2-Methylbenzenesulfonamide

171.22

171.22

1102362

200-741-1

R81Z6V889P

1581

2185

DTXSID7021362

Octahedral crystals from alcohol; prisms from water|Colorless crystals

29350090

68.5

0.8

DryPowder

1.46 g/cm³

156.3 °C

214 °C @ Press: 9.98 Torr

178°C

1.564

soluble in water (1.6 g/L at 25°C).

Keep in a cool, dry, dark location in a tightly sealed container or cylinder. Keep away from incompatible materials, ignition sources and untrained individuals. Secure and label area. Protect containers/cylinders from physical damage.

Vapour pressure at 25°C: negligible

Henry's Law constant = 4.7X10-7 atm-cu m/mole at 25 °C

pKa = 10.4 (est)

Max Absorption (0.1 N HCl): 270 nm (log e = 3.1); 276 nm (log e = 3.0)|Max Absorption (methanol): 268 nm, 275 nm|Hydroxyl radical reaction rate constant = 1.2X10-12 cu cm/mole-sec at 25 °C

NONH for all modes of transport

1

36-40

26-36/37

XT5075000

Xi,Xn

Separated from strong oxidants, acids and bases.

Stable under recommended storage conditions.

P281-P305 + P351 + P338

H319-H351

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.|Product: Offer surplus and non-recyclable solutions to a licensed disposal company. Contact a licensed professional waste disposal service to dispose of this material; Contaminated packaging: Dispose of as unused product.

Incompatible materials: Strong oxidizing agents, Strong bases.

o- and p-Toluene sulfonamide is an indirect food additive for use as a component of adhesives. /o- and p-Toluene sulfonamide/

Combustible. Gives off irritating or toxic fumes (or gases) in a fire.

|Warning|H302 (48.89%): Harmful if swallowed [Warning Acute toxicity, oral]|P201, P202, P264, P270, P280, P281, P301+P312, P305+P351+P338, P308+P313, P330, P337+P313, P405, and P501|Aggregated GHS information provided by 98 companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H319: Causes serious eye irritation [Warning Serious eye damage/eye irritation]|P201, P202, P264, P280, P281, P305+P351+P338, P308+P313, P337+P313, P405, and P501

Eye/face protection: Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU).|Skin protection: Handle with gloves.|Body Protection: Impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace.|Respiratory protection: Where risk assessment shows air-purifying respirators are appropriate use a full-face particle respirator type N100 (US) or type P3 (EN 143) respirator cartridges as a backup to engineering controls. If the respirator is the sole means of protection, use a full-face supplied air respirator. Use respirators and components tested and approved under appropriate government standards such as NIOSH (US) or CEN (EU).

Suitable extinguishing media: Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.|Advice for firefighters: Wear self-contained breathing apparatus for firefighting if necessary.

ACCIDENTAL RELEASE MEASURES: Personal precautions, protective equipment and emergency procedures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. Environmental precautions: Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Methods and materials for containment and cleaning up: Pick up and arrange disposal without creating dust. Sweep up and shovel. Keep in suitable, closed containers for disposal.

ACCIDENTAL RELEASE MEASURES: Personal precautions, protective equipment and emergency procedures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. Environmental precautions: Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided.|Precautions for safe handling: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Provide appropriate exhaust ventilation at places where dust is formed. Normal measures for preventive fire protection.|Appropriate engineering controls: Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday.|Gloves must be inspected prior to use. Use proper glove removal technique (without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands.|SRP: Local exhaust ventilation should be applied wherever there is an incidence of point source emissions or dispersion of regulated contaminants in the work area. Ventilation control of the contaminant as close to its point of generation is both the most economical and safest method to minimize personnel exposure to airborne contaminants. Ensure that the local ventilation moves the contaminant away from the worker.

Personal protection: particulate filter respirator adapted to the airborne concentration of the substance. Sweep spilled substance into covered containers. If appropriate, moisten first to prevent dusting.

Separated from strong oxidants, acids and bases.

A harmful concentration of airborne particles can be reached quickly when dispersed.

May cause mechanical irritation to the eyes.

NO open flames.

PREVENT DISPERSION OF DUST!

Use ventilation.

Protective gloves.

