2-シクロヘキシル-4,6-ジニトロフェノール

Pesticide -> EPA IRIS

Pesticides -> Other Insecticides

log Kow= 4.12

4.12

SOL IN WATER, ALCOHOL, CRYSTALS SOL IN WATER, ALCOHOL.

2.5-6% in petroleum oils; sol in benzene, dimethylformamide; very slightly sol in water

Highly water soluble as alkali salts.

In water, 15 mg/l @ 25 °C

225 °F (USCG, 1999)

106.5-107.5 °C

2-cyclohexyl-4,6-dinitrophenol appears as yellow crystals. (USCG, 1999)

Yellow solid; [CAMEO] Yellow crystalline solid; [MSDSonline]

Danger

H301: Toxic if swallowed [Danger Acute toxicity, oral]

P261, P262, P264, P270, P271, P273, P280, P301+P316, P302+P352, P304+P340, P316, P321, P330, P361+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Danger

H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]

P261, P262, P264, P270, P271, P273, P280, P301+P316, P302+P352, P304+P340, P316, P321, P330, P361+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

A skin irritant; Dinex is 2.5 times more potent in killing snails than Dinoseb; [HSDB] Liver damage, metabolic stimulant, dermatitis, dilation of pupils. [CAMEO] Toxic by inhalation, ingestion, and skin contact; [eChemPortal: ESIS] See Dinoseb.

P034; As stipulated in 40 CFR 261.33, when 2,4-dinitro-6-cyclohexylphenol, 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 container or inner liner used to hold this waste or 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(e)).

Reacts with oxidizing materials and combustibles (USCG, 1999). Special Hazards of Combustion Products: Can detonate or explode when heated under confinement (USCG, 1999). Aromatic nitro compounds, such as 2-CYCLOHEXYL-4,6-DINITROPHENOL, range from slight to strong oxidizing agents. If mixed with reducing agents, including hydrides, sulfides and nitrides, they may begin a vigorous reaction that culminates in a detonation. The aromatic nitro compounds may explode in the presence of a base such as sodium hydroxide or potassium hydroxide even in the presence of water or organic solvents. The explosive tendencies of aromatic nitro compounds are increased by the presence of multiple nitro groups. Phenols do not behave as organic alcohols, as one might guess from the presence of a hydroxyl (-OH) group in their structure. Instead, they react as weak organic acids. Phenols and cresols are much weaker as acids than common carboxylic acids (phenol has pKa = 9.88). These materials are incompatible with strong reducing substances such as hydrides, nitrides, alkali metals, and sulfides. Flammable gas (H2) is often generated, and the heat of the reaction may ignite the gas. Heat is also generated by the acid-base reaction between phenols and bases.

Spillages of pesticides at any stage of their storage or handling should be treated with great care. Liquid formulations may be reduced to solid phase by evaporation. Dry sweeping of solids is always hazardous: these should be removed by vacuum cleaning, or by dissolving them in water, or other solvent in the factory environment. /Pesticides/

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 4,150(SRC) from a log Kow of 4.12(2) and a regression derived equation(3) indicates that 2,4-dinitro-6-cyclohexylphenol is expected to have slight mobility in soil(SRC). However, the pKa of 2,4-dinitro-6-cyclohexylphenol is 4.52(4), which indicates that this compound will exist primarily as an anion in moist soil surfaces and anions are expected to have higher mobility in soils than the neutral species(SRC). Volatilization of 2,4-dinitro-6-cyclohexylphenol from moist soil surfaces is not expected to be an important fate process(SRC) since the anion will not volatilize and the neutral species has an estimated Henry's Law constant of 5.5X10-8 atm-cu m/mole at 25 °C(SRC) using a fragment constant estimation method(5). 2,4-Dinitro-6-cyclohexylphenol is not expected to volatilize from dry soil surfaces(SRC) based upon its estimated vapor pressure of 4.2X10-8 mm Hg at 25 °C(SRC) determined from a fragment constant method(6).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 4,150(SRC) from a log Kow of 4.12(2) and a regression derived equation(3) indicates that 2,4-dinitro-6-cyclohexylphenol is expected to adsorb to suspended solids and sediment in water(SRC). However, the pKa of 2,4-dinitro-6-cyclohexylphenol is 4.52(4), which indicates that this compound will exist primarily as an anion in water and anions may not adsorb to suspended solids and sediment(SRC). Volatilization of 2,4-dinitro-6-cyclohexylphenol from water surfaces is not expected to be an important fate process(SRC) since the anion will not volatilize and the neutral species has an estimated Henry's Law constant of 5.5X10-8 atm-cu m/mole at 25 °C(SRC) using a fragment constant estimation method(5). According to a classification scheme(6), an estimated BCF value of 800(SRC), from its log Kow(2) and a regression derived equation(3), suggests that the potential for bioconcentration in aquatic organisms is high.

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 2,4-dinitro-6-cyclohexylphenol, which has an estimated vapor pressure of 4.2X10-8 mm Hg at 25 °C(2), is expected to exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase 2,4-dinitro-6-cyclohexylphenol is expected to be degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 38 hours(SRC) from its estimated rate constant of 1X10-11 cu cm/molecule-sec at 25 °C(3). Particulate-phase 2,4-dinitro-6-cyclohexylphenol may be removed from the air by wet and dry deposition(SRC). Nitrophenols exhibit strong absorption of UV light at wavelengths greater than 290 nm(4), suggesting that 2,4-dinitro-6-cyclohexylphenol has the potential to undergo direct photolysis in the environment(SRC).

