ジヨードメチル(4-メチルフェニル)スルホン

SRP: 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 air, soil or water; effects on animal, aquatic and plant life; and conformance with environmental and public health regulations. If it is possible or reasonable use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination.

SRP: Wastewater from contaminant suppression, cleaning of protective clothing/equipment, or contaminated sites should be contained and evaluated for subject chemical or decomposition product concentrations. Concentrations shall be lower than applicable environmental discharge or disposal criteria. Alternatively, pretreatment and/or discharge to a permitted wastewater treatment facility is acceptable only after review by the governing authority and assurance that "pass through" violations will not occur. Due consideration shall be given to remediation worker exposure (inhalation, dermal and ingestion) as well as fate during treatment, transfer and disposal. If it is not practicable to manage the chemical in this fashion, it must be evaluated in accordance with EPA 40 CFR Part 261, specifically Subpart B, in order to determine the appropriate local, state and federal requirements for disposal.

Pesticide wastes are acutely hazardous. Improper disposal of excess pesticide, spray mixture, or rinsate is a violation of Federal Law. If these wastes cannot be disposed of by use according to label instructions, contact your State Pesticide or Environmental Control Agency, or the Hazardous Waste Representative at the nearest EPA Regional Office for guidance. /Amical Flowable Antimicrobial Agent/

Nonrefillable container: Do not reuse or refill this container. Triple rinse or pressure rinse container (or equivalent) promptly after emptying. Then offer recycling, if available, or puncture and dispose of in a sanitary landfill, or by incineration, or, if allowed by state and local authorities, by burning. If burned, stay out of smoke. /Amical Flowable Antimicrobial Agent/

Do not get in eyes, on skin, or on clothing. ... Wash thoroughly with soap and water after handling and before eating, drinking, chewing gum, or using tobacco. /Amical Flowable Antimicrobial Agent/

SRP: Contaminated protective clothing should be segregated in a manner such that there is no direct personal contact by personnel who handle, dispose, or clean the clothing. The completeness of the cleaning procedures should be considered before the decontaminated protective clothing is returned for reuse by the workers. Contaminated clothing should not be taken home at the end of shift, but should remain at employee's place of work for cleaning.

Remove contaminated clothing and wash clothing before reuse. /Amical Flowable Antimicrobial Agent/

Occupational handlers must wear chemical resistant gloves while handling diiodomethyl p-tolyl sulfone. /Amical Flowable Antimicrobial Agent/

Wear goggles, face shield or safety glasses. /Amical Flowable Antimicrobial Agent/

LC50; Species: Colinus virginianus (Northern Bobwhite Quail) age 14 days; oral >5620 ppm for 8 days

LC50; Species: Anas platyrhynchos (Mallard Duck) age 14 days; oral >5620 ppm for 8 days

LD50; Species: Colinus virginianus (Northern Bobwhite Quail) age 20 wk; oral >2510 mg/kg

EC50; Species: Daphnia magna (Water Flea) age <24 hr; Conditions: freshwater, static; Concentration: 71 ug/L for 48 hr (95% confidence interval: 56-89 ug/L); Effect: intoxication, immobilization /95% purity formulation/

For more Ecotoxicity Values (Complete) data for Diiodomethyl p-tolyl sulfone (6 total), please visit the HSDB record page.

TERRESTRIAL FATE: Based on a classification scheme(1), a reported Koc value of 500(2) indicates that diiodomethyl p-tolyl sulfone is expected to have moderate mobility in soil(SRC). Volatilization of diiodomethyl p-tolyl sulfone from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 5.3X10-8 atm-cu m/mole(SRC), derived from its average vapor pressure, 9.6X10-7 mm Hg(2), and water solubility, 10 mg/L(2). Diiodomethyl p-tolyl sulfone is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(2). Diiodomethyl p-tolyl sulfone is susceptible to microbial degradation in soil as indicated by the formation of monoiodomethyl p-tolylsulfone and methyl p-tolylsulfone under aerobic and anaerobic conditions. Hydrolysis and metabolism half-lives at pH 7 and 9 for the parent ranged from 1.5-9.6 days(2).

