Hexachloroacetone

264.732

264.75

204-129-5

RU0LGU279Y

6852

2661

DTXSID7021601

VERY LIGHT YELLOW LIQUID

29147090

17.1

3.490 (est).

Hexachloroacetone appears as a yellow-colored liquid. Slightly soluble in water and denser than water. Vapors are much heavier than air. Irritates skin and eyes. May be toxic by ingestion or inhalation. Used to make other chemicals.

1.444 g/cm³ @ Temp: 12 °C

-2 °C

202-204 °C

>230 °F

n 20/D 1.511(lit.)

H2O: SLIGHTLY soluble ;Sol in benzene

Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

0.376 MM HG AT 20 DEG C

9.2 (AIR= 1)

MUSTY ODOR

14.4 LB/US GALLON|DECOMP IN HOT WATER

Slightly soluble in water.

Halogenated Organic Compounds

HEXACHLOROACETONE is a halogenated ketone. Ketones are reactive with many acids and bases liberating heat and flammable gases (e.g., H2). The amount of heat may be sufficient to start a fire in the unreacted portion of the ketone. Ketones react with reducing agents such as hydrides, alkali metals, and nitrides to produce flammable gas (H2) and heat. Ketones are incompatible with isocyanates, aldehydes, cyanides, peroxides, and anhydrides. They react violently with aldehydes, HNO3, HNO3 + H2O2, and HClO4.

III

6.1

UN 2661 6.1/PG 3

2

R22;R51/53

24/25-61

UC2100000

Xn,N

IN AQ SOLN REACTS TO FORM TRICHLOROACETIC ACID & CHLOROFORM, HASTENED BY ALKALINE SOLN

P261-P280-P301 + P312 + P330-P304 + P340 + P312-P403 + P233

H302-H317-H331-H411

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.

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]: Combustible material: may burn but does not ignite readily. When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Those substances designated with a (P) may polymerize explosively when heated or involved in a fire. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. Runoff may pollute waterways. Substance may be transported in a molten form. (ERG, 2016)

|Warning|H302: Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P273, P301+P312, P330, P391, and P501|H302 (91.3%): Harmful if swallowed [Warning Acute toxicity, oral]|Aggregated GHS information provided by 46 companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]: SMALL FIRE: Dry chemical, CO2 or water spray. LARGE FIRE: Dry chemical, CO2, alcohol-resistant foam or water spray. Move containers from fire area if you can do it without risk. Dike fire-control water for later disposal; do not scatter the material. FIRE INVOLVING TANKS OR CAR/TRAILER LOADS: Fight fire from maximum distance or use unmanned hose holders or monitor nozzles. Do not get water inside containers. Cool containers with flooding quantities of water until well after fire is out. Withdraw immediately in case of rising sound from venting safety devices or discoloration of tank. ALWAYS stay away from tanks engulfed in fire. (ERG, 2016)

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]: As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. SPILL: Increase, in the downwind direction, as necessary, the isolation distance shown above. FIRE: If tank, rail car or tank truck is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2016)

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]: ELIMINATE all ignition sources (no smoking, flares, sparks or flames in immediate area). Do not touch damaged containers or spilled material unless wearing appropriate protective clothing. Stop leak if you can do it without risk. Prevent entry into waterways, sewers, basements or confined areas. Absorb or cover with dry earth, sand or other non-combustible material and transfer to containers. DO NOT GET WATER INSIDE CONTAINERS. (ERG, 2016)

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]: Wear positive pressure self-contained breathing apparatus (SCBA). Wear chemical protective clothing that is specifically recommended by the manufacturer. It may provide little or no thermal protection. Structural firefighters' protective clothing provides limited protection in fire situations ONLY; it is not effective in spill situations where direct contact with the substance is possible. (ERG, 2016)

