Isobornyl thiocyanoacetate

253.36000

253.36

204-081-5

3552

CLEAR, AMBER LIQUID|Yellow, oily liquid|REDDISH-YELLOW OILY LIQUID /TECHNICAL PRODUCT/

75.39000

2.95868

1.1465 g/cm³ @ Temp: 25 °C

−48 °C(lit.)

95 °C @ Press: 0.06 Torr

159.7ºC

1.533

Very soluble in alcohol, benzene, chloroform, ether; practically insoluble in water.

0.06 MM HG @ 95 °C

Terpene-like odor

Stable under normal storage conditions.

SOMEWHAT CORROSIVE TO GALVANIZED IRON

I

8

UN 3390 6.1/PG 1

3

22-50/53

24/25-60-61

EM4900000

Xn,N

IT IS STABLE UNDER NORMAL STORAGE CONDITIONS.

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

... Can react vigorously with oxidizing materials.

Flammable when exposed to heat or flame; can react vigorously with oxidizing materials.

SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.|/THIOCYANATES/...ARE...SOMEWHAT VOLATILE AND SHOULD ALWAYS BE USED WITH GOOD VENTILATION. /THIOCYANATES/

Very irritating to eyes, mucous membranes, and skin.

THANITE SHOWED SYNERGISTIC ACTIVITY WITH ORGANOCHLORINE, CARBAMATE & PHOSPHORODITHIOATE INSECTICIDES.|INSECTICIDAL ACTIVITY OF ISOBORNYL THIOCYANOACETATE WAS SIGNIFICANTLY POTENTIATED BY OCTACHLORODIPROPYL ETHER, BUT NOT BY PIPERONYL BUTOXIDE OR PYRETHROIDS.

LD50 Rat oral 1000 mg/kg|LD50 Rabbit oral 722 mg/kg|LD50 Rabbit dermal 6880 mg/kg|LD50 Guinea pig oral 550 mg/kg|LD50 Mouse ip 140 mg/kg

Isobornyl thiocyanoacetate's production and former(2) use as a contact insecticide and knockdown agent(1) may have resulted in its direct release to the environment(SRC).

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 630(SRC), determined from a structure estimation method(2), indicates that isobornyl thiocyanoacetate is expected to have low mobility in soil(SRC). Volatilization of isobornyl thiocyanoacetate from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 2.6X10-7 atm-cu m/mole(SRC) determined using a fragment constant estimation method(3). Isobornyl thiocyanoacetate is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 2.5X10-5 mm Hg(SRC), determined from a fragment constant method(4). Residues of isobornyl thiocyanoacetate declined to undetectable levels in soil from Warm Springs, GA within 28 days after treatment with 3.6, 1.2 and 0.4 mg/l of the pesticide(5).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 630(SRC), determined from a structure estimation method(2), indicates that isobornyl thiocyanoacetate is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 2.6X10-7 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). According to a classification scheme(5), BCF values of 0.39 and 0.73(6) for largemouth bass and carp, respectively, suggests the potential for bioconcentration in aquatic organisms is low(SRC). A base-catalyzed second-order hydrolysis rate constant of 1.77 L/mole-sec(SRC) was estimated using a structure estimation method(7); this corresponds to half-lives of 45 days and 5 days at pH values of 7 and 8, respectively(7). Residues of isobornyl thiocyanoacetate declined to undetectable levels in pond water (Warm Springs, GA) within 28 days after treatment with 3.6, 1.2 and 0.4 mg/l of the pesticide(6).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), isobornyl thiocyanoacetate, which has an estimated vapor pressure of 2.50X10-5 mm Hg at 25 °C(SRC) determined from a fragment constant method(2), will exist in both the vapor and particulate phases in the ambient atmosphere(SRC). Vapor-phase isobornyl thiocyanoacetate 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 39 hours(SRC), calculated from its rate constant of 9.96X10-12 cu cm/molecule-sec at 25 °C(SRC) determined using a structure estimation method(3). Particulate-phase isobornyl thiocyanoacetate may be removed from the air by wet and dry deposition(SRC).

The rate constant for the vapor-phase reaction of isobornyl thiocyanoacetate with photochemically-produced hydroxyl radicals has been estimated as 9.96X10-12 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 39 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). A base-catalyzed second-order hydrolysis rate constant of 1.8 L/mole-sec(SRC) was estimated using a structure estimation method(2); this corresponds to half-lives of 45 days and 5 days at pH values of 7 and 8, respectively(2). Isobornyl thiocyanoacetate is not expected to directly photolyze(3) due to the lack of absorption in the environmental UV spectrum(SRC).

