696-28-6Cl[As](Cl)c1ccccc1UDHDFEGCOJAVRE-UHFFFAOYSA-NPhenyldichloroarsine appears as a chemical warfare blister agent. Toxic by inhalation and skin absorption. It is a colorless odorless liquid. Used as a lachrymator poison gas.
696-28-6DTXSID7061011Toxic Gases & Vapors -> Chemical Weapons
Flammable agents - 3rd degree
1.6516 at 66.2 °F (EPA, 1998) - Denser than water; will sink
Specific Gravity: 1.6516 @ 20 °C/4 °C
1.654 @ 20°C
Soluble in acetone
Very soluble in alcohol; soluble in ether and benzene
Insoluble in water.
489.9 to 495.7 °F at 760 mmHg (EPA, 1998)
255 °C
254.4 °C @760 [mm Hg]
Decomposes /in/ water.
When heated to decomposition it emits highly toxic fumes of arsenic.
Decomposition temperature- Stable to boiling point. /From table/
Restricted substance: Dichloro(phenyl)arsine
The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)
A strong skin, eye, and mucous membrane irritant; [HSDB] May burn skin and eyes; [CAMEO] See Arsenic and linked occupational diseases.
The major hazards encountered in the use and handling of phenyldichloroarsine stem from its toxicologic properties. Toxic by all routes (ie, inhalation, ingestion, and dermal contact), exposure to this liquid material may occur from its manufacture or use as a lacrymator, and solvent for diphenylcyanoarsine. Effects from exposure may include contact burns to the skin and eyes, he adache, generalized weakness, nausea, hemoglobinuria, and death (if sufficient quantities are inhaled). OSHA has established a time-weighted average (TWA) limit of 0.5 mg/cu m for organic arsenic compounds. Mechanical ventilation should be used to maintain phenyldichloroarsine at, or below the OSHA limits. In activities and situations where over-exposure may occur, wear a positive pressure, self-contained breathing apparatus and chemical protective clothing which is specifically recommended by the shipper or manufacturer. If exposure should occur, immediately flush exposed eyes and skin with running water for at least 15 minutes. Remove contaminated clothing at the site. While phenyldichloroarsine does not ignite easily, it can burn with the production of poisonous gases. Also, containers of this substance may explode violently in the heat of a fire. For fires involving phenyldichloroarsine, extinguish with dry chemical, CO2, water spray, fog, or standard foam. Dike fire control water and do not scatter the material. Phenyldichloroarsine may be shipped domestically via air, rail, road, and water, in containers bearing the label, "Poison." For small spills of this substance, take up with sand or other noncombustible absorbent and place into containers for later disposal. Dike far ahead of large spills for later disposal.
In order to investigate the mechanism of cytotoxicity of organic arsenicals toward lipoic acid containing enzymes, a lipoic acid-phenyldichlorarsine adduct was prepared in methanol, and the structure and molecular motions were studied. A six-membered heteroatom adduct was formed. One dimensional and 2 dimensional NMR spectroscopy was used to confirm the structure. Spin-lattice relaxation times of the various carbon atoms indicated that the overall molecular reorientation time of the molecule is 0.02 nsec at 30 °C. An Arrhenius plot of the data showed that the activation energy for molecular tumbling is 13.4 kJ/mol. The system did not demonstrate dimerization as the bulky side chain of lipoic acid prevented dimerization from occurring.
There remains considerable controversy regarding the mode of action of the phenylarsonic compounds. However, they seem to have an action different from that of inorganic, aliphatic, and aromatic trivalent arsenic compounds. The arsenic incorporated in the feed additives is in the pentavalent form, and it is likely that the phenylarsonic compounds have their primary action as pentavalent arsenicals; this may account for their distinctive effects in birds and animals. Some workers have suggested that both the toxicity and the efficiency of these compounds are due to their degradation and reduction to inorganic trivalent forms. Others have clearly established that these compounds are excreted unchanged by chickens and that there is no evidence that they are converted to inorganic arsenic. Similar experiments by other workers with rats, rabbits, and swine indicate that the phenylarsonic compounds are for the most part excreted unchanged by the kidneys, although some apparently undergo a limited biotransformation. /Phenylarsonic compounds/
Arsenic is absorbed mainly by inhalation or ingestion, as to a lesser extent, dermal exposure. It is then distributed throughout the body, where it is reduced into arsenite if necessary, then methylated into monomethylarsenic (MMA) and dimethylarsenic acid (DMA) by arsenite methyltransferase. Arsenic and its metabolites are primarily excreted in the urine. Arsenic is known to induce the metal-binding protein metallothionein, which decreases the toxic effects of arsenic and other metals by binding them and making them biologically inactive, as well as acting as an antioxidant. (L20)
Keine Reaktionsaufzeichnungen unter den aktuellen Filterkriterien.