Wear safety goggles.

o-Toluenesulfonamide was identified at a concentration of 1.88 ug/L in wastewater collected from an industrial landfill leachate during December 1996; it was not detected from the same location during sampling March 1997. o-Toluenesulfonamide was not detected in wastewater from a petrochemical plant collected in July 1996, January 1997,and March 1997(1).|... The presence of benzosulfonamides (BeSAs) has been evaluated during seven consecutive days in influent and effluent samples from the wastewater treatment plant of Athens, Greece. o-TSA and p-TSA were detected in 100% of the samples, while BSA was detected in all the influents and in 43% of the effluents. All three compounds were determined in relevant concentrations (up to 1.4 ug/L in the case of p-TSA), constituting the first evidence of the presence of these compounds in Greece, and contributing to the scarce occurrence data. Removal efficiencies of BeSAs during wastewater treatment was also assessed and discussed. In this regard, different behaviors were observed: while BSA and p-TSA were removed in different rates, o-TSA was formed during wastewater treatment. A daily load of 0.48 kg of o-TSA and 0.47 kg of p-TSA was discarded in the receiving Saronikos Gulf.

Nail polish that has completely dried on the fingernails contains water-soluble components that attain the skin during extensive but transient contact. This was proven by water extraction of thin layers of nail polish that had been painted onto glass plates and allowed to dry for 3 days. Comparing the isolated fractions and compounds with known nail polish ingredients revealed that the water-soluble substances are para- and ortho-toluenesulfonamide, dibutyl phthalate and 3 constituents of toluenesulfonamide-formaldehyde resin (TS-F-R), which is the basic material of almost all nail polishes sold worldwide. 12 female patients with proven nail polish allergy were patch tested with 21 nail polish components, including those isolated. Only 2 fractions were positive. These contained a monomer and a dimer created during condensation of TS-F-R. Their structures were elucidated. The 3rd compound, a trimer, remained negative, except in 1 case.|Twenty saccharin-containing table sweeteners, in the form of tablets, liquids, crystals, or blends, and manufactured or distributed by 15 different companies, were analyzed for their o-toluenesulfonamide (o-TS) content. A previously described procedure for the determination of o-TS in commercial saccharin was found to be applicable to the determination of o-TS in these preparations. o-TS was found in all analyzed samples, in amounts ranging from 57 to 3811 ppm. In some cases the concentration of o-TS varied even from lot to lot from the same manufacturer. One pair of lots contained 57 and 67 ppm o-TS, respectively, while in another 711 and 3003 PPM O-TS were found. Gas-liquid chromatographic patterns of samples from the same distributor (or manufacturer) were similar and characteristic of the brand. Recoveries of o-TS from liquid and tablet preparations were almost quantitative, while recoveries from saccharin blends were in the 95-103% range.

IDENTIFICATION AND USE: o-Toluenesulfonamide is a solid. It is used in the manufacture of saccharin. It is also used as a carrier in fluorescent pigments. The ortho- and para-toluenesulfonamide mixture is used as a reactive plasticizer in hot-melt adhesives to improve the flow properties of thermosetting resins and to impart flexibility to coatings based on resins made from casein, shellac, zein and soya protein. HUMAN STUDIES: There are no data available. ANIMAL STUDIES: Rats (5 animals/sex/group) were administered by gavage with o-toluenesulfonamide at single doses of 0, 700, 1,000, 1,400 and 2,000 mg/kg bw. Three females given 1,400 mg/kg bw and two females given 2,000 mg/kg bw were found dead, but there were no death in males at any dose. Sedation, passivity, catalepsy and prostration appeared even at the lowest dose of 700 mg/kg bw. Lateral position, abnormal breathing and hypothermia were also found in both sexes of the higher dosing groups. Three groups of female rats were given pure ortho-toluenesulfonamide at a concentration of 0 or 0.1% in the drinking-water or 79 mg/kg bw in the diet for two years. The survival rates were similar in all groups at 84 weeks. No difference in overall tumor incidence was observed between control and test groups. No bladder tumors were observed in any group. o-Toluenesulfonamide was administered to rats by gavage at doses of 0, 20, 100 and 500 mg/kg b.w. from 14 days before mating to 14 days after mating in males and from 14 days before mating to day 3 of lactation in females. There were signs of maternal toxicity. In the 500 mg/kg bw group, the delivery index, number of pups alive on day 0 of lactation, and birth index were slightly decreased but not statistically significant. There was no effect of the test compound on the ovulation, copulation, fertility, delivery and lactation at dose levels up to 100 mg/kg bw. Significant reduction in body weights of pups was observed on days 0 and 4 in both sexes at 500 mg/kg bw. o-Toluenesulfonamide exhibited weak mutagenic effects in a modified Salmonella/microsome test and in Drosophila.