/GUIDE 153: SUBSTANCES - TOXIC and/or CORROSIVE (Combustible)/ Fire or Explosion: Combustible material: may burn but does not ignite readily. When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Those substances designated with a (P) may polymerize explosively when heated or involved in a fire. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. Runoff may pollute waterways. Substance may be transported in a molten form.|/GUIDE 153: SUBSTANCES - TOXIC and/or CORROSIVE (Combustible)/ Health: TOXIC; inhalation, ingestion or skin contact with material may cause severe injury or death. Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.|/GUIDE 153: SUBSTANCES - TOXIC and/or CORROSIVE (Combustible)/ Public Safety: CALL Emergency Response Telephone Number on Shipping Paper first. If Shipping Paper not available or no answer, refer to appropriate telephone number listed on the inside back cover. As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. Keep unauthorized personnel away. Stay upwind. Keep out of low areas. Ventilate enclosed areas.|/GUIDE 153: SUBSTANCES - TOXIC and/or CORROSIVE (Combustible)/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Wear chemical protective clothing that is specifically recommended by the manufacturer. It may provide little or no thermal protection. Structural firefighters' protective clothing provides limited protection in fire situations ONLY; it is not effective in spill situations where direct contact with the substance is possible.|For more DOT Emergency Guidelines (Complete) data for HEXACHLOROACETONE (8 total), please visit the HSDB record page.

No person may /transport,/ offer or accept a hazardous material for transportation in commerce unless that person is registered in conformance ... and the hazardous material is properly classed, described, packaged, marked, labeled, and in condition for shipment as required or authorized by ... /the hazardous materials regulations (49 CFR 171-177)./|The International Air Transport Association (IATA) Dangerous Goods Regulations are published by the IATA Dangerous Goods Board pursuant to IATA Resolutions 618 and 619 and constitute a manual of industry carrier regulations to be followed by all IATA Member airlines when transporting hazardous materials.|The International Maritime Dangerous Goods Code lays down basic principles for transporting hazardous chemicals. Detailed recommendations for individual substances and a number of recommendations for good practice are included in the classes dealing with such substances. A general index of technical names has also been compiled. This index should always be consulted when attempting to locate the appropriate procedures to be used when shipping any substance or article.

Irritating to mucous membranes & skin ...

The major hazards encountered in the use and handling of hexachloroacetone stem from its toxicologic properties. Toxic by all routes (ie, inhalation, ingestion, and dermal contact), exposure to this musty-smelling liquid may occur from its use as an intermediate in the production of chloroform and hexafluoroacetone. Effects from exposure may include contact burns to the skin and eyes, and irritation of the mucous membranes. If contact should occur, immediately flush affected eyes with running water for at least 15 minutes, and wash skin with soap and water. Remove contaminated clothing and shoes at the site. While hexachloroacetone does not ignite easily, it may burn with the production of irritating and poisonous gases. Also, heating of this substance may give rise to toxic thermal decomposition products such as chlorine or phosgene. Fires involving hexachloroacetone may be extinguished with dry chemical, CO2, Halon, water spray, fog, or standard foam. Hexachloroacetone should be stored in well-ventilated areas, away from heat and sources of ignition. Containers for international shipment by air and by water must bear the labels, "Keep away from food" and "Poison", respectively. Small spills of hexachloroacetone may be taken up with sand or other noncombustible absorbent and placed into containers for later disposal. Before implementing land disposal of waste hexachloroacetone, consult with environmental regulatory agencies for guidance.

Concentration of hexachloroacetone in chlorination stage effluent from a bleached kraft pulp mill in the interior of British Columbia was approximately 1.1 mg/l. (Fresh sample taken immediately prior to analysis) /From table/|Hexachloroacetone was deteted in pulp mill effluents with a concentration of approximately 30 g hexachloroacetone per ton pulp(1) and a concentration of approximately 0.2 g hexachloroacetone in the spent chlorination liquor per ton pulp(2) after the chlorination process. Hexachloroacetone was found in chlorinated municipal sewage effluents at a concentration of 30 ppb(3).

Hexachloroacetone without solvent was mutagenic, and this activity was enhanced when it was dissolved in dimethyl sulfoxide; in acetone it was not mutagenic. A time dependent reaction of hexachloroacetone with dimethyl sulfoxide was the only test material solvent interaction found. Results show clearly that dimethyl sulfoxide is not an appropriate solvent for hexachloroacetone.

LD50 Rat male oral 1550 mg/kg|LD50 Rat oral 1.3 g/kg|LD50 Rat subcutaneous 3 g/kg|LC50 Rat (adult albino) inhalation 660 ppm/3 hr|LC50 Rat (adult albino) inhalation 360 ppm/6 hr

The potential toxicity of hexachloroacetone ... was evaluated using a short-term reproductive & developmental toxicity screen. This study design was selected to identify the process (development; female reproduction; male reproduction; various somatic organs/processes) that is the most sensitive to hexachloroacetone (HCA) exposure. The dose range-finding study was conducted at concns of 0, 39, 156, 625, & 2,500 ppm of HCA in the drinking water for 2 wks. However, the 2,500 ppm animals were euthanized on /study day/ 9 as a result of extreme decreases in body weight, & feed & water consumption. Based on decreased body weight & water consumption in the 625 ppm males & females, the dose levels of 0, 25, 100, & 400 ppm were selected for the main study, which utilized one group of male rats (10/dose level) & 2 groups of female rats designated as Group A (peri-conception exposure, 10/dose level) & Group B (gestational exposure, 13/dose level). Control animals received deionized water, the vehicle. During the treatment period, all animals survived to the scheduled necropsy & there were no clinical signs of general toxicity noted at any dose level. At most intervals during the study, water consumption was decreased in all of the 400 ppm animals by 21-51%. The 25 ppm males water consumption was decreased on /study day/ 8 & 33 by 14-25%, while the 100 ppm males consumption was decreased on /study day/ 21-33 by 15-24%. The overall calculated consumption of HCA for Groups 2-4 was 2.8, 10.8, & 32.2 mg/kg/day, respectively. Male & female mean absolute body weights, feed consumption, clinical observations, & gross findings were comparable across dose groups. Female & male reproductive findings were also comparable with the exception of a 16% decr in the number of corpora lutea in the 400 ppm Group A females, a 32% incr in the number of live male pups in the 400 ppm Group B females, & an incr of 25%, 27%, & 29% in the circular sperm, circular over all sperm, & circular over motile sperm, respectively, in the 400 ppm male computer-assisted sperm analysis. The 16% decr in 400 ppm number of corpora lutea was accompanied by a decr (p>0.05) in pre-implantation loss (33%). These findings may suggest that hexachloroacetone may inhibit ovulation, but due to the limited number of females, this result requires replication before being relied on, & furthermore, there is effectively no change in the Group A or B female litter size. Although there was an incr of 32% in the Group B live male pups, the proportion of males/total pups (0.54) is not statistically significant & is well within historical control data (0.42 - 0.61)... . Computer-assisted sperm analysis in the 400 ppm males revealed an incr of 25-29% in circular sperm, % circular over all sperm, & % circular over motile sperm, but with the lack of other male reproductive findings & lack of literature on these parameters, the real meaning of this effect is undetermined. Male organ weights, organ-to-body weight ratios, & clinical chemistry & hematology endpoints were also unaffected by HCA treatment. Results of this study indicate that HCA treatment reduced water consumption in the 400 ppm dose levels in males & females without affecting reproductive function. A max tolerated dose in both males & females was achieved at 400 ppm HCA based on a >20% reduction in water consumption. From these data, HCA may be taste-aversive at 400 ppm in male & female rats & is not a reproductive toxicant in males; however, HCA is a reproductive toxicant in females at a dose level of 400 ppm when rats are exposed to HCA for < or =35 days.

Hexachloroacetone is a constituent of the edible Hawaiian (USA) seaweed, Asparagopsis taxiformis (Limu kohu).

ANALYSIS OF A SAMPLE OF CHLORINATION STAGE EFFLUENT FROM A BLEACHED KRAFT PULP MILL REVEALED THE PRESENCE OF HEXACHLOROACETONE.|Hexachloroacetone was detected after the chlorination process in pulp mill effluents with a concentration of approximately 30 g hexachloroacetone per ton pulp(1) and a concentration of approximately 0.2 g hexachloroacetone in the spent chlorination liquor per ton pulp(2). Hexachloroacetone was found in chlorinated municipal sewage effluents at a concentration of 30 ppb(3). Hexachloroacetone was once used as a weedkiller, but it is currently believed to be of little commercial interest(4).

TERRESTRIAL FATE: Hexachloroacetone has a vapor pressure of 0.376 mm Hg at 20 °C(2) indicating that the chemical is expected to evaporate significantly from dry surfaces(SRC). The estimated Koc of 1,886(3,SRC) suggests that hexachloroacetone will have low mobility in soil and will not leach(1). No data are available regarding biodegradation or other chemical processes in soil(SRC).|AQUATIC FATE: If released to water, hexachloroacetone is expected to evaporate into the atmosphere with a volatilization half-life of 6.5 hours from a model river(SRC). No data are available on other potential degradation processes in water. Based on the estimated Koc of 1,886(1,SRC), hexachloroacetone may partition from the water column to the sediment.|ATMOSPHERIC FATE: Based on a vapor pressure of 0.376 at 20 °C(1), hexachloroacetone will exist almost entirely in the vapor phase in the ambient atmosphere(2,SRC). Hexachloroacetone will not react with photochemically produced hydroxyl radicals in the ambient atmosphere(3,SRC).