AQUATIC FATE: Based on a classification scheme(1), a reported Koc value of 500(2) indicates that diiodomethyl p-tolyl sulfone is expected to have moderate adsorption to suspended solids and sediment(SRC). An aquatic metabolism study observed greater concentration in the aqueous phase versus sediment phase(2). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 5.3X10-8 atm-cu m/mole(SRC), derived from its average vapor pressure, 9.6X10-7 mm Hg(2), and water solubility, 10 mg/L(2). According to a classification scheme(4), an estimated BCF of 26(SRC), from its log Kow of 2.66(2) and a regression-derived equation(5), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Diiodomethyl p-tolyl sulfone is susceptible to microbial degradation in soil(2), suggesting that biodegradation may be an important environmental fate process in water(SRC). Diiodomethyl p-tolyl sulfone is stable to hydrolysis at pH 5, but degrades at pH 7 and 9 to form monoiodo-p-tolylsulfone with half-lives ranging from 1.5-9.6 days(2).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), diiodomethyl p-tolyl sulfone, which has an average reported vapor pressure of 9.6X10-7 mm Hg at 25 °C(2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase diiodomethyl p-tolyl sulfone 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 2.9 days(SRC), calculated from its rate constant of 5.5X10-12 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Particulate-phase diiodomethyl p-tolyl sulfone may be removed from the air by wet or dry deposition(SRC). Diiodomethyl p-tolyl sulfone is not expected to absorb at wavelengths >290 nm(4) and, therefore, is not expected to be susceptible to direct photolysis by sunlight(SRC).

IDENTIFICATION AND USE: Diiodomethyl p-tolyl sulfone (DIMPTS) is a tan powder at room temperature. It is an algaecide, bactericide, and fungicide. DIMPTS is used as a materials preservative in paints, air duct coatings, fire-retardant coatings, pigment dispersions, inks, emulsions, extender slurries, adhesives, caulks, sealants, rubbers, plastic, textiles, leather, paper production to protect pulp and slurries, paper/paperboard, and wetlap. It is also used as a wood preservative. HUMAN EXPOSURE AND TOXICITY: Corrosive: causes irreversible eye damage. Harmful if absorbed through the skin. ANIMAL STUDIES: Male and female rats and dogs were administered DIMPTS for 90-days via the diet. In rats, the only treatment-related finding was squamous metaplasia of the salivary gland duct in the 80 mg/kg/day group. In dogs, female body weights in the high-dose group were significantly lower than controls. Altered clinical pathology parameters were considered secondary to inflammatory changes observed in some of the dogs. Treatment-related alterations were found in the thyroid glands, salivary glands, GI-tract in the mid- and/or high-dose groups. DIMPTS was negative in the four in vitro and one in vivo genotoxicity assays. The toxicological effects noted in the two mammalian species are consistent with the principal toxic effects of iodide, and are proposed to arise from release of iodide from the DIMPTS molecule with toxic sequelae. DIMPTS caused dystocia, decreased neonatal survival and hypothyroidism in rat reproduction studies resembling the effects caused by iodide. One molecule of DIMPTS contains two iodine moieties that are hydrolyzed upon ingestion and systemically absorbed, suggesting iodide toxicity as a probable mode of action for the effects observed in rats. Female rats given DIMPTS had increased incidence of vulvar discharge and dystocia, decreased litter size, decreased body weights and feed consumption, increased thyroid weights, thyroid follicular cell hypertrophy with decreased colloid, decreased triiodothyronine, and increased thyroid stimulating hormone levels. DIMPTS pups had decreased neonatal survival and body weights. These effects were associated with elevated levels of iodide in milk and sera. In contrast, DIMPTS de-iodinated analogue did not produce similar effects in adult females or their offspring. In rats reproductive toxicity at 40 mg/kg/day consisted of increased post implantation loss, decreased gestation survival and two cases of dystocia, while litter size, pup survival/weight were affected at 10 and 40 mg/kg/day. Morphological examinations of fetuses revealed no evidence of teratogenesis.

EPA has released the Interactive Chemical Safety for Sustainability (iCSS) Dashboard. The iCSS Dashboard provides an interactive tool to explore rapid, automated (or in vitro high-throughput) chemical screening data generated by the Toxicity Forecaster (ToxCast) project and the federal Toxicity Testing in the 21st century (Tox21) collaboration. /The title compound was tested by ToxCast and/or Tox21 assays/[USEPA; ICSS Dashboard Application; Available from, as of December 17, 2015: http://actor.epa.gov/dashboard/]

The log Koc of diiodomethyl p-tolyl sulfone has been reported as 2.7(1), corresponding to a Koc of 500(SRC). According to a classification scheme(2), this Koc value suggests that diiodomethyl p-tolyl sulfone is expected to have moderate mobility in soil. Release to water from treated soil and wood are considered probable routes of dissipation to the environment(1).