4,6-Dinitro-o-cyclohexyl phenol

Ocular

2 x 10 ^-3 mg/kg-day

The Koc of 2,4-dinitro-6-cyclohexylphenol is estimated as approximately 4,150(SRC), from its log Kow of 4.12(1) and a regression derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that 2,4-dinitro-6-cyclohexylphenol is expected to have slight mobility in soil. However, the pKa of 2,4-dinitro-6-cyclohexylphenol is 4.52(4), which indicates that this compound will exist primarily as an anion in moist soil surfaces and anions are expected to have very high mobility in soils than the neutral species(SRC).

Skin contact may lead to local necrosis but rarely if ever to dangerous systemic effects (by this portal).

SYMPTOMATOLOGY: 1. MARKED FATIGUE, TREMENDOUS THIRST, PROFUSE SWEATING, FLUSHING OF FACE. 2. NAUSEA, VOMITING, ABDOMINAL PAIN, & OCCASIONALLY DIARRHEA. 3. RESTLESSNESS, ANXIETY, EXCITEMENT, OCCASIONALLY LEADING TO CONVULSIONS. /DINITROPHENOL/

SYMPTOMATOLOGY: 4. RISE IN BODY TEMP...ROUGHLY PROPORTIONAL TO TOXIC DOSE, MAY CULMINATE IN SEVERE HYPERPYREXIA... 5. TACHYCARDIA, HYPERPNEA, DYSPNEA, CYANOSIS, &...MUSCLE CRAMPS. 6. LOSS OF CONSCIOUSNESS, CESSATION OF BREATHING, & DEATH. /DINITROPHENOL/

SYMPTOMATOLOGY: 7. LATE COMPLICATIONS: A. DECR URINE OUTPUT WITH ALBUMINURIA, CASTS, PIGMENTS, SOMETIMES BLOOD CELLS, DUE TO TOXIC NEPHRITIS. B. JAUNDICE & TENDERNESS IN LIVER REGION DUE TO TOXIC HEPATITIS. /DINITROPHENOL/

SYMPTOMATOLOGY: 8. OCCASIONAL HYPERSENSITIVITY REACTIONS AFTER REPEATED EXPOSURES (OR IN CHRONIC POISONING) INCLUDE AGRANULOCYTIC ANGINA, SKIN RASHES, PERIPHERAL NEURITIS, & LATE CATARACT FORMATION. /DINITROPHENOL/

An estimated BCF value of 800 was calculated for 2,4-dinitro-6-cyclohexylphenol (SRC), using a log Kow of 4.12(1) and a recommended regression-derived equation(2). According to a classification scheme(3), this BCF value suggests that bioconcentration in aquatic organisms is high.

The Henry's Law constant for 2,4-dinitro-6-cyclohexylphenol is estimated as 5.5X10-8 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that 2,4-dinitro-6-cyclohexylphenol is not expected to volatilize from moist soil or water surfaces(2). 2,4-Dinitro-6-cyclohexylphenol is not expected to volatilize from dry soil surfaces(SRC) based upon its estimated vapor pressure of 4.2X10-8 mm Hg at 25 °C(SRC) determined from a fragment constant method(3). The pKa of 2,4-dinitro-6-cyclohexylphenol is 4.52(4), which indicates that this compound will exist primarily as an anion in moist soil and water surfaces and should not volatilize(SRC).

The rate constant for the vapor-phase reaction of 2,4-dinitro-6-cyclohexylphenol with photochemically-produced hydroxyl radicals has been estimated as 1X10-11 cu cm/molecule-sec at 25 °C(1). This corresponds to an atmospheric half-life of about 38 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). 2,4-Dinitro-6-cyclohexylphenol is not expected to undergo hydrolysis in the environment due to the lack of hydrolyzable functional groups(2). Nitrophenols exhibit strong absorption of UV light at wavelengths greater than 290 nm(3), suggesting that 2,4-dinitro-6-cyclohexylphenol has the potential to undergo direct photolysis in the environment(SRC). The pKa of 2,4-dinitro-6-cyclohexylphenol was reported as 4.52(4), which indicates that this compound will exist primarily as an anion in moist soil and water surfaces(SRC).

P034; As stipulated in 40 CFR 261.33, when 2,4-dinitro-6-cyclohexylphenol, 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 container or inner liner used to hold this waste or 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(e)).

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 100 lb or 45.4 kg. The toll free number of the NRC is (800) 424-8802; In the Washington D.C. metropolitan area (202) 426-2675. The rule for determining when notification is required is stated in 40 CFR 302.4 (section IV. D.3.b).

Used as an insecticide (control of red mites on citrus) and molluscide; [HSDB]

Farming (Pesticides) [Category: Industry]

Insecticide, especially in control of citrus red mite

MOLLUSCIDE

PRODUCT DISCONTINUED BY DOW CHEM CO FORMERLY USED ON TREE FRUITS.

DINEX WAS MOST TOXIC TO LEECHES. HOWEVER TOLERANCE WAS SUCH THAT IT WOULD BE IMPRACTICAL TO USE FOR CONTROLLING LEECHES IN THE FIELD UNLESS THE KILLING OF FISH & OTHER ANIMALS WERE UNOBJECTIONABLE.

... DINITROPHENOLS SUCH AS DINEX OR DNOCHP HAVE ... BEEN USED AT CONCENTRATIONS OF 3-5 PPM /FOR CONTROL OF AQUEOUS SNAILS/.

/Dinitrophenol/ insecticides in use are all derivatives of 4,6-dinitro-2-alkylphenol and salts or esters thereof. /Dinitrophenol/