1,1-Dichloroacetone

126.964

126.97

208-175-7

MCU87D3FRT

42725

DTXSID7021576

2914700090

17.1

0.20 (est)

clear colourless to yellow liquid

1.2985 g/cm³ @ Temp: 20 °C

120 °C

99-100 °F

n20/D 1.446(lit.)

In water, 6.382X10+4 at 25 deg C (est)

Flammables area

27 mm Hg at 25 deg C

Henry's Law constant = 6.15X10-6 atm-cu m/mole at 25 °C (est)

Boiling with sodium carbonate gives acrylic acid|Hydroxyl radical reaction rate constant = 2.64X10-13 cu cm/molec-sec at 25 °C (est)

III

3

UN 1992 3/PG 3

3

R10

S16

UC1428000

Xn

P301 + P310

H226-H301

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.

1,1-Dichloroacetone was detected in spent chlorination liquor from bleaching sulphite pulp at 0.1 g/ ton pulp with a high lignin content and at 0.3 g/ ton pulp with a normal lignin content after oxygen treatment, based on analysis using gas chromatography-mass spectrometry(1). The compound was detected, not quantified, during bleaching processes of kraft pulp for hardwoods and softwoods with chlorine dioxide(2). It was detected during processing of hardwood pulp at stages of acid filtration and at a combined sewer of the bleaching plant(2). It was also detected during processing of softwood pulp at stages of acid filtration and influent to the wastewater treatment plant before secondary clarifiers(2). Water from the Llobegat River in Barcelona was tested at three stages of a treatment process in a water treatment plant from Nov 1997 to Mar 1998. 1,1-Dichloroacetone was detected during prechlorination, sand filtration, ozonization, and post-chlorination at concentrations of 0.4 ug/L, 0.2 ug/L, 0.3 ug/L, and 0.1 ug/L, using the modified EPA Method 551.1(3). Several mass spectrometry techniques and IR spectroscopy were used in identification, not quantification, of 1,1-dichloroacetone after ozone-chlorine or ozone-chloramine disinfection at a pilot plant in Jefferson Parish, LA using the Mississippi River as a raw water source between Jan 1994 and Sept 1996(4). Identification of 1,1-dichloroacetone was confirmed by analysis of authentic standards, and was reported only when detected at concentrations at least 2 to 3 times what it was in raw, untreated water(4). Three Canadian water treatment plants using different disinfection processes were monitored monthly over a year-long period at varying points along each plants' distribution system(5). 1,1-Dichloroacetone was detected at mean concentrations of 1.8 ug/L (at facility directly after disinfection), 1.8 ug/L (3 km from plant), 1.3 ug/L (10 km from plant), 1.3 ug/L (18 km from plant) and at a minimum concentration of <0.1 ug/L and maximum concentration of 2.8 ug/L(5). 1,1-Diloroacetone was detected at concentrations of 29 ug/L at and 12 ug/L in waste water treatment plant effluents from plants at 91st Ave and 115th Ave, respectively, in Phoenix, Arizona(6).

1,1-Dichloroacetone's formation as a result of chlorine disinfection of drinking water(1) may result in its release to the environment through various waste streams(SRC).

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 6.0(SRC), determined from a structure estimation method(2), indicates that 1,1-dichloroacetone is expected to have very high mobility in soil(SRC). Volatilization of 1,1-dichloroacetone from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 6.15X10-6 atm-cu m/mole(SRC), using a fragment constant estimation method(3). 1,1-Dichloroacetone is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 27 mm Hg(4). Biodegradation data were not available(SRC, 2008).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 6.0(SRC), determined from a structure estimation method(2), indicates that 1,1-dichloroacetone is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 6.1X10-6 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 7 days and 53 days, respectively(SRC). According to a classification scheme(5), an estimated BCF of 3(SRC), from an estimated log Kow of 0.20(5) and a regression-derived equation(6), suggests the potential for bioconcentration in aquatic organisms is very high(SRC). Biodegradation data were not available(SRC, 2008).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 1,1-dichloroacetone, which has a vapor pressure of 27 mm Hg at 25 °C(2) is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 1,1-dichloroacetone 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 61 days(SRC), calculated from its rate constant of 2.6X10-13 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). 1,1-Dichloroacetone contains chromophores that absorb at wavelengths >290 nm(4) and therefore may be susceptible to direct photolysis by sunlight(SRC).

The rate constant for the vapor-phase reaction of 1,1-dichloroacetone with photochemically-produced hydroxyl radicals has been estimated as 2.6X10-13 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 61 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). 1,1-Dichloroacetone is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(3). 1,1-Dichloroacetone contains chromophores that absorb at wavelengths >290 nm(3) and therefore may be susceptible to direct photolysis by sunlight(SRC).|1,1-Dichloroacetone was measured to decompose in fortified drinking water solutions with a rate constant of 0.022 hr-1 at 21 °C, half-life of 32 hrs and 0.071 hr-1 at 30 °C, half-life of 10 hrs(1). A rate constant of 0.010 hr-1 at 30 °C was measured in an ultrapure water solution indicating a half-life of 69 hrs(1). Chloroform, a degradation product, forms more rapidly in ultrapure water solutions than in fortified drinking water; this indicates that the decomposition of 1,1-dichloroacetone may lead to products other than chloroform such as chloral hydrate when decomposed in drinking water(1).

