Butopyronoxyl

226.272

226.27

208-535-3

4I5PG5VZ0V

404420|5750

DTXSID2040319

Yellow to pale reddish-brown liquid

2932999016

52.6

1.98160

1.052-1.060 g/cm³ @ Temp: 25 °C

<25 °C

256-270 °C @ Press: 760 Torr

112.7ºC

n20/D 1.477(lit.)

PRACTICALLY INSOL IN GLYCEROL; SLIGHTLY SOL IN ETHYLENE GLYCOL, REFINED PETROLEUM OILS

IN GENERAL, MATERIALS WHICH ARE TOXIC AS STORED OR WHICH CAN DECOMP INTO TOXIC COMPONENTS SHOULD BE STORED IN A COOL, WELL-VENTILATED PLACE, OUT OF DIRECT RAYS OF THE SUN, AWAY FROM AREAS OF HIGH FIRE HAZARD, & SHOULD BE PERIODICALLY INSPECTED. INCOMPATIBLE MATERIALS SHOULD BE ISOLATED FROM EACH OTHER.

3.00e-04 mmHg

LD50 in mice, rats (ml/kg): 11.6, 7.4 orally (Draize)

Aromatic odor

Exists largely as the dihydropyrone in equilibrium with the open chain enol form

3

R38

37/39

UP7000000

REASONABLY STABLE IN AIR BUT SLOWLY AFFECTED BY LIGHT

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.

Combustible when exposed to heat or flame.

A mild skin irritant.

LD50 Rat oral 7400 mg/kg|LD50 Mouse oral 11,600 mg/kg|LD50 Rabbit oral 5400 mg/kg|LD50 Guinea pig oral 3200 mg/kg

Indalone's former production and use as an insect repellent(1) resulted in its direct release to the environment(SRC).

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 10(SRC), determined from a structure estimation method(2), indicates that indalone is expected to have very high mobility in soil(SRC). Volatilization of indalone from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 4.7x10-8 atm-cu m/mole(SRC), using a fragment constant estimation method(3). Indalone is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 2.5X10-4 mm Hg(SRC), determined from a fragment constant method(4).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 10(SRC), determined from a structure estimation method(2), indicates that indalone is not 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 4.7X10-8 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Hydrolysis is not expected to be an important fate process based on half-lives of 132 and 13 years(SRC), estimated from a structure estimation method(5). According to a classification scheme(6), an estimated BCF of 15(SRC), from an estimated log Kow of 2.42(7) and a regression-derived equation(8), suggests the potential for bioconcentration in aquatic organisms is low.|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), indalone, which has an estimated vapor pressure of 2.5X10-4 mm Hg at 25 °C is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase indalone is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals and ozone molecules(SRC). The half-life for this reaction with hydroxyl radicals in air is estimated to be 9 hours(SRC), calculated from its rate constant of 4.4X10-11 cu cm/molecule-sec at 25 °C determined using a structure estimation method(3). The half-life for this reaction with ozone is estimated to as 31 hours(SRC), calculated from its rate constant of 8.8X10-18 cu cm/molecule-sec using a structure estimation method(3).

The rate constant for the vapor-phase reaction of indalone with photochemically-produced hydroxyl radicals has been estimated as 4.4X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 9 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). The rate constant for the vapor-phase reaction of indalone with ozone has been estimated as 8.8X10-18 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 31 hours at an atmospheric concentration of 7X10+11 ozone molecules per cu cm(2). A base-catalyzed second-order hydrolysis rate constant of 1.7X10-3 L/mole-sec(SRC) was estimated using a structure estimation method(3); this corresponds to half-lives of 132 and 13 years at pH values of 7 and 8, respectively(3). Indalone may undergo direct photolysis since this compound contains functional groups that may absorb light in the environmental UV spectrum (>290 nm)(4), but the kinetics of this reaction are not known.

An estimated BCF of 15 was calculated for indalone(SRC), using an estimated log Kow of 2.42(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low.

Using a structure estimation method based on molecular connectivity indices(1), the Koc for indalone can be estimated to be 10(SRC). According to a classification scheme(2), this estimated Koc value suggests that indalone is expected to have very high mobility in soil.

The Henry's Law constant for indalone is estimated as 4.7X10-8 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that indalone is expected to be essentially nonvolatile from water surfaces(2). Indalone's Henry's Law constant(1) indicates that volatilization from moist soil surfaces is not expected(SRC). Indalone is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 2.5X10-4 mm Hg (SRC), determined from a fragment constant method(3).

Occupational exposure and general population exposure should be low or non-existent since indalone is no longer produced or used. In the past, indalone was applied directly to the skin as an insect repellant and exposure to this compound was primarily by dermal routes. (SRC)

... NON-IRRITANT THOUGH CAUSING SLIGHT STINGING SENSATION, TO SOME ... WHEN APPLIED TO SKIN.|MAY BE MILDLY IRRITATING TO SKIN ON REPEATED APPLICATION. ... NO HUMAN POISONINGS ARE KNOWN.

butopyronoxyl

USEPA/OPP Pesticide Code 046801; Trade Names: Indalone.|...GENERALLY USED IN ADMIXTURE (TWO PARTS) WITH DIMETHYL PHTHALATE (SIX PARTS) & 2-ETHYLHEXANE-1,3-DIOL (TWO PARTS).|Grade: technical

2H-Pyran-6-carboxylic acid, 3,4-dihydro-2,2-dimethyl-4-oxo-, butyl ester: INACTIVE|Discontinued by FMC Corp.|Can be applied directly on the skin.