/SIGNS AND SYMPTOMS/ Corrosive: causes irreversible eye damage. Harmful if absorbed through the skin. /Amical Flowable Antimicrobial Agent/

/OTHER TOXICITY INFORMATION/ The mode of action (MOA) underpinning the reproductive toxicity of diiodomethyl-p-tolylsulfone (DIMPTS) is excess systemic iodide levels, resulting in hypothyroidism. This MOA evaluation also addresses the potential for toxicity and adverse health outcomes during critical windows of development for different tissues. The data indicate that testicular development in the neonate represents the tissue and life-stage that are most sensitive to iodide toxicity. Life-stage specific dosimetry appears to be a major determinant of this sensitivity, with the neonate being exposed to higher levels of iodide than the fetus during the period of testicular development, in particular Sertoli cell maturation and differentiation. While no reports could be found in the literature linking excess iodide exposure in humans to testicular toxicity, there is evidence that neonates born to mothers with excessive iodide intake do exhibit signs of transient hypothyroidism. Although there are major physiological and temporal differences in testicular development and Sertoli cell replication between the rat and human, it is not inconceivable that continuous long term exposures to excess iodide first from maternal milk and then in the diet through to the onset of puberty could affect testicular development. However, exposures to iodinated substances - such as DIMPTS - contribute less than 1% of the required daily iodide intake for normal fetal and neonatal development and, consequently, continuous exposure to excess iodide during the pre-pubertal period is unlikely. As exposures to DIMPTS are both very low and sporadic in nature it is not likely that they represent any risk to health at any life-stage.

AEROBIC: Diiodomethyl p-tolyl sulfone is susceptible to microbial degradation in soil as indicated by the formation of monoiodomethyl p-tolylsulfone and methyl p-tolylsulfone under aerobic conditions. Half-life degradation by hydrolysis and metabolism for the parent ranges from 1.5-9.6 days. Half-lives of 32 and 53-173 days were reported in aerobic soil for monoiodomethyl p-tolylsulfone and methyl p-tolylsulfone, respectively(1).

ANAEROBIC: Diiodomethyl p-tolyl sulfone is susceptible to microbial degradation in soil as indicated by the formation of monoiodomethyl p-tolylsulfone under anaerobic conditions. Monoiodomethyl p-tolylsulfone was also formed in an anaerobic aquatic degradation study, simulating anoxic sediment. Parent residues were detected up to seven days out from the initial incubation. A half-life of 21 days was reported in anaerobic soil for monoiodomethyl p-tolylsulfone(1).

An estimated BCF of 26 was calculated in fish for diiodomethyl p-tolyl sulfone(SRC), using a log Kow of 2.66(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).

The Henry's Law constant for diiodomethyl p-tolyl sulfone is estimated as 5.3X10-8 atm-cu m/mole(SRC) derived from its average vapor pressure, 9.6X10-7 mm Hg(1), and water solubility, 10 mg/L(1). This Henry's Law constant indicates that diiodomethyl p-tolyl sulfone is expected to be essentially nonvolatile from water surfaces(2). Diiodomethyl p-tolyl sulfone's estimated Henry's Law constant indicates that volatilization from moist soil surfaces is not expected to occur(SRC). Diiodomethyl p-tolyl sulfone is not expected to volatilize from dry soil surfaces based upon its vapor pressure(SRC).

/LABORATORY ANIMALS: Subchronic or Prechronic Exposure/ These studies were conducted to determine subchronic toxicity and genotoxicity of the biocide diiodomethyl-p-tolysulfone (DIMPTS) in rats and dogs. Male and female Sprague-Dawley rats and Beagle dogs were administered DIMPTS for 90-days via the diet at 0, 5, 20, and 80 mg/kg/day to rats and via capsules at 0, 2, 10, and 60 mg/kg/day to dogs. In rats, the only treatment-related finding was squamous metaplasia of the salivary gland duct in the 80 mg/kg/day group. In dogs, female body weights in the high-dose group were significantly lower than controls. Altered clinical pathology parameters were considered secondary to inflammatory changes observed in some of the dogs. Treatment-related alterations were found in the thyroid glands, salivary glands, GI-tract in the mid- and/or high-dose groups. DIMPTS was negative in the four in vitro and one in vivo genotoxicity assays. The toxicological effects noted in the two mammalian species are consistent with the principal toxic effects of iodide, and are proposed to arise from release of iodide from the DIMPTS molecule with toxic sequelae.