The importance of the contaminant ortho-toluene sulfonamide (OTS) in the promoting activity of commercial saccharin on rat bladder neoplasia was investigated. OTS, OTS-free and OTS-contaminated saccharin were administered in the drinking water or diet for 2 years to groups of rats pretreated with an intravesical instillation of N-methyl-N-nitrosourea (MNU); OTS alone and OTS-free saccharin were also given to groups of rats not pretreated with MNU. Administration of OTS was not associated with changes in urinary pH, crystalluria or calculus formation, had no effect on the histology of normal rat bladder, and did not increase the incidence of bladder hyperplasia or neoplasia elicited by pretreatment with MNU. No differences could be found between the effect of OTS-free or OTS-contaminated saccharin on bladders of rats pretreated with MNU. These results indicate that OTS contamination played no part in the reported promoting activity of saccharin on the rat bladder. Administration of saccharin did not increase urinary pH, crystalluria or calculus formation, and failed to promote bladder neoplasia after a carcinogenic dose of MNU, though the numbers of proliferative lesions in the bladder were increased.

LD50 Rat (female) oral 1,000-2,000 mg/kg bw|LD50 Rat (male) oral >2,000 mg/kg bw|LD50 Rat oral 2400 mg/kg bw /Mixture of ortho-toluenesulfonamide (41%) and para-toluenesulfonamide (51%)/

o-Toluenesulfonamide's production and use as a plasticizer(1) and in the manufacture of saccharin(2) 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 36(SRC), determined from a log Kow of 0.84(2) and a regression-derived equation(3), indicates that o-toluenesulfonamide is expected to have very high mobility in soil(SRC). Volatilization of o-toluenesulfonamide from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 4.7X10-7 atm-cu m/mole(SRC), using a fragment constant estimation method(3). o-Toluenesulfonamide is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 6.0X10-5 mm Hg at 25 °C(SRC), determined from a fragment constant method(3). A 0% of theoretical BOD using activated sludge in the Japanese MITI test(4) suggests that biodegradation is not an important environmental fate process in soil(SRC).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 36(SRC), determined from a log Kow of 0.84(2) and a regression-derived equation(3), indicates that o-toluenesulfonamide is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(4) based upon an estimated Henry's Law constant of 4.7X10-7 atm-cu m/mole(SRC), developed using a fragment constant estimation method(3). According to a classification scheme(5), a BCF of range of 0.4-2.6(6), suggests bioconcentration in aquatic organisms is low(SRC). A 0% of theoretical BOD using activated sludge in the Japanese MITI test(6) suggests that biodegradation is not an important environmental fate process in water(SRC).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), o-toluenesulfonamide, which has an estimated vapor pressure of 6.0X10-5 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase o-toluenesulfonamide 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 13 days(SRC), calculated from its rate constant of 1.2X10-12 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(2). Particulate-phase o-toluenesulfonamide may be removed from the air by wet and dry deposition(SRC). o-Toluenesulfonamide does not contain chromophores that absorb at wavelengths >290 nm(3) and, therefore, is not expected to be susceptible to direct photolysis by sunlight(SRC).

The rate constant for the vapor-phase reaction of o-toluenesulfonamide with photochemically-produced hydroxyl radicals has been estimated as 1.2X10-12 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 13 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). o-Toluenesulfonamide is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(2). o-Toluenesulfonamide does not contain chromophores that absorb at wavelengths >290 nm(2) and, therefore, is not expected to be susceptible to direct photolysis by sunlight(SRC).

2.57|An experimental BCF range of 0.4-2.6 was calculated in fish for o-toluenesulfonamide using carp (Cyprinus carpio) which were exposed over a 6-week period to concentrations of 0.3 and 3 mg/L(1). According to a classification scheme(2), this BCF range suggests bioconcentration in aquatic organisms is low(SRC).

The Koc of o-toluenesulfonamide is estimated as 36(SRC), using a log Kow of 0.84(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that o-toluenesulfonamide is expected to have very high mobility in soil.

The Henry's Law constant for o-toluenesulfonamide is estimated as 4.7X10-7 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that o-toluenesulonamide is expected to be essentially nonvolatile from water surfaces(2). o-Toluenesulfonamide is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 6.0X10-5 mm Hg(SRC), determined from a fragment constant method(1).