Hexachloroacetone will not react with photochemically produced hydroxyl radicals in the ambient atmosphere based on the fact that hexachloroacetone has no extractable protons(1,SRC).

Based on an estimated log Kow of 3.490(2), the BCF for hexachloroacetone can be estimated to be 264 using a recommended regression derived equation(1,SRC).

Based on an estimated log Kow of 3.490(2) and a regression derived equation(1), the Koc for hexachloroacetone can be estimated to be 1,886(SRC) indicating that hexachloroacetone has low mobility in soil(3).

Based on an estimated log Kow of 3.49(2) and a recommended regression equation, the water solubility is estimated to be 154.7 mg/L(2,SRC). Based on a vapor pressure of 0.376 mm Hg at 20 °C(1) and a water solubility of 154.7 mg/L(2), the Henry's Law constant is estimated to be 8.33X10-4 atm cu-m/mole at 25 °C(SRC). This value of Henry's Law constant suggests that hexachloroacetone will volatilize significantly, but not rapidly from water. Based on this value, the volatilization half-life of hexachloroacetone from a model river 1 m deep flowing 1 m/sec with a wind velocity of 3 m/sec has been estimated to be approximately 6.5 hours(3,SRC).

... By ingestion & inhalation.|Hexachloroacetone was once used as a weedkiller, but it is currently believed to be of little commercial interest(1). Because hexachloroacetone was previously used as a herbicide, workers involved in the application of the chemical were probably exposed through inhalation or through dermal contact(SRC).

Technical product contains ... 4% pentachloroacetone & 8% compounds of higher boiling points.

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]: TOXIC; inhalation, ingestion or skin contact with material may cause severe injury or death. Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution. (ERG, 2016)

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]: Ensure that medical personnel are aware of the material(s) involved and take precautions to protect themselves. Move victim to fresh air. Call 911 or emergency medical service. Give artificial respiration if victim is not breathing. Do not use mouth-to-mouth method if victim ingested or inhaled the substance; give artificial respiration with the aid of a pocket mask equipped with a one-way valve or other proper respiratory medical device. Administer oxygen if breathing is difficult. Remove and isolate contaminated clothing and shoes. In case of contact with substance, immediately flush skin or eyes with running water for at least 20 minutes. For minor skin contact, avoid spreading material on unaffected skin. Keep victim calm and warm. Effects of exposure (inhalation, ingestion or skin contact) to substance may be delayed. (ERG, 2016)

NO CLINICAL POISONINGS KNOWN. IRRITATING TO MUCOUS MEMBRANES AND SKIN, SLIGHT LACRIMATORY ACTION.

hexachloroacetone

20% TECHNICAL IN AROMATIC PETROLEUM OILS, USED 1 PART TO 9 PARTS BY VOLUME OF AROMATIC PETROLEUM OILS, AT RATES OF 50-150 US GALLONS/ACRE.|FORMULATED AS AN EMULSIFIABLE CONCENTRATE, GRANULAR, & WETTABLE POWDER.|TECHNICAL PRODUCT IS ABOUT 85% PURE.|Discontinued mixture: Urox 379, (bromacil + hexachloracetone).|GC 1106

All other basic organic chemical manufacturing|2-Propanone, 1,1,1,3,3,3-hexachloro-: ACTIVE|Discontinued by Allied Chemical Corp.

BY INFRARED ABSORPTION AT 5.6 NM.|Hexchloroacetone in air was analyzed by gas chromatography/electron capture detector.|Chloroacetones including hexachloroacetone are very labile in alkali and could best be recovered from chlorination stage effluent by extraction at low pH. Samples of the effluent were adjusted to various pH values. After 1 hr sodium chloride was added to 10% content and the samples extracted with ether, the extracts were concentrated and analyzed by capillary gas chromatography on a SP 2100 column. Hexachloroacetone was identified in extracts of the effluent at pH 2 by mixed injections with authentic samples.