Wird geladen…
-4 °F (EPA, 1998)
fp: -20 °C
-15.6 °C
7.7 (EPA, 1998) - Heavier than air; will sink (Relative to Air)
7.7 (Air = 1)
0.033 mmHg at 77 °F (EPA, 1998)
0.11 [mmHg]
1.13X10-1 mm Hg @ 25 °C
0.021 [mm Hg] @20 °C
Phenyldichloroarsine appears as a chemical warfare blister agent. Toxic by inhalation and skin absorption. It is a colorless odorless liquid. Used as a lachrymator poison gas.
Liquid; Decomposes in water; [Hawley] Reacts with water producing hydrochloric acid; [CAMEO]
Nat'l Research Council Canada; Effects of Arsenic in the Canadian Environment (1978) NRCC No.15391
NIOSH; Criteria Document: Arsenic (1975) DHEW Pub. NIOSH 75-149
USEPA; Ambient Water Quality Criteria Doc: Arsenic (1980) EPA 440/5-80-021
USEPA; Ambient Water Quality Criteria Doc: Arsenic (1984) EPA 440/5-84-033
For more Special Reports (Complete) data for PHENYLDICHLOROARSINE (6 total), please visit the HSDB record page.
P036; As stipulated in 40 CFR 261.33, when phenyldichloroarsine, 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)).
Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. Arsonous dichloride, phenyl- is included on this list.
If material involved in fire: Extinguish fire using agent suitable for type of surrounding fire. (Material itself does not burn or burns with difficulty.) Use water in flooding quantities as fog. Use foam, dry chemical, or carbon dioxide. /Arsenical cmpd, liquid, NOS/
If material involved in fire: Extinguish fire using agent suitable for type of surrounding fire. (Material itself does not burn or burns with difficulty.) Use water in flooding quantities as fog. Use foam, dry chemical, or carbon dioxide. /Arsenical cmpd, solid, NOS/
Generators of waste (equal to or greater than 100 kg/mo) containing this contaminant, EPA hazardous waste number P036, must conform with USEPA regulations in storage, transportation, treatment and disposal of waste.
A poor candidate for incineration.
SRP: Contaminated protective clothing should be segregated in such a manner so that there is no direct personal contact by personnel who handle, dispose, or clean the clothing. Quality assurance to ascertain the completeness of the cleaning procedures should be implemented before the decontaminated protective clothing is returned for reuse by the workers. Contaminated clothing should not be taken home at end of shift, but should remain at employee's place of work for cleaning.
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.
Tolerances for total residues of combined arsenic (calculated as As) in food are established as follows: (a) In edible tissues & in eggs of chickens & turkeys: 0.5 ppm in uncooked muscle tissue; 2 ppm in uncooked edible by-products; & 0.5 ppm in eggs. (b) In edible tissues of swine: 2 ppm in uncooked liver & kidney; 0.5 ppm in uncooked muscle tissue & by-products other than liver & kidney. /Arsenic/
0.0055 [mg/m3]
0.061 [mg/m3]
0.18 [mg/m3]
For information on chemical warfare blister agents see the ERG Criminal or Terrorist Use of CBR Agents. (ERG, 2024)
Casualty management requires protective mask with charcoal inserts & protective clothing.
Protection required- Protective mask & permeable protective clothing for vapor & small droplets; impermeable protective clothing for protection against large droplets, splashes, & smears. /From table/
Arsenic poisoning can be treated by chelation therapy, using chelating agents such as dimercaprol, EDTA or DMSA. Charcoal tablets may also be used for less severe cases. In addition, maintaining a diet high in sulfur helps eliminate arsenic from the body. (L20)
TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 820(SRC), determined from a structure estimation method(2), indicates that phenyldichloroarsine is expected to have moderate mobility in soil(SRC). Volatilization of phenyldichloroarsine from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 3.0X10-5 atm-cu m/mole(SRC), using a fragment constant estimation method(3). However, phenyldichloroarsine rapidly hydrolyzes in water(4); therefore, volatilization may be less important than estimated(SRC). Phenyldichloroarsine is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 1.13X10-1 mm Hg(5).
AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 820(SRC), determined from a structure estimation method(2), indicates that phenyldichloroarsine is 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 3.0X10-5 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 31 hours and 19 days, respectively(SRC). According to a classification scheme(5), an estimated BCF of 46(SRC), from an estimated log Kow of 3.1(2) and a regression-derived equation(6), suggests the potential for bioconcentration in aquatic organisms is low(SRC). However, phenyldichloroarsine rapidly hydrolyzes in water(7); therefore, volatilization and bioconcentration may be less important than estimated(SRC).
ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), phenyldichloroarsine, which has a vapor pressure of 1.13X10-1 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere(SRC). Vapor-phase phenyldichloroarsine 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 8 days(SRC), calculated from its rate constant of 2.0X10-12 cu cm/molecule-sec at 25 °C(SRC) determined using a structure estimation method(3).
Arsenic and its metabolites disrupt ATP production through several mechanisms. At the level of the citric acid cycle, arsenic inhibits pyruvate dehydrogenase and by competing with phosphate it uncouples oxidative phosphorylation, thus inhibiting energy-linked reduction of NAD+, mitochondrial respiration, and ATP synthesis. Hydrogen peroxide production is also increased, which might form reactive oxygen species and oxidative stress. Arsenic's carginogenicity is influenced by the arsenical binding of tubulin, which results in aneuploidy, polyploidy and mitotic arrests. The binding of other arsenic protein targets may also cause altered DNA repair enzyme activity, altered DNA methylation patterns and cell proliferation. (T1, A17)
Using a structure estimation method based on molecular connectivity indices(1), the Koc for phenyldichloroarsine can be estimated to be 820(SRC). According to a classification scheme(2), this estimated Koc value suggests that phenyldichloroarsine is expected to have low mobility in soil(SRC).
TOXIC BY INGESTION & INHALATION, STRONG IRRITANT TO EYES, SKIN, AND TISSUE.
Phenyldichloroarsine (PD) is a variant of Lewisite, is very irritating to eyes & mucous membranes, & causes rapid blister formation on exposed skin (0.5-1 hr). Exposure to this agent can cause nausea & vomiting.
Median incapacitating dosage (ICt50)- 16 mg/min/cu m as a vomiting agent; 1800 mg/min/cu m as a blistering agent. /From table/
Phenyldichloroarsine's former production as a poison gas and solvent(1) may have resulted in its release to the environment through various waste streams(SRC). However, evidence supporting phenyldichloroarsine's use as a poison gas in war was not located in the literature(SRC).
An estimated BCF of 46 was calculated for phenyldichloroarsine(SRC), using an estimated log Kow of 3.1(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is moderate(SRC). However, phenyldichloroarsine rapidly hydrolyzes in water(4); therefore, bioconcentration may be less than estimated(SRC).
P036; As stipulated in 40 CFR 261.33, when phenyldichloroarsine, 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)).
Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. Arsonous dichloride, phenyl- is included on this list.
If material involved in fire: Extinguish fire using agent suitable for type of surrounding fire. (Material itself does not burn or burns with difficulty.) Use water in flooding quantities as fog. Use foam, dry chemical, or carbon dioxide. /Arsenical cmpd, liquid, NOS/
If material involved in fire: Extinguish fire using agent suitable for type of surrounding fire. (Material itself does not burn or burns with difficulty.) Use water in flooding quantities as fog. Use foam, dry chemical, or carbon dioxide. /Arsenical cmpd, solid, NOS/
Listed as a hazardous air pollutant (HAP) generally known or suspected to cause serious health problems. The Clean Air Act, as amended in 1990, directs EPA to set standards requiring major sources to sharply reduce routine emissions of toxic pollutants. EPA is required to establish and phase in specific performance based standards for all air emission sources that emit one or more of the listed pollutants. Phenyldichloroarsine is included on this list.