An estimated BCF of 3 was calculated for 1,1-dichloroacetone(SRC), using an estimated log Kow of 0.20(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(SRC).

Using a structure estimation method based on molecular connectivity indices(1), the Koc of 1,1-dichloroacetone can be estimated to be 6.0(SRC). According to a classification scheme(2), this estimated Koc value suggests that 1,1-dichloroacetone is expected to have very high mobility in soil.

The Henry's Law constant for 1,1-dichloroacetone is estimated as 6.1X10-6 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that 1,1-dichloroacetone is expected to volatilize from water surfaces(2). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(2) is estimated as 7 days(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(2) is estimated as 53 days(SRC). 1,1-Dichloroacetone's Henry's Law constant indicates that volatilization from moist soil surfaces may exist(SRC). 1,1-Dichloroacetone is expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 27 mm Hg(3).

GROUNDWATER: 1,1-Dichloroacetone was detected at a concentration of 15 ug/L in a groundwater sample from the Tres Rios area, in Phoenix, Arizona(1).|DRINKING WATER: 1,1-Dichloroacetone was detected in drinking water at a concentration of 1.4 ug/L as a disinfection by-product of hypochlorous acid(1). 1,1-Dichloroacetone was detected at median concentrations of 0.52 ug/L (spring), 0.46 ug/L (summer), 0.52 ug/L (autumn), 0.55 ug/L (winter) in 35 United States drinking waters during quarterly periods in 1988(2). 1,1-Dichloroacetone was detected in tap water at a concentration of 50 ug/L after tertiary water treatment in Phoenix, Arizona, July 1997(3).|SURFACE WATER: Water samples from the Tres Rios Wetlands in Arizona, which receives tertiary treated sewage effluent from 91st Ave Wastewater Treatment Plant, were collected in July 1997 to examine the fate of disinfection by-products in wetlands(1). 1,1-Dichloroacetone was detected at concentrations of 3.2 ug/L (Salt River flood plain inlet), 3.6 ug/L (Hayfield site wetland inlet), and 3.2 ug/L (open water research cell 1 inlet)(1). A concentration of 0.1 ug/L was reported for the Gila River, Arizona(1). 1,1-Dichloroacetone was identified, not quantified, in the River Glatt, Switzerland using gas chromatography-mass spectrometry(2).

Monitoring data indicate that the general population may be exposed to 1,1-dichloroacetone via ingestion of chlorine-treated drinking water.(SRC)

... Dermal absorption of two haloketones (1,1-dichloropropanone and 1,1,1-trichloropropanone) and chloroform while bathing, /were examined/ by collecting and analyzing time profiles of expired breath samples of six human subjects during and following a 30-min bath. The disinfection byproduct concentrations in breath increased towards a maximum concentration during bathing. The maximum haloketone breath concentration during dermal exposure ranged from 0.1 to 0.9 ug /cu m, which was approximately two orders of magnitude lower than the maximum chloroform breath concentration during exposure. Based on a one-compartment model, the in vivo permeability of chloroform, 1,1-dichloropropanone, and 1,1,1-trichloropropanone were approximated to be 0.015, 7.5 x 10- 4, and 4.5 x 10- 4 cm /hr, respectively. Thus, haloketones are much less permeable across human skin under normal bathing conditions than is chloroform...

Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand-valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR as necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Ketones and related compounds/|Basic treatment: Establish a patent airway (oropharyngeal or nasopharyngeal airway, if needed). Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if necessary. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . For contamination, flush eyes immediately with water. Irrigate each eye continuously with 0.9% saline (NS) 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. Administer activated charcoal ... . /Ketones and related compounds/|Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in severe respiratory distress. Positive-pressure ventilation techniques with a bag valve mask device may be beneficial. Consider drug therapy for pulmonary edema ... . Consider administering a beta agonist such as albuterol for severe bronchospasm ... . Monitor cardiac rhythm and treat arrhythmias if necessary ... . Start IV administration of D5W /SRP: "To keep open", minimal flow rate/. Use 0.9% saline (NS) or lactated Ringer's (LR) if signs of hypovolemia are present. For hypotension with signs of hypovolemia, administer fluid cautiously. Watch for signs of fluid overload ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Ketones and related compounds/

1,1-dichloro-2-propanone

Disinfection byproducts are formed when disinfectants used in water treatment plants react with bromide and/or natural organic matter (i.e., decaying vegetation) present in the source water. /Disinfection byproducts/

Method: EPA-NERL 524.2; Procedure: gas chromatography/mass spectrometry; Analyte: 1,1-dichloroacetone; Matrix: surface water, ground water, and drinking water in any stage of treatment; Detection Limit: 1 ug/L.|Method: EPA-OGWDW/TSC 551.1; Procedure: gas chromatography with electron capture detector; Analyte: 1,1-dichloroacetone; Matrix: finished drinking water, drinking water during intermediate stages of treatment, and raw source water; Detection Limit: 0.002 ug/L.