BCF values for largemouth bass and carp were 0.39 and 0.73, respectively(1). According to a classification scheme(2), these BCF values suggest the potential for bioconcentration in aquatic organisms is low(SRC).

Using a structure estimation method based on molecular connectivity indices(1), the Koc for isobornyl thiocyanoacetate can be estimated to be 630(SRC). According to a classification scheme(2), this estimated Koc value suggests that isobornyl thiocyanoacetate is expected to have low mobility in soil(SRC).

The Henry's Law constant for isobornyl thiocyanoacetate is estimated as 2.60X10-7 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that isobornyl thiocyanoacetate is expected to be essentially nonvolatile from moist soil and water surfaces(2). Isobornyl thiocyanoacetate is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 2.50X10-5 mm Hg(SRC), determined from a fragment constant method(3).

Occupational exposure to isobornyl thiocyanoacetate may have occurred through inhalation and dermal contact with this compound at workplaces where isobornyl thiocyanoacetate was produced or used. (SRC)

... "Thanite" had been used for control of head lice ... 5% emuslion be worked into a lather on the skin and be allowed to remain 5-10 min.|MEDICATION (VET): VETERINARY APPLICATIONS AGAINST FLEAS AND LICE ON PETS.

ANIMAL STUDIES PLACE THIS COMPOUND NEAR BORDERLINE BETWEEN TOXICITY CLASSES 3 & 4. 3= MODERATELY TOXIC: PROBABLE ORAL LETHAL DOSE (HUMAN) 0.5-5 G/KG; BETWEEN 1 OZ & 1 PINT (OR 1 LB) FOR 70 KG PERSON (150 LB). 4= VERY TOXIC: PROBABLE ORAL LETHAL DOSE (HUMAN) 50-500 MG/KG; BETWEEN 1 TEASPOON & 1 OZ FOR 70 KG PERSON (150 LB). /TECHNICAL GRADE/

IN LIVING MICE...HCN WAS RELEASED AFTER INGESTION OF MANY ORGANOTHIOCYANATES. ...GLUTATHIONE S-TRANSFERASES CATALYZED REACTION OF GLUTATHIONE WITH THE THIOCYANATE SULFUR AND RELEASED HCN. ... THANITE REACTED WITH GLUTATHIONE TO RELEASE /HCN EVEN WITHOUT THIS ENZYME/...|HOMOGENATES OF MOUSE LIVER AND WHOLE HOUSEFLIES LIBERATED HCN FROM THANITE.|S-METHYLATION OF ISOBORNYL THIOCYANOACETATE HAS BEEN NOTED IN FISH.|ANALYSIS FOR RESIDUES OF THANITE IN CARP AND LARGEMOUTH BASS. THE METABOLITE, ISOBORNYL ALPHA-(METHYLTHIO)ACETATE WAS ISOLATED.

...THIOCYANATES HAVE RAPID PARALYTIC ACTION TO INSECTS THAT IS CLEARLY ATTRIBUTABLE TO ACTION OF THIOCYANO GROUP. ...COMPD REPRESENT CLASSICAL CONCEPT OF CONDUCTOPHORIC GROUP, WHICH PRODUCES EFFECTIVE CONCN OF MOL @ SITE OF LESION & TOXOPHORIC GROUP (SCN), WHICH PRODUCES BIOCHEMICAL LESION. /THIOCYANATES/

Poisoning associated with ingestion is due in part to release of the cyanide ion; therefore, a moderate level of treatment appropriate for cyanide should be used. However, the thiocyanate molecule itself is toxic; therefore diuresis and perhaps dialysis should be used to promote its excretion.|/SRP:/ Basic treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if needed. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with normal saline during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 ml/kg up to 200 ml of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool ... . Cover skin burns with dry sterile dressings after decontamination ... . /Poison A and B/|/SRP:/ Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in respiratory arrest. Positive pressure ventilation techniques with a bag valve mask device may be beneficial. Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start an IV with D5W /SRP: "To keep open", minimal flow rate/. Use lactated Ringer's if signs of hypovolemia are present. Watch for signs of fluid overload. Consider drug therapy for pulmonary edema ... . For hypotension with signs of hypovolemia, administer fluid cautiously. Watch for signs of fluid overload ... . Treat seizures with diazepam (Valium) ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Poison A and B/