/LABORATORY ANIMALS: Developmental or Reproductive Toxicity/ The biocide diiodomethyl-p-tolylsulfone (DIMPTS) caused dystocia, decreased neonatal survival and hypothyroidism in rat reproduction studies resembling the effects caused by iodine. One molecule of DIMPTS contains two iodine moieties that are hydrolyzed upon ingestion and systemically absorbed, suggesting iodide toxicity as a probable mode of action for the effects observed in rats. This study compared the effects induced by DIMPTS and an equimolar concentration of its de-iodinated analogue, methyl-p-tolylsulfone (MPTS). Groups of 20 female Sprague Dawley rats were fed diets supplying 80 mg DIMPTS/kg/day, 32 mg MPTS/kg/day or control feed from prior to breeding through lactation and gonadal function, mating performance, conception, gestation, parturition, lactation, survival, growth and development of pups evaluated through postnatal day 7. Serum thyroid hormones and iodide levels in milk and sera were also determined. Females given DIMPTS had increased incidence of vulvar discharge and dystocia, decreased litter size, decreased body weights and feed consumption, increased thyroid weights, thyroid follicular cell hypertrophy with decreased colloid, decreased triiodothyronine, and increased thyroid stimulating hormone levels. DIMPTS pups had decreased neonatal survival and body weights. These effects were associated with elevated levels of iodide in milk and sera. In contrast, MPTS did not produce similar effects in adult females or their offspring. These data support the hypothesis that the dystocia, altered neonatal survival and hypothyroidism following repeated dietary administration of DIMPTS were due to excessive iodide released from DIMPTS during absorption and metabolism.

/LABORATORY ANIMALS: Developmental or Reproductive Toxicity/ Diiodomethyl-p-tolylsulfone (DIMPTS) was tested in developmental toxicity (DT) and reproductive toxicity studies. In the two-generation study, CD rats were fed 0, 2.5, 10 or 40 mg/kg/day DIMPTS. Increased thyroid weight and histopathology were observed at all doses with associated pituitary findings in males. Reproductive toxicity at 40 mg/kg/day consisted of increased post implantation loss, decreased gestation survival and two cases of dystocia, while litter size, pup survival/weight were affected at 10 and 40 mg/kg/day. The NOEL for parental toxicity could not be determined, while the NOEL for reproductive toxicity was 2.5 mg/kg/day. The maternal thyroid and reproductive effects in this study were consistent with iodide toxicity.

The rate constant for the vapor-phase reaction of diiodomethyl p-tolyl sulfone with photochemically-produced hydroxyl radicals has been estimated as 5.5X10-12 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 2.9 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). Diiodomethyl p-tolyl sulfone degrades by hydrolysis and metabolism to form dehalogenated and demethylated compounds(2). It is stable to hydrolysis at pH 5, but degrades at pH 7 and 9 to form monoiodo-p-tolylsulfone with half-lives ranging from 1.5-9.6 days(2). Monoiiodomethyl p-tolyl sulfone was the terminal residue in hydrolysis and aqueous photodegradation studies(2). UV-visible spectra were observed at two absorptions peaks 200 and 233-234 nm and the spectra were run from 200 to 800 nm(2). Diiodomethyl p-tolyl sulfone is not expected to absorb at wavelengths >290 nm(3) and, therefore, is not expected to be susceptible to direct photolysis by sunlight(SRC).

Section 8(a) of TSCA requires manufacturers of this chemical substance to report preliminary assessment information concerned with production, exposure, and use to EPA as cited in the preamble in 51 FR 41329. Effective date: 9/30/91; Reporting date: 11/27/91.

[40 CFR 716.120] 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. 1-(Diiodomethyl)sulfonyl-4-methyl benzene is included on this list. Effective date: 9/30/91; Sunset date: 12/19/95.

