p-Toluenesulfonic acid

172.20200

172.20

203-180-0

QGV5ZG5741

0773

167068|2167

2584|2585

DTXSID0026701

MONOCLINIC LEAFLETS OR PRISMS

2904909090

62.75000

2.32250

White crystals

1.24 g/cm³

106-107 °C

140 °C @ Press: 20 Torr

41ºC

1.3825-1.3845

H2O: soluble

Flammables area

-1.34

HYGROSCOPIC|REPORTED AS CRYSTALLIZING WITH ONE WATER OR FOUR WATER MOLECULES

Water soluble.

Acids, Strong Oxidizing

Strong Oxidizing Agent

TOLUENE SULFONIC ACID, LIQUID, WITH MORE THAN 5% FREE SULFURIC ACID reacts exothermically with chemical bases (for example: amine, amides, and inorganic hydroxides). The reactions can generate dangerously large amounts of heat in small spaces. Dissolution in water or dilution of concentrated solutions with water may generate significant heat. Reacts with sodium hypochlorite to produce chlorine gas. Can react with active metals, including iron and aluminum, and also many less active metals, to dissolve the metal and liberate hydrogen and/or toxic gases. Can initiate possibly violent polymerization in certain alkenes such as allyl chloride. Reacts with cyanide salts and compounds to release gaseous hydrogen cyanide. Flammable and/or toxic gases are also often generated by reactions with dithiocarbamates, isocyanates, mercaptans, nitrides, nitriles, sulfides, and weak or strong reducing agents. Additional gas-generating reactions may occur with sulfites, nitrites, thiosulfates (to give H2S and SO3), dithionites (SO2), and carbonates: the carbon dioxide gas from the last is nontoxic but the heat and spattering from the reaction can be troublesome. Can catalyze (increase the rate of) chemical reactions. May burn but not ignited readily. Incompatible with carbides, bromates, chlorates, fulminates, picrates, and powdered metals [Haz. Chem. Data 1966]. Produces highly toxic fumes of oxides of sulfur when heated to decomposition.

III

8

2585

R10; R34

S23-S26-S45

XT6300000

C

Dry. Separated from strong bases and food and feedstuffs.

Normally stable; unstable at high temperature and pressure.

P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501

H315

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.|Spillage disposal: /SRP: For laboratory quantities:/ Wear eye protection, laboratory coat and nitrile rubber gloves. Scoop into a pail of cold water. Neutralize with sodium carbonate and wash into the drain with at least 50 times its volume of water.

Reacts with water.|A strong acid which can react with common metals.|Sulfonates. When heated to decomp, or in contact with acid or acid fumes, they emit highly toxic fumes of sulfur dioxide. Acetic Acid, Acetic Anhydride, Water. Explosions can occur when using an analytical method involving sequential addition if acetic acid, aqueous p-toluenesulfonic acid and acetic anhydride to serum.

2585

Special Hazards of Combustion Products: Irritating oxides of sulfur may be formed. (USCG, 1999)|Combustible. Gives off irritating or toxic fumes (or gases) in a fire.

|Warning|H315: Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Danger|H314 (35.43%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]|P260, P261, P264, P271, P280, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P312, P321, P332+P313, P337+P313, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 1894 companies from 48 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|Aggregated GHS information provided by 84 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H302: Harmful if swallowed [Warning Acute toxicity, oral]|P260, P264, P270, P280, P301+P312, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P309+P311, P310, P321, P330, P363, P405, and P501

Fire Extinguishing Agents: Water (USCG, 1999)|Use water spray, powder, alcohol-resistant foam, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water.

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)

Neutralizing Agents for Acids and Caustics: Flush with water, rinse with dilute sodium bicarbonate or lime solution. (USCG, 1999)

Chemical goggles or face shield; rubber gloves (USCG, 1999)

Ignites after considerable preheating.

Irritating to skin and eyes.

Personal protection: complete protective clothing including self-contained breathing apparatus. Sweep spilled substance into covered dry, plastic containers. If appropriate, moisten first to prevent dusting. Carefully collect remainder. Then store and dispose of according to local regulations.

Dry. Separated from strong bases and food and feedstuffs.

Evaporation at 20 °C is negligible; a harmful concentration of airborne particles can, however, be reached quickly when dispersed, especially if powdered.

The substance is corrosive to the eyes, skin and respiratory tract. Corrosive on ingestion. Inhalation of the aerosol may cause lung oedema. Medical observation is indicated.

NO open flames.

PREVENT DISPERSION OF DUST! AVOID ALL CONTACT! IN ALL CASES CONSULT A DOCTOR!

Use local exhaust. Use breathing protection.

Protective gloves. Protective clothing.

Wear face shield or eye protection in combination with breathing protection.

| 3 - Materials that, under emergency conditions, can cause serious or permanent injury.| 1 - Materials that must be preheated before ignition can occur. Materials require considerable preheating, under all ambient temperature conditions, before ignition and combustion can occur.| 1 - Materials that in themselves are normally stable but that can become unstable at elevated temperatures and pressures.

LD50 MICE INTRAVENOUS 160 MG/KG|LD50 RATS INTRAVENOUS 70 MG/KG|LD50 Rat oral 400 mg/kg

None. (SRC)

Wastewater from production(1). Wastewater from its use in organic synthesis or as a catalyst(1).

