Dodecylbenzenesulphonic acid
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Dodecylbenzenesulphonic acid
structure -
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CAS No:
27176-87-0
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Formula:
C18H30O3S
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Chemical Name:
Dodecylbenzenesulphonic acid
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Synonyms:
NAXEL AAS-98S;N-DODECYLBENZENESULFONIC ACID;bio-softs100;calsoftlas99;dobanicacid83;dobanicacidjn;dodecylbenzenefulfonic;dodecylbenzenefulfonicacid
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CAS No:
Description
brown or tan solid
Dodecylbenzenesulfonic acid is a colorless liquid. It is soluble in water. It is corrosive to metals and tissue. It is used to make detergents.|Liquid
Dodecylbenzenesulfonic acid is a colorless liquid. It is soluble in water. It is corrosive to metals and tissue. It is used to make detergents.|2-dodecylbenzenesulfonic acid is a member of the class dodecylbenzenesulfonic acids that is benzenesulfonic acid in which the hydrogen at position 2 of the phenyl ring is substituted by a dodecyl group. It has a role as an animal metabolite.
Dodecylbenzenesulfonic acid is a light yellowto brown liquid with a slight SO2 odor. Molecularweight= 326.54; Boiling point = 315℃; Freezing/Meltingpoint = 10℃. Hazard Identification (based on NFPA-704 MRating System): Health 3, Flammability 1, Reactivity 1.Soluble in water.
Used as a laboratory chemical. Usedfor cleaning electronic components; emulsifier foragricultural herbicides; in polymerization; in pickling baths;as a wetting agent in various industrial applications Used inthe production of biologically soft detergents, includinghousehold detergents (laundry liquids and powders, dishwashing liquids, and various other cleaners).
Dodecylbenzenesulphonic acid Basic Attributes
326.49
326.19200
248-289-4
QMO4A07H35
2584
TSCA listed
DTXSID10860152
Colorless to light yellow
34021100
Characteristics
62.75000
6.47750
Dodecylbenzenesulfonic acid is a colorless liquid. It is soluble in water. It is corrosive to metals and tissue. It is used to make detergents.
1.06 g/mL at 20 °C(lit.)
10°C
82 °C
85 °F
n20/D1.51
100mg/L at 25℃
Store in a cool, dry place. Keep container closed when not in use. Keep from contact with oxidizing materials. Keep away from me
0Pa at 25℃
Not classified
0.7[at 20 ℃]
Soluble in water.
Acids, Strong Oxidizing
Known Catalytic Activity
Dodecylbenzenesulphonic acid is corrosive. When heated to decomposition or on contact with strong acids produces highly toxic fumes of oxides of sulfur. The toxicity and hazards of individual alkylbenzene sulfonic acids must be assessed individually [Kirk-Othmer, 3rd ed., Vol. 22, 1978, p. 45].
Dodecylbenzenesulfonic acid is corrosive to metals.
2-8°C
Safety Information
III
8
UN 2584/2924
2
C
26-36/37/39-45-16
DB6600000
C
Follow regulations in OSHA29CFR1910.134 or European Standard EN149. Use aNIOSH/MSHA- or European Standard EN149-approvedrespirator; or use an approved supplied-air respirator with afull face-piece operated in the positive-pressure mode, orwith a full face-piece, hood, or helmet in the continuousflow mode; or use a NIOSH/MSHA- or European StandardEN149-approved self-contained breathing apparatus with afull face-piece operated in pressure-demand or other positive-pressure mode.
Stable. Hygroscopic. Incompatible with bases, oxidizing agents, metals.
P261-P280-P305 + P351 + P338-P310
34-22-10-67
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.
May attack metals, forming flammablehydrogen gas. Keep away from combustible materials.
Dodecylbenzenesulfonic acid may be used under the Federal Food, Drug, and Cosmetic Act as a curing catalyst for urea-formaldehyde and triazine-formaldehyde resins used as the basic polymers in coating intended for food-contact use.|... Amendments to the food additive regulations ... to provide the safe use of dodecylbenzenesulfonic acid ... as a component of sanitizing solutions. ... Aqueous solutions of less than or equal to 400 ppm ... may be used as /specified under/ the Federal Food, Drug, and Cosmetic Act ... for use on food processing equipment, utensils, glass bottles, and other glass containers intended for holding milk.