The Agency has completed its assessment of the residential, occupational and ecological risks associated with the use of pesticide products containing the active ingredient diiodomethyl p-tolyl sulfone. The Agency has determined that all diiodomethyl p-tolyl sulfone containing products are eligible for reregistration provided that: 1) all risk mitigation measures are implemented; 2) current data gaps and confirmatory data needs are addressed; and 3) label amendments are made as described in Section V. ... Based on its evaluation of diiodomethyl p-tolyl sulfone, the Agency has determined that diiodomethyl p-tolyl sulfone products, unless labeled and used as specified in this document, would present risks inconsistent with FIFRA. Accordingly, should a registrant fail to implement the risk mitigation measures, submit confirmatory data as well as make the label changes identified in this document, the Agency may take regulatory action to address the risk concerns from the use of diiodomethyl p-tolyl sulfone. If all changes outlined in this document are fully complied with, then no risks of concern exist for the registered uses of diiodomethyl p-tolyl sulfone and the purposes of this determination.

As the federal pesticide law FIFRA directs, EPA is conducting a comprehensive review of older pesticides to consider their health and environmental effects and make decisions about their continued use. Under this pesticide reregistration program, EPA examines newer health and safety data for pesticide active ingredients initially registered before November 1, 1984, and determines whether the use of the pesticide does not pose unreasonable risk in accordance to newer safety standards, such as those described in the Food Quality Protection Act of 1996. Pesticides for which EPA had not issued Registration Standards prior to the effective date of FIFRA '88 were divided into three lists based upon their potential for human exposure and other factors, with List B containing pesticides of greater concern than those on List C, and with List C containing pesticides of greater concern than those on List D. Diiodomethyl p-tolyl sulfone is found on List D. Case No: 4009; Pesticide type: fungicide, herbicide, antimicrobial; Case Status: OPP is reviewing data from the pesticide's producers regarding its human health and/or environmental effects, or OPP is determining the pesticide's eligibility for reregistration and developing the RED document.; Active ingredient (AI): diiodomethyl p-tolyl sulfone; Data Call-in (DCI) Date(s): 04/23/93; AI Status: The producers of the pesticide have made commitments to conduct the studies and pay the fees required for reregistration, and are meeting those commitments in a timely manner.

Used as algaecide/bactericide/fungicide for preservation of paints, air duct and fire-retardant coatings, pigment dispersions, inks, emulsions, extender slurries, adhesives, caulks, sealants, rubbers, plastic, textiles, leather, paper and paperboard, and wood; [Reference #1]

Pulp and Paper Processing [Category: Industry]

For diiodomethyl p-tolyl sulfon (USEPA/OPP Pesticide Code: 101002) ACTIVE products with label matches. /SRP: Registered for use in the USA but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses./

Diiodomethyl p-tolyl sulfone is an algaecide, bactericide, and fungicide. Diiodomethyl p-tolyl sulfone is used as a materials preservative in paints, air duct coatings, fire-retardant coatings, pigment dispersions, inks, emulsions, extender slurries, adhesives, caulks, sealants, rubbers, plastic, textiles, leather, paper production to protect pulp and slurries, paper/paperboard, and wetlap. Diiodomethyl p-tolyl sulfone is also used as a wood preservative.

Paint mildewcide.

Production volume for non-confidential chemicals reported under the 2006 Inventory Update Rule. Chemical: Benzene, 1-[(diiodomethyl)sulfonyl]-4-methyl-. Aggregated National Production Volume: <500,000 lbs.[US EPA; Non-Confidential 2006 Inventory Update Reporting. National Chemical Information. Benzene, 1-

Powder (technical grade active ingredient); flowable dispersion, wettable powder, and powder (end use products).

Amical 48 (The Dow Chemical Co.): Active ingredient: diiodomethyl p-tolyl sulfone 95%.

Amical WP Antimicrobial Agent (The Dow Chemical Co.): Active ingredient: diiodomethyl p-tolyl sulfone 48.45%.

Amical Flowable Antimicrobial Agent (The Dow Chemical Co.): Active ingredient: diiodomethyl p-tolyl sulfone 40.00%.

For more Formulations/Preparations (Complete) data for Diiodomethyl p-tolyl sulfone (8 total), please visit the HSDB record page.