TERRESTRIAL FATE: p-Toluenesulfonic acid is a strong acid (pKa = -1.34(1)) and is completely dissociated and highly soluble (about 620 g/L(2)) in water. It would be expected to leach fairly rapidly. Its biodegradation in soil is unknown(SRC).|AQUATIC FATE: Once released into the aquatic compartment, p- toluenesulfonic acid will not be transported into the sediment or volatilize to the atmosphere. Based on the results of biodegradation screening studies(1-8), it may slowly biodegrade if acclimated microbial populations are present. p- Toluenesulfonic acid would not be expected to bioconcentrate in aquatic organisms(SRC).|ATMOSPHERIC FATE: Based on its estimated vapor pressure, 2.7X10-6 mm Hg at 25 °C(2), p-toluenesulfonic acid should exist in the atmosphere both as an aerosol and as a vapor(4). Vapor-phase p- toluenesulfonic acid will react with photochemically-produced hydroxyl radicals resulting in an estimated half-life of 11.8 days (3,SRC). p-Toluenesulfonic acid is highly soluble in water, 620,000 mg/L(1), and therefore should be scavenged by rain(SRC).

p-Toluenesulfonic acid will not directly photolyze since it does not absorb light above 290 nm. It is a strong acid (pKa = -1.34(5)) and will be completely dissociated in the environmental pH range. It will not react with water under environmental conditions(1). p-Toluenesulfonic acid has a very low estimated vapor pressure (2.7X10-6 mm Hg at 25 degC(3)) and therefore in the atmosphere, it will exist largely as an aerosol(3). Vapor-phase p-toluenesulfonic acid reacts with photochemically-produced hydroxyl radicals in the atmosphere with an estimated rate constant of 1.36X10-12 cu cm/molecule-s(2). Assuming a hydroxyl radical concn of 5X10+5 radicals/cu cm, the half-life of p-toluenesulfonic acid in the atmosphere would be 11.8 days(SRC). The vapor phase reaction of p-toluenesulfonic acid with sunlight produced hydroxyl radicals in a typical ambient atmosphere has been estimated to be about 2 days(2).

Using an estimated log Kow of -0.62(1), one would estimate a BCF of 0.2 for p- toluenesulfonic acid using a recommended regression equation(2). This would indicate that p-toluenesulfonic acid would not bioconcentrate in aquatic organisms(SRC).

The log Koc for p- toluenesulfonic acid estimated from molecular structure is 19(1). According to a suggested classification scheme(2), this estimated Koc suggests that p-toluenesulfonic acid is highly mobile in soil and would readily leach(SRC).

The Henry's Law constant for p-toluenesulfonic acid estimated from molecular structure is 2.78X10-9 atm-cu-m/mol(1). Chemicals with such low Henry's Law constants are nonvolatile from water(2).

DRINKING WATER: p-Toluenesulfonic acid has been qualitatively detected in British drinking waters from lowland river water and groundwater(1).

Humans are most likely primarily exposed to p-toluenesulfonic acid by dermal contact or inhalation in occupational settings. Consumption through contaminated drinking water may be possible. (SRC)|56664 workers are potentially exposed to p-toluenesulfonic acid based on statistical estimates derived from the NIOSH survey conducted between 1972-74 in the USA(1). 16526 workers are potentially exposed to p-toluenesulfonic acid based on statistical estimates derived from the NIOSH survey conducted between 1981-83 in the USA(2).

EXPTL USE: IT WAS EFFECTIVE AGAINST CHRONIC MYELOGENOUS LEUKEMIA IN HUMANS AND HAD LITTLE TOXIC EFFECTS ON BONE MARROW.

PROBABLY EXCRETED AS P-TOLUENESULFONIC ACID. /FROM TABLE/|FOLLOWING ORAL OR IP ADMIN, P-TOLUENESULFONATE WAS EVENLY DISTRIBUTED IN TISSUES, EXCEPT IN BRAIN & FAT TISSUES.

YIELDS 3-METHYLCATECHOL IN PSEUDOMONAS: FOCHT, DD & WILLIAMS, FD, CAN J MICROBIOL, 16, 309 (1970); YIELDS 4-METHYLCATECHOL IN PSEUDOMONAS: CAIN, RB & FARR, DR, BIOCHEM J. 106, 859 (1968). /FROM TABLE/

Contact with eyes or skin causes severe irritation. Ingestion causes irritation of mouth and stomach. (USCG, 1999)|Corrosives

EYES: wash thoroughly with copious amounts of water for at least 15 min.; call physician if irritation persists. SKIN: wash thoroughly with large amounts of water for at least 15 min. INGESTION: give large amount of water. (USCG, 1999)

Fresh air, rest. Half-upright position. Artificial respiration may be needed. Refer immediately for medical attention.

Remove contaminated clothes. Rinse skin with plenty of water or shower. Refer immediately for medical attention.

Rinse with plenty of water for several minutes (remove contact lenses if easily possible). Refer immediately for medical attention.

Remove contaminated clothing and shoes. Flush affected area with plenty of water. If in eyes, hold eyelids open and flush with plenty of water. If swallowed and victim is conscious, have victim drink water or milk.

/IT IS/ HIGHLY IRRITATING TO SKIN, MUCOUS MEMBRANES.|MODERATELY TOXIC; SKIN IRRITANT.|Contact with eyes or skin causes severe irritation. Ingestion causes irritation of mouth and stomach.|Irritating to skin, eyes and mucous membranes. Highly toxic if swallowed.

4-toluene sulfonate

Serious local effects by all routes of exposure.

Sore throat. Cough. Burning sensation. Laboured breathing. Shortness of breath.

Redness. Pain. Serious skin burns.

Redness. Pain. Burns.

GRADES: ANHYDROUS; MONOHYDRATE; 40% AQUEOUS SOLUTION|Anhydrous grade, monohydrate gradem solution forms, dark brown semicrystaline to crystalline solid.

Adhesive manufacturing|Benzenesulfonic acid, 4-methyl-: ACTIVE|Purification is possible by crystallization from 66% sulfuric acid or via the barium salt.

Health Hazards -> Corrosives|Cosmetics -> Hydrotrope; Surfactant