Lewis MA, Suprenant D; Comparative Acute Toxicities of Surfactants to Aquatic Invertebrates. Ecotoxicol Environ Saf 7 (3): 313-322 (1983)|Stora G; Comparative Evolution of the Sensitivity of Two Polychaetes to the Effects of Detergents as a Function of Temperature Increase, and Information on the Sensitivity Index. Rev Int Oceanog Med 51-52: 101-13 (1978)|Shibuya S; Japan Tokkyo Koho JP 53/137557 Purification of Oil-Emulsified Waste Water Using Sulfonic Surfactants (1978)|Arendt G et al; Forschungsber-Bundesminist Forsch Technol Technol Forsch Entwickl BMFT-FB-T 83-281 136 pp. (1983) A method is described which permits identification of groups of substances approximately 370 compounds present in the technosphere /including dodecylbenzenesulfonic acid/.|Freitag D et al; Chemosphere 14 (10): 1589-1616 (1985) Environmental hazard profile of organic chemicals using an experimental method for the assessment of the behavior of organic chemicals in the exosphere by means of simple laboratory tests with (14)C-labeled chemicals. Dodecylbenzenesulfonic acid is one of numerous compounds considered.
UN 2924 3/PG 3
Special Hazards of Combustion Products: May give off SO 3 , SO 2 and H 2 S
|Danger|H302 (99.94%): Harmful if swallowed [Warning Acute toxicity, oral]|P260, P264, P270, P273, P280, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P312, P321, P322, P330, P361, P363, P391, P405, and P501|Aggregated GHS information provided by 1687 companies from 28 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, P310, P321, P330, P363, P405, and P501|P264, P270, P273, P280, P301+P312, P302+P352, P305+P351+P338, P310, P321, P330, P332+P313, P362, P391, and P501|Not Classified|P260, P261, P264, P270, P272, P280, P301+P312, P302+P352, P305+P351+P338, P309+P311, P310, P321, P330, P332+P313, P333+P313, P362, P363, P405, and P501
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)
Goggles, rubber gloves, air pack for contact with fumes in unventilated area. (USCG, 1999)|Wear appropriate chemical boots, protective gloves, and goggles.
If material is on fire or involved in a fire: Use water in flooding quantities as fog. Solid streams of water may be ineffective. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Use "alcohol" foam, carbon dioxide, or dry chemical. Use water spray to knock-down vapors.
Water spill: Neutralize with agricultural lime (calcium oxide), crushed limestone (calcium carbonate), or sodium bicarbonate. If dissolved, apply activated carbon at ten times the spilled amount in region of 10 ppm or greater concn. Use mechanical dredges or lifts to remove immobilized masses of pollutants and precipitates.|The wastewaters are treated by an aeration basin followed by a clarification stage. A BOD reduction of 92% was obtained with 90% loss in surfactant levels. /Soaps and detergents/|Land spill: Dig a pit, pond, lagoon, or holding area to contain liquid or solid material. /SRP: If time permits, pits, ponds, lagoons, soak holes, or holding areas should be sealed with an impermeable flexible membrane liner./ Cover solids with a plastic sheet to prevent dissolving in rain or fire fighting water.
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.|If material not on fire and not involved in fire: Keep sparks, flames, and other sources of ignition away. Keep material out of water sources and sewers. Build dikes to contain flow as necessary. Use water spray to knock down vapors. Neutralize spilled material with crushed limestone, soda ash, or lime.|Personnel Protection: Avoid breathing vapors. Keep upwind. Avoid bodily contact with the material. Do not handle broken packages unless wearing appropriate personal protective equipment. Wash away any material which may have contacted the body with copious amounts of water or soap and water. If contact with the material anticipated, wear appropriate chemical protective clothing.
ACCOMPLISH®[C]; ACIDET®; ACIDISOL®; CALSOFT LAS 99®; E 7256®; ELFAN WA sulphonic acid®; NACCONOL 98 SA®; RHODACAL ABSA®
Will burn skin and eyes; harmful if swallowed. May cause pain and second-degree burns after a few minutes contact.
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 1,000 lb or 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).
