRY. FORMER USE CONTACT HERBICIDE FOR THE CONTROL OF BROAD-LEAVED WEEDS IN CEREALS AT LESS THAN 10 KG/HA AND IN EMULSIFIABLE CONCENTRATE FORMULATIONS, FOR THE PRE-HARVEST DESICCATION OF POTATOES AND LEGUMINOUS SEED CROPS. FORMER USES CONTACT INSECTICIDE, TOXIC TO EGGS OF CERTAIN INSECTS, INSECTICIDAL USES LIMITED, BY PHYTOTOXICITY, TO DORMANT SPRAYS ON TREE FRUITS & RASPBERRY. FUNGICIDAL ACTIVITY AGAINST OVERWINTERING VENTURIA INAEQUALIS ON ORCHARD FLOOR, ALSO AGAINST FOREIGN FUNGI IN MUSHROOM HOUSES (APPLIED WHEN HOUSES ARE EMPTY). FORMER USE 4,6-Dinitro-o-cresol is used as a dormant spray insecticide, especially for fruit trees or on waste ground, to kill locusts and other insects. Former use AT ONE TIME IT WAS USED MEDICALLY AS A WEIGHT-REDUCING AGENT SIMILAR TO DINITROPHENOL. FORMER USE
Apparent Color YELLOW PRISMS OR NEEDLES FROM ALCOHOL
Odor ODORLESS
Boiling Point 312 deg C
Melting Point 87.5 DEG C
Molecular Weight 198.13
Environmental Impact Insecticidal spraying is probably the major emission source of 4,6-dinitro-o-cresol to the environment where it is still being used. In addition, wastewater effluents from chemical plants have been found to contain 4,6-dinitro-o-cresol. If released to soil, 4,6-dinitro-o-cresol will usually disappear within a few weeks to 2 months when applied at normal pesticidal rates. Biodegradation is probably the main removal process from agricultural soils. Estimated Koc values (225-590) suggest that 4,6-dinitro-o-cresol will have medium to low soil mobility. If released to water, direct photolysis may occur since 4,6-dinitro-o-cresol absorbs light in the environmentally important range of the spectrum; The half-life for photooxidation via peroxy radicals has been estimated to be 58 days. The significance of biodegradation in natural waters cannot be predicted with certainty from the available data; The results of one screening study suggest that concentration may be an important factor in determining the ability of microbes to biotransform 4,6-dinitro-o-cresol. Aquatic hydrolysis, volatilization, bioconcentration, and adsorption to sediments are not expected to be important fate processes. If released to air, 4,6-dinitro-o-cresol may exist in both the vapor and adsorbed (to particulates) phases. In the vapor- phase, it will react rapidly with photochemically produced hydroxyl radicals at an estimated half-life rate of 8 hours. Particulate-phase 4,6-dinitro-o- cresol will be susceptible to wet and dry deposition. General population exposure to 4,6-dinitro-o-cresol may occur through oral consumption of contaminated food, however, it is unlikely that contamination of human food-stuffs will occur to any large extent since the primary pesticide use of the compound involves treatment of fruit trees during the dormant season. Risk of dermal and inhalation exposure is greatest to those workers involved in manufacturing, formulating or applying the pesticide as an aerosol.
Environmental Fate TERRESTRIAL FATE: LABORATORY STUDIES COMPARED THE RATE OF BREAKDOWN OF DINITRO-O-CRESOL AND 2,4-D IN CEREAL-CROPPED SOILS TREATED FOR 12 YEARS WITH THESE HERBICIDES AND IN SOIL TREATED FOR THE FIRST TIME. THE FATE IN PERCENT OF THE ORIGINAL DOSE REMAINING PLOTTED AGAINST TIME IS SHOWN. IN BOTH LONG-TREATED AND UNTREATED SOILS THE DNOC BREAKDOWN PROCEEDED AT ABOUT THE SAME RATE. TERRESTRIAL FATE: 4,6-Dinitro-o-cresol usually disappears from soil within a few weeks to 2 months when applied at normal pesticidal rates . Biodegradation is probably the main removal process from agricultural soils ; 4,6-Dinitro-o-cresol has been observed to significantly increase CO2 evolution from soil microflora at low concentrations. Estimated Koc values (225-590) suggest that 4,6-dinitro-o-cresol will have medium to low soil mobility; The greatest mobility can be expected in coarse-textured sandy soils and the least mobility in fine textured clay and organic soils. AQUATIC FATE: Aquatic hydrolysis, volatilization, bioconcentration, and adsorption to sediments are not expected to be important fate processes with respect to 4,6-dinitro-o-cresol. Direct photolysis may occur since 4,6-dinitro-o-cresol absorbs light at >290 nm. The half-life for photooxidation via peroxy radicals has been estimated to be 58 days. The significance of biodegradation in natural waters cannot be predicted with certainty from the available data; The results of one screening study suggest that concentration may be an important factor in determining the ability of microbes to biotransform 4,6-dinitro-o-cresol(1,SRC). ATMOSPHERIC FATE: Based on vapor pressure of 1.05X10-4 mm Hg at 25 deg C , 4,6-dinitro-o-cresol may exist in both the vapor-phase and adsorbed to the particulate phase in the atmosphere. In the vapor-phase, 4,6-dinitro-o-cresol will react rapidly with photochemically produced hydroxyl radicals at an estimated half-life rate of 8 hr. Particulate-phase 4,6-dinitro-o-cresol will be susceptible to wet and dry deposition. Wet deposition is not expected to be important with respect to vapor-phase 4,6-dinitro-o-cresol(2,SRC). Terrestrial and Aquatic Fate: Chemical, microbial, and photochemical decomposition, volatilization, movement, organism uptake, and absorption are the principal factors affecting the fate and behavior of pesticides in soil and water systems. The relative importance of any of these factors is dependant on the physicochemical factors of both the soil and the chemical. Pesticides/ EFFL: 4,6-Dinitro-o-cresol has been detected (no concn reported) in the wastewater effluents from two US chemical plants . It was qualitatively detected in the wastewater from the Oak Ridge Gaseous Diffusion Plant . It has been detected in the wastewaters of a pest control plant in England and in the wastewaters of a specialty chemical plant at a concn of 18 ppm .

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