According to the 2016 TSCA Inventory Update Reporting data, 2 reporting facilities estimate the number of persons reasonably likely to be exposed during the manufacturing, processing, or use of o-toluenesulfonamide in the United States may be as low as fewer than 10 workers per plant; the data may be greatly underestimated due to confidential business information (CBI) or unknown values(1).|NIOSH (NOES Survey 1981-1983) has statistically estimated that 975 workers (272 of these are female) were potentially exposed to o-toluenesulfonamide in the US(1). Occupational exposure to o-toluenesulfonamide may occur through dermal contact with this compound at workplaces where o-toluenesulfonamide is produced or used. Use data indicate that the general population may be exposed to o-toluenesulfonamide via dermal contact with consumer products containing o-toluenesulfonamide(SRC).

... After a single dose of 300 mg/kg bw of (35)S o-toluenesulfonamide to male Wistar rats, the radioactivity was recovered about 85% in urine and about 10% in feces mostly within 48 hr.|In female Wistar rats given single oral doses of 20, 125 or 200 mg/kg bw (14)C-orthotoluenesulfonamide, 79, 58 and 36% of the activity was recovered in 24 hr urine samples; elimination at 24-48 hr was 7, 14 and 33% of the dose, respectively. Within seven days, 4.5, 5.9 and 7% of the activity was recovered from the feces. ...|Low oral doses of 0.2-0.4 mg/kg bw (14)C-ortho-toluenesulfonamide were excreted more slowly in humans than in rats, an average of 56% of the activity being excreted in the urine within 24 hr and almost 90% within 48 hr. Less than 1% of the activity was found in feces.

...50% of administration ortho- and para-toluenesulfonamides excreted in urine had been metabolized to ortho- and para-sulfamoylbenzoic acids, respectively.|In female Wistar rats given single oral doses of 20, 125 or 200 mg/kg bw (14)C-orthotoluenesulfonamide, 79, 58 and 36% of the activity was recovered in 24 hr urine samples ... . The main metabolites in the urine were 2-sulfamoylbenzyl alcohol and its sulfate or glucuronic acid conjugates (80%), N-acetyltoluene-2-sulfonamide (6%), saccharin (3%) and 2-sulfamoylbenzoic acid (2%).|... After a single dose of 300 mg/kg bw of (35)S o-toluenesulfonamide to male Wistar rats ... . Approximately 50% of metabolites excreted in urine were o-sulfamoylbenzoic acid, while the compound excreted in feces was unchanged.|Low oral doses of 0.2-0.4 mg/kg bw (14)C-ortho-toluenesulfonamide were excreted more slowly in humans than in rats ... . The main urinary metabolites were 2-sulfamoylbenzoyl alcohol (unconjugated, 7%; conjugated with glucuronic acid, 11%; conjugated with sulfate, 20%), saccharin (35%) 2-sulfanoylbenzoic acid (4%) and N-acetyltoluene-2-sulfonamide (2%).

0.13 Days

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

/SRP:/ 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 if necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on the 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. /Poisons A and B/|/SRP:/ 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 needed. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye 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 ... . /Poisons A and B/|/SRP:/ 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 as necessary ... . Start IV administration of D5W TKO /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 ... . Treat seizures with diazepam or lorazepam ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Poisons A and B/

2-toluenesulfonamide

The substance can be absorbed into the body by ingestion.

Redness. Pain.

Paint and coating manufacturing|Benzenesulfonamide, 2-methyl-: ACTIVE|ortho-Toluenesulfonamide is not produced commercially as a separate chemical in USA, however, a product consisting of a mixture of unknown proportions of the ortho- and para-isomers of toluenesulfonamide is produced in the USA.|Until 1972, ortho-toluenesulfonamide was used in the USA as a chemical intermediate for the commercial production of saccharin.

Separation of o-toluenesulfonamide from sodium saccharin was achieved by using thin layer chromatography. It was identified by RF and UV, IR and mass spectra. Quantitive determination was performed by gas chromatography.|A gas-liquid chromatographic (GLC) procedure with p-toluenesulfonamide (p-TS) as an internal standard is used to determine o-toluenesulfonamide (o-TS), a major impurity in artificial sweetening substances containing saccharin. Although p-TS can itself occur as an impurity in samples, it is usually absent or present in very small amounts; the highest quantity found in 13 samples analyzed was about 1 ppm. The presence of appreciable amounts, however, would not pose a problem with the GLC procedure. Recoveries of standard o-TS added at various levels were approximately 90%.|Methods for the analysis of ortho-toluenesulfonamide:[Table#5318]