Toxicity
1,000 mg/l of 0.1% hard linear alkylbenzenesulfonic acid (uncharacterized) plus 100 mg N-methyl-N'-nitro-N-nitrosoguanidine administered to 15 male Charles River rats for 63 weeks and in another study which administered 1,000 mg/l of 0.1% soft-type linear alkylbenzenesulfonic acid plus 100 mg N-methyl-N'-nitro-N-nitrosoquanidine for 63 weeks /incidences/ of undifferentiated adenocarcinoma, consisting of anaplastic glandular cells, were observed in the experimental groups. Lymphatic invasion of cancer cells was found in 6 cases, and one metastasized to intestinal lymph node. By virtue of the strong penetrating property of surfactants, gastric carcinogenesis was enhanced. Control rats (10 males) which received 100 mg/l of N-methyl-N'-nitro-N-nitrosoguanidine for 63 weeks revealed well differentiated adenocarcinomas; neither lymphatic invasion nor metastasis was found. /Linear alkylbenzenesulfonic acid/
LD50 Rat oral: 890 mg/kg
Aquatic: Water temperature affects biodegration. The rate of sodium-C12 linear alkylbenzene sulfonic acids biodegradation in Chesapeake Bay water was max at 25-30 °C and decreased at lower incubation temperatures. /Sodium-C12 linear alkylbenzene sulfonic acids/|Terrestrial: The adsorption of sodium-C12 linear alkylbenzene sulfonic acids is affected by the type of soil. The affinity of the soil for surfactants competes with microbial attack, slowing biodegradation. /Sodium-C12 linear alkylbenzene sulfonic acids/
The effect of wavelength on the photochemical decomposition of dodecylbenzenesulfonate /was investigated/. When dodecylbenzenesulfonate in water was /exposed/ to monochromatic irradiation between 200 and 700 nm from a xenon arc lamp, the largest decomposition rate was observed at 215 nm. /Photochemical decomposition/ products included formaldehyde and formic acid. /Dodecylbenzenesulfonate/
Sesquioxides such as ferric oxide, and aluminum oxide are important in the sorption of linear alkylbenzenesulfonic acid. /Linear alkylbenzenesulfonic acid/
In general, injuries that occur during prodn or through use of detergents are few; they are usually confined to people having an allergy either to the product or to one of its components, & to cases of misuse ... /such as/ swallowing. ... Diseases of resp system may occasionally occur if dust control in working area is not provided for. Airborne dust may also create problems. ... It has been found that certain enzymes in dust given off at working areas cause allergic reactions or acute irritation to resp organs ... /Detergents/
Drug Information
Linear alkylbenzenesulfonic acid is absorbed through the gills and body surface of fish (carp), distributed via blood to the various tissues and organs, transported to the hepatopancreas (liver for goldfish and others), and subsequently, via bile, eliminated with the feces. /Linear alkylbenzenesulfonic acid/|(14)C-labeled sodium dodecylbenzenesufonate (DBS) ... administered daily in the diet at a concn of 1.4 mg/kg to male rats for 5 weeks. ... From a total uptake of 1.213 + or - 0.08 mg/animal of DBS, 81.8% was excreted during the dosing period; 52.4% in feces and 29.4% in urine. Low levels of (14)C-DBS-derived residues were detected in all tissues analyzed on day 35 of the /study/. Following 1 week on normal diet only 7.8% of the nominally stored amount of (14)C was found in the excreta. Single ip injection of 0.385 mg (14)C-DBS/rat 2.26 + or - 0.15 mg/kg body weight resulted in total elimination of 94.5% within 10 days. 84.7% of the dose was eliminated the first 24 hr. All (14)C-DBS fecal and renal metabolites were ... highly polar. /Sodium dodecylbenzenesulfonate/|After single oral dose of /(35)S-labeled/ sodium dodecylbenzenesulfonate, rats excreted 64% and 24% of the dose in urine and feces, respectively. A similar study of repeated doses of /(14)C-labeled/ alkylbenzenesulfonate (mean molecular wt 349, a major constituent of detergents) to rhesus monkeys has shown that radioactivity did not accumulate in the tissues. /Aromatic, sulfur-containing cmpd/|The bioconcentration factor for (14)C alkylbenzene in bluegill sunfish (L. machrochirus) was 35. The value was significantly smaller than the predicted bioconcentration factor of 6300; the discrepancy was ascribed to metabolism. Alkylbenzene had similar patterns of tissue distribution and depuration rates when compared to its sulfonated counterpart, linear alkylbenzene sulfonate, a surfactant in laundry detergents, which had been shown to be readily metabolized.|(14)C labelled sodium dodecylbenzene sulfonate was administered daily in the diet at a concentration of 1.4 mg/kg to male rats for 5 weeks. From the total uptake (1.213 +/- 0.08 mg/animal) of sodium dodecylbenzene sulfonate, 81.8% was excreted during the dosing period; 52.4% in feces and 29.4% in urine. Low levels of (14)C sodium dodecylbenzene sulfonate derived residues were detected in all tissues analyzed on day 35 of the experiment. Following 1 week on normal diet only 7.8% of the nominally stored amount of (14)C was found in the excreta. Single ip application of 0.385 mg (14)C sodium dodecylbenzene/rat (2.26 +/- 0.15 mg/kg body weight) resulted in a total elimination of 94.5% within 10 days. 84.7% of the dose was eliminated in the first 24 hours. All fecal and renal (14)C sodium dodecylbenzene derived activity consisted of highly polar metabolites.