(a) The owner or operator of an existing glass melting furnace subject to the provisions of this subpart shall comply with either paragraph (a)(1) or (a)(2) of this section ... (1) Uncontrolled total arsenic emissions from the glass melting furnace shall be less than 2.5 Mg (2.7 ton) per year, or ... (2) Total arsenic emissions from glass melting furnace shall be conveyed to a control device and reduced by at least 85%. /Total arsenic/
(b) The owner or operator of a new or modified glass melting furnace subject to the provisions of this subpart shall comply with either paragraph (b)(1) or (b)(2) of this section ... (1) Uncontrolled total arsenic emissions from the glass melting furnace shall be less than 0.4 Mg (0.44 ton) per year, or ... (2) Total arsenic emissions from glass melting furnace shall be conveyed to a control device and reduced by at least 85%. /Total arsenic/
The owner or operator of each copper converter subject to the provisions of this subpart shall reduce inorganic arsenic emissions to the atmosphere by meeting the following design, equipment, work practice, and operational requirements: (1) Install, operate, and maintain a secondary hood system on each copper converter. Each secondary hood system shall consist of a hood enclosure, air curtain fan(s), exhaust system fan(s), and ductwork that conveys the captured emission to a control device ... (2) Optimize the capture of secondary inorganic arsenic emission by operating the copper converter and secondary hood systems at all times ... . /Inorganic arsenic/
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 1 lb or 0.454 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).
Releases of CERCLA hazardous substances are subject to the release reporting requirement of CERCLA section 103, codified at 40 CFR part 302, in addition to the requirements of 40 CFR part 355. Phenyldichloroarsine is an extremely hazardous substance (EHS) subject to reporting requirements when stored in amounts in excess of its threshold planning quantity (TPQ) of 500 lbs.
Toxic pollutant designated pursuant to section 307(a)(1) of the Federal Water Pollution Control Act and is subject to effluent limitations. /Arsenic & cmpd/
For the maximum protection of human health from the potential carcinogenic effects due to exposure of arsenic through ingestion of contaminated water & contaminated aquatic organisms, the ambient water concn should be zero based on the nonthreshold assumption for this chemical. However, zero level may not be attainable at the present time. Therefore, the levels which may result in incremental increase of cancer risk over the lifetime are estimated at 1X10-5, 1X10-6, & 1X10-7. The corresponding criteria are 22 ng/l, 2.2 ng/l, & .22 ng/l, respectively .... For consumption of aquatic organisms only, excluding consumption of water, the levels are 175 ng/ml, 17.5 ng/l, & 1.75 ng/l, respectively. /Arsenic/
D004; A solid waste containing arsenic may or may not become characterized as a hazardous waste when subjected to the Toxicity Characteristic Leaching Procedure listed in 40 CFR 261.24, and if so characterized, must be managed as a hazardous waste.
(AZ) ARIZONA 10 ug/L /Arsenic/
(CT) CONNECTICUT 10 ug/l /Arsenic/
The purpose of the study was to identify binding sites of organic arsenic in the erythrocyte and to explain species differences in binding. Washed erythrocytes were exposed to graded concentrations of (14)C-phenyldichloroarsine (PDA) in phosphate-buffered saline containing 0.1% glucose and 0.1% bovine serum albumin. At low phenyldichloroarsine concentrations, all cells bind the arsenical rapidly (within 10 min) and quantitatively. Human, pig, hamster, guinea pig, and mouse erythrocytes approached saturation at 0.02-0.3 mumol phenyldichloroarsine/10(9) cells, depending on the species. Saturation points correlated well with each respective species erythrocyte glutathione content. In contrast, rat erythrocytes showed no sign of saturation at phenyldichloroarsine loads as high as 3.0 mumol/10(9) cells. Hemolysates of phenyldichloroarsine-treated erythrocytes were subjected to Sephadex G-75 gel filtration chromatography. (14)C from rat hemolysate was distributed between the hemoglobin and small molecular weight (glutathione-containing) fractions. In all other species, the (14)C eluted almost exclusively with the glutathione-containing fractions. In equilibrium dialysis experiments, human hemoglobin did not bind phenyldichloroarsine, whereas rat hemoglobin bound 2 phenyldichloroarsine/mol with Kd approximately 5 m. In conclusion, glutathione is the principle binding site of phenyldichloroarsine in erythrocytes. In most species,the arsenical does not bind to hemoglobin, even though it has free (titratable) sulfhydryls considerably in excess of the glutathione concentration. In rat erythrocytes, phenyldichloroarsine binds both to glutathione and to hemoglobin.
Used as a lachrymator and a solvent for diphenylcyanoarsine; [Hawley]
Lacrymator poison gas; solvent for diphenylcyanoarsine
MEDICATION
Phenyldichloroarsine belongs to the group of chemical warfare agents known as blister agents or vesicants. It is also considered a vomiting/incapacitating agent. Due to its toxicity, it is nowadays considered obsolete. (L368)