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1,2,4-Tribromo-3,5,6-trichlorobenzene

HCID 25680
NotesReactions
Basic informationNames & identifiersPropertiesSafety & regulationRelated reactionsCompound notes
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Basic information

CAS
13075-01-9
Standard SMILES
Clc1c(Cl)c(Br)c(Br)c(Cl)c1Br
InChIKey
XAIKFWSNTFEXDC-UHFFFAOYSA-N
Molecular formula
C6Br3Cl3
Average molar mass
418.1 g/mol
Monoisotopic mass
413.66157

Names & identifiers

Preferred name
1,2,4-Tribromo-3,5,6-trichlorobenzene
IUPAC
1,2,4-tribromo-3,5,6-trichlorobenzene

Names & synonyms

1,2,4-TRIBROMO-3,5,6-TRICHLOROBENZENEHSDB 273213075-01-9Benzene, 1,2,4-tribromo-3,5,6-trichloro-UNII-I53LVI4495I53LVI4495DTXSID001567131,2,4-TRIBROMO-3,5,6-TRICHLOROBENZENE [HSDB]RefChem:71541DTXCID1079204Benzene, 1,2,4tribromo3,5,6trichloroSCHEMBL18388936
Show more names
Q27280458

Database identifiers

CAS
13075-01-9
PubChem CID
25680
DTXSID
DTXSID00156713
UNII
I53LVI4495
Nikkaji
J2.319.342F

Properties

Computed structural properties

XLogP
5.9
Topological polar surface area
0 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
0
Rotatable bonds
0
Heavy atoms
12
Formal charge
0
Complexity
168

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Halogenated Monoaromatics
SpringerMaterials PropertiesCrystal structure
Vapor Pressure0.000034 [mmHg]

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

Safety & protection

Disposal Methods · 2 items

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.

Hexachlorobenzene is a potential candidate for incineration using the rotary kiln type incinerator. /Hexachlorobenzene/

Toxicology

Environmental Fate · 3 items

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 9.3X10+4(SRC), determined from an estimated log Kow of 6.6(2,SRC) and a regression-derived equation(3), indicates that 1,2,4-tribromo-3,5,6-trichlorobenzene is expected to be immobile in soil(SRC). Volatilization of 1,2,4-tribromo-3,5,6-trichlorobenzene from moist soil surfaces may be an important fate process(SRC) given an estimated Henry's Law constant of 2.4X10-4 atm-cu m/mole(SRC), using a fragment constant estimation method(4). However, volatilization is expected to be attenuated by adsorption to soil(SRC). 1,2,4-Tribromo-3,5,6-trichlorobenzene is not expected to volatilize from dry soil surfaces based on an estimated vapor pressure of 3.4X10-5 mm Hg(SRC), determined from a fragment constant method(5). No biodegradation data were found for 1,2,4-tribromo-3,5,6-trichlorobenzene(SRC); however, biodegradation of 1,2,4-tribromo-3,5,6-trichlorobenzene in soil is expected to be slow(SRC) because of the high degree of halogenation(6).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 9.3X10+4(SRC), determined from an estimated log Kow of 6.6(2) and a regression-derived equation(3), indicates that 1,2,4-tribromo-3,5,6-trichlorobenzene is expected to adsorb to suspended solids and sediment in the water column(SRC). 1,2,4-Tribromo-3,5,6-trichlorobenzene may volatilize from water surfaces(3) based upon an estimated Henry's Law constant of 2.4X10-4 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Estimated volatilization half-lives for a model river and model lake are 13 hours and 10 days, respectively(3,SRC). The volatilization half-life from a model pond 2 m deep is estimated to be about 6.3 days ignoring adsorption(5); when considering maximum adsorption the volatilization half-life increases to 95 years(5). According to a classification scheme(6), an estimated BCF of 6.1X10+4(3), from an estimated log Kow(2), suggests the potential for bioconcentration in aquatic organisms is very high(SRC). No biodegradation data were found for 1,2,4-tribromo-3,5,6-trichlorobenzene(SRC); however, biodegradation of 1,2,4-tribromo-3,5,6-trichlorobenzene in water is expected to be slow(SRC) because of the high degree of halogenation(7).

Related reactions

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Compound notes

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On this pageBasic informationNames & identifiersPropertiesSafety & regulationRelated reactionsCompound notes

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 1,2,4-tribromo-3,5,6-trichlorobenzene, which has an estimated vapor pressure of 3.4X10-5 mm Hg at 25 °C(2,SRC), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase 1,2,4-tribromo-3,5,6-trichlorobenzene is degraded slowly in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 3.0 years(3). Particulate-phase 1,2,4-tribromo-3,5,6-trichlorobenzene may be removed from the air by wet and dry deposition(SRC).

Soil Adsorption/Mobility · 1 item

The Koc of 1,2,4-tribromo-3,5,6-trichlorobenzene is estimated as approximately 9.3X10+4(SRC), using an estimated log Kow of 6.6(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that 1,2,4-tribromo-3,5,6-trichlorobenzene is expected to be immobile in soil.

Environmental BiodegradationNo biodegradation data were found for 1,2,4-tribromo-3,5,6-trichlorobenzene(SRC); however, biodegradation of 1,2,4-tribromo-3,5,6-trichlorobenzene in water is expected to be slow(SRC) because of the high degree of halogenation(1).
Environmental Bioconcentration · 1 item

An estimated BCF of 6.1X10+4 was calculated for 1,2,4-tribromo-3,5,6-trichlorobenzene(SRC), using an estimated log Kow of 6.6(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is very high.

Volatilization from Water/Soil · 1 item

The Henry's Law constant for 1,2,4-tribromo-3,5,6-trichlorobenzene is estimated as 2.39X10-4 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that 1,2,4-tribromo-3,5,6-trichlorobenzene is expected to volatilize from water surfaces(2,SRC). Based on this Henry's Law constant, the estimated volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec) is approximately 13 hours(2,SRC). The estimated volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec) is approximately 10 days(2,SRC). The volatilization half-life from a model pond 2 m deep is estimated to be about 6.3 days ignoring adsorption(3); when considering maximum adsorption the volatilization half-life increases to 95 years(3). 1,2,4-Tribromo-3,5,6-trichlorobenzene's estimated Henry's Law constant(1) indicates that volatilization from moist soil surfaces may be an important fate process(SRC). 1,2,4-Tribromo-3,5,6-trichlorobenzene is not expected to volatilize from dry soil surfaces based on an estimated vapor pressure of 3.4X10-5 mm Hg(SRC), determined from a fragment constant method(4).

Non-Human Toxicity Excerpts · 2 items

Halogenated benzenes in varying states of substitution were tested against phenobarbital and 3-methylcholanthrene as positive controls for the induction of cytochrome p450. Rats were given po injections of chemical daily for 14 days, microsomal fractions were prepared, and NADPH-cytochrome c reductase activity and cