Tridecylbenzene

260.46

260.46

1947201

204-592-3

E6K14656YO

DTXSID1028786|DTXSID1029097|DTXSID7040784|DTXSID10107615

Colorless liquid

2902909090

0

9.36

Tridecylbenzene is a colorless liquid. (USCG, 1999)

0.8550 g/cm³ @ Temp: 25 °C

10 °C

346 °C

>230 °F

n20/D 1.482(lit.)

1.27X10-5 mm Hg @ 25 deg C

Can be sulfonated

Insoluble in water.

Hydrocarbons, Aromatic

Vigorous reactions, sometimes amounting to explosions, can result from the contact between aromatic hydrocarbons, such as TRIDECYLBENZENE, and strong oxidizing agents. They can react exothermically with bases and with diazo compounds. Substitution at the benzene nucleus occurs by halogenation (acid catalyst), nitration, sulfonation, and the Friedel-Crafts reaction.

Crticial temperature: 790 K; critical pressure: 1/48X10+6 Pa

UN 3082 9/PG 3

1

50

61

P273, P391, P501

H400

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.

|Warning|H400 (100%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]|P273, P391, and P501|Aggregated GHS information provided by 3 companies from 1 notifications to the ECHA C&L Inventory.|H400 (93.67%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]|Aggregated GHS information provided by 1035 companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Fire Extinguishing Agents: Water spray, carbon dioxide, dry chemical, alcohol foam. (USCG, 1999)

Self-contained breathing apparatus, rubber boots, and heavy rubber gloves. (USCG, 1999)

In California, concentrations (of LAB) ranging from 25 to 2,200 ug/l and 78 to 302 ug/l in final sewage effluents and from 1 to 34 mg/l in marine sediments near sewage outfalls were reported(1). Investigators attribute LAB concentrations in wastewaters and the environment to residual unsulfonated LAB in linear alkylsulfonate (LAS) detergents(1).

Tridecylbenzene's production and use in linear alkylsulfonate (LAS) detergents(1) may result in its release to the environment through various waste streams. The vast majority of manufactured linear alkylbenzes (LAB) are converted to LAS detergents which may contain 1 to 3% residual unsulfonated LAB(2).

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 4.3X10+5(SRC), determined from a structure estimation method(2), indicates that tridecylbenzene is expected to be immobile in soil(SRC). Volatilization of tridecylbenzene from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 0.18 atm-cu m/mole(SRC), using a fragment constant estimation method(3). However, adsorption to soil is expected to attenuate volatilization(SRC). Tridecylbenzene is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 1.27X10-5 mm Hg(4).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 4.3X10+5(SRC), determined from a structure estimation method(2), indicates that tridecylbenzene is expected to adsorb to suspended solids and sediment in water(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 0.18 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Volatilization half-lives for a model river and model lake are 4.7 and 153 hrs, respectively(SRC), using an estimation method(3). However, the volatilization half-life does not take into account the effects of adsorption. An estimated Koc of 2.9X10+6 suggests that volatilization could be attenuated by adsorption to suspended solids and sediments in water(SRC). This is apparent from the results of two EXAMS model runs, one in which the effect of adsorption was considered, yielding an estimated half-life of 62 yrs in a model pond 2 m deep, and one in which the effect of adsorption was ignored, yielding an estimated half-life of 71 hrs in a model pond 2 m deep(5). River die-away tests have shown linear alkyl benzenes are readily biodegradable with half-lives of 4.3 and 8.4 days for C-13 isomers(6). According to a classification scheme(7), an estimated BCF of 3.2(SRC), from a log Kow of 9.36(8) and a regression-derived equation(9), suggests the potential for bioconcentration in aquatic organisms is low.|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), tridecylbenzene, which has a vapor pressure of 1.27X10-5 mm Hg at 25 °C(2) is expected to exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase tridecylbenzene 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 18 hrs(SRC), calculated from its estimated rate constant of 2.1X10-11 cu cm/molecule-sec at 25 °C(SRC)determined using a structure estimation method(3). Particulate-phase tridecylbenzene may be removed from the air by wet and dry deposition(SRC).

The rate constant for the vapor-phase reaction of tridecylbenzene with photochemically-produced hydroxyl radicals has been estimated as 2.1X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 18 hrs at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). Tridecylbenzene is not expected to undergo hydrolysis in the environment due to the lack of hydrolyzable functional groups(2) nor to directly photolyze due to the lack of absorption in the environmental UV spectrum.

An estimated BCF of 3.2 was calculated for tridecylbenzene(SRC), using a log Kow of 9.36(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. The BCF for linear alkylbenzene (LAB) was studied for bluegill fish(4). A BCF value of 35 was determined from the mean exposure concentration of 0.092 mg/l and the steady state whole fish residue concentration of 2.3 ug/g(4). This low value is suspected to be due mainly to metabolism(4).

The Koc of tridecylbenzene is estimated as 2.9X10+6(SRC), using an estimated log Kow of 9.4(1,SRC) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that tridecylbenzene is expected to be immobile in soil.

The Henry's Law constant for tridecylbenzene is estimated as 0.178 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that tridecylbenzene is expected to volatilize rapidly from water surfaces(2). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(2) is estimated as 4.7 hrs(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(2) is estimated as 153 hrs(SRC). However, the volatilization half-life does not take into account the effects of adsorption. An estimated Koc of 2.9X10+6(SRC), from a log Kow of 9.4(3) and a regression-derived equation(2), suggests that volatilization could be attenuated by adsorption to suspended solids and sediments in water(SRC). This is apparent from the results of two EXAMS model runs, one in which the effect of adsorption was considered, yielding an estimated half-life of 71 yrs in a model pond 2 m deep, and one in which the effect of adsorption was ignored, yielding an estimated half-life of 62 hrs in a model pond 2 m deep(4). Tridecylbenzene's Henry's Law constant(1) indicates that volatilization from moist soil surfaces may occur although it may be attenuated by adsorption(SRC). Tridecylbenzene is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 1.27X10-5 mm Hg(5).

SURFACE WATER: Tridecylbenzene was detected in water samples taken from the Besos River near Barcelona, Spain in August 1985, concentrations not specified(1).

Occupational exposure to tridecylbenzene may occur through inhalation and dermal contact with this compound at workplaces where tridecylbenzene is produced or used(SRC). The general population may be exposed to tridecylbenzene via ingestion of drinking water(1) and use of LAS detergent(2) products containing tridecylbenzene.

May be harmful by inhalation, ingestion, or skin absorption. May cause irritation. (USCG, 1999)

INHALATION: Call for medical aid. Remove the victim to fresh air. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. EYES: Flush eyes with copious amounts of water for at least 15 minutes. SKIN: Wash with soap and copious amounts of water. (USCG, 1999)

A 215

CHEM INT FOR LINEAR ALKYLBENZENE SULFONATES, 99.3%; OTHER, 0.7% (CONSUMPTION OF MIXED LINEAR ALKYLBENZENES, 1981)

All other basic organic chemical manufacturing|Benzene, C10-16-alkyl derivs.: ACTIVE|Benzene, tridecyl-: INACTIVE|Benzene, mono-C12-14-alkyl derivs.: ACTIVE|Forms stable foams in presence of fat.