SYMPTOMATOLOGY: 1. INGESTION OF CONCN SOLN MAY LEAD TO VOMITING BECAUSE OF MUCOSAL IRRITATION. 2. PRINCIPAL SYSTEMIC REACTION IS PROBABLY...CENTRAL NERVOUS DEPRESSION, INTERRUPTED BY PERIODS OF RESTLESSNESS, HYPERPNEA, & TONIC CONVULSIONS. 3. SIGNS & SYMPTOMS OF KEROSENE POISONING ARE OFTEN DOMINANT AFTER EXPOSURES TO DILUTE SOLN OF THIOCYANATE INSECTICIDES. 4. IN ABSENCE OF ASPIRATION, DEATH IS USUALLY DUE TO RESPIRATORY ARREST FROM PARALYSIS OF THE MEDULLARY CENTERS. 5. MASSIVE SKIN CONTAMINATION WITH...SOLN MAY PRODUCE SYSTEMIC POISONING AS DESCRIBED ABOVE & IN ADDITION LOCAL IRRITATION & DERMATITIS. 6. IN NONFATAL CASES EVIDENCE OF INJURIES TO LIVER & KIDNEYS MAY APPEAR. /ALIPHATIC THIOCYANATES/|PRIMARY IRRITANT ON HUMAN SKIN IN HIGHER CONCN; SAFE AT LOWER DILUTIONS.|The fatal case of poisoning ... involved a 56-yr-old man who accidently ingested the compound, which he mistook for paregoric. The dosage could not be determined. The illness, characterized by shock and unconsciousness, led to death in 8 hr. Treatment was entirely symptomatic. Autopsy findings included mucosal erosion of the esophagus, hyperemia of the stomach and intestines, pulmonary edema, bilateral pleural effusion, and ascites.|... Volunteers entered a chamber where they were exposed to a dense fog of a 5% solution of the technical material in refined kerosene. No more than 10 persons were in the chamber at once. Analysis showed the concentration in the chamber to be 60 mg/cu m. ... The only untoward effects mentioned were irritation of the nose, throat, and eyes. ... It was concluded that the exposures were safe, even though they were more intense than would reasonably be expected in spray application ... .

isobornyl thiocyanoacetate

Presently of little commercial interest relating to the area of crop protection.

USEPA/OPP Pesticide Code 047101; Trade Names: Thanite, ENT-92.|ITS MAIN FORMULATION IS IN SOLN IN KEROSENE OR OTHER PETROLEUM OILS.|EMULSION.../BORNATE/ CONTAINING ISOBORNYL THIOCYANOACETATE-TECHNICAL (5%) & DIOCTYL SODIUM SULFOSUCCINATE (0.6%)...|AEROSOLS, LIQUID OIL SPRAYS, EMULSIFIABLE CONCENTRATES, DUSTS.|For more Formulations/Preparations (Complete) data for ISOBORNYL THIOCYANOACETATE (6 total), please visit the HSDB record page.

INCOMPATIBILITIES: COMPATIBLE WITH PYRETHRINS, ALLETHRIN, SYNERGISTS, RONNEL, CHLORINATED HYDROCARBON INSECTICIDES.|PRODUCT DISCONTINUED BY MCLAUGHLIN GORMLEY KING CO.|NO APPLICATIONS TO MILK OR MEAT ANIMALS (NO TOLERANCES), OR TO POULTRY.|PEDICULICIDE...DOSE: AN EMULSION.../BORNATE/ CONTAINING THIOCYANOACETATE-TECHNICAL (5%) & DIOCTYL SODIUM SULFOSUCCINATE (0.6%) IS APPLIED EXTERNALLY IN AMT OF 30-60 ML, WORKED INTO A LATHER, & ALLOWED TO REMAIN FOR 10 MIN. PREPN SHOULD THEN BE WASHED OFF WITH BLAND SOAP AND WATER.|For more General Manufacturing Information (Complete) data for ISOBORNYL THIOCYANOACETATE (7 total), please visit the HSDB record page.

FOR ITS IDENTIFICATION (A) HYDROLYZE WITH ETHANOLIC POTASSIUM HYDROXIDE, ADD FERROUS SULFATE SOLN & WARM, ACIDIFY; FORMS PRUSSIAN BLUE; (B) ADD ETHANOLIC KOH TO THE OIL SOLN, LET STAND; THE ALCOHOL LAYER BECOMES ORANGE-RED IN COLOR.|TITRIMETRIC PROCEDURE FOR ANALYSIS OF THIOCYANATE NITROGEN IN LIVESTOCK OR FLY SPRAY. /THIOCYANATES/