/A study was conducted/ to investigate the action mechanism of sulfonate anionic surfactant against plant viral infection, inhibitory action of sodium and calcium salts of branched dodecylbenzenesulfonic acid to tobacco mosaic virus (TMN) ordinary strain ... using the French bean local lesion assay method. The results suggest that the inhibitory action of dodecylbenzenesulfonic acid to TMV infection is not due to disintegration or inactivation of TMV but due to the depression of viral replication resulting from the disturbance in metabolism of the host cell and the function of the membrane at an early stage of TMV infection in that cell. /Sodium and calcium salts of dodecylbenzenesulfonic acid/
EYES AND SKIN: A 0.5% to 1% concentration in water caused significant irritation. The technical grade is corrosive and may cause irreversible damage to eyes and skin. INGESTION: Irritation of the mouth, esophagus and stomach. Diarrhea, intestinal distention and occasional vomiting.
Call a physician. EYES AND SKIN: Flush eyes and skin with plenty of water for at least 15 minutes. Remove contaminated clothing and shoes. INGESTION: Give fluids and allow vomiting. See physician. (USCG, 1999)
Dodecylbenzenesulphonic acid Use and Manufacturing
A THREE STEP PROCESS INVOLVING ALKYLATION OF BENZENE RING, ELONGATION OF THE SIDE CHAIN AND FINALLY THE SULFONATE FUSION TO THE BENZENE RING|Benzene is alkylated with dodecene, to which it attaches itself in any secondary position; the resulting dodecylbenzene is sulfonated with sulfuric acid and neutralized with caustic soda. /Sodium dodecylbenzenesulfonate/
It can be used as a curing catalyst for amino baking paints, used to prepare various liquid and solid detergents; used as a raw material for washing powder, laundry paste, and industrial detergents
Compounder
Automotive care products
Dopant for conducting polymers strong acid catalyst for amino cross-linked coatings
1,000,000 - 10,000,000 lb|(1984) 9.50X10+10 g|(~1980) 102,734 tons
Major uses: anionic detergent /Sodium dodecylbenzenesulfonate/
Grades of purity: 95% to 97.5%|GRADES: INDUSTRIAL, 98% ACTIVE, FREE ACID AND SALT|Nacconol 98SA|Nansa SSA|For more Formulations/Preparations (Complete) data for DODECYL BENZENE SULFONIC ACID (21 total), please visit the HSDB record page.
All other chemical product and preparation manufacturing|Benzenesulfonic acid, dodecyl-: ACTIVE|The capacities of new polymeric adsorbents for Acid Orange 7 were examined. Several adsorbents displayed considerable capacities for adsorption for Reactive Blue 19 and hydrolyzed dye. Laurylbenzenesulfonic acid was strongly adsorbed by some of the adsorbents. ...|DODECYLBENZENESULFONATES USED AS COATING AGENT FOR GRANULAR OR POWDERED AGROCHEMICALS. IT PREVENTS PEELING-OFF OF ACTIVE INGREDIENTS FROM BASE MATERIALS & DRIFT IN AERIAL APPLICATIONS. /DODECYLBENZENESULFONATES/
EMSLC Method 425.1 "Methylene Blue Active Substances" Colorimetric Determination with a Detection Limit of 0.025 mg/l. /Surfactants/
EPA Safer Chemical Functional Use Classes -> Surfactants|Safer Chemical Classes -> Green circle - The chemical has been verified to be of low concern|Health Hazards -> Corrosives|Cosmetics -> Cleansing; Surfactant
Insecticide, Adjuvant, Biocide: Dodecylbenzenesulfonic acid and its salts are used as degreasers in meat-cutting rooms. Also used as a laboratory chemical, to make detergents, and in electronically cleaning and pickling baths. Not listed for use in EU countries. Approved for use in the U.S. and other countries. There are 30 global suppliers.
Computed Properties
Molecular Weight:326.5
XLogP3:6.9
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:12
Exact Mass:326.19156599
Monoisotopic Mass:326.19156599
Topological Polar Surface Area:62.8
Heavy Atom Count:22
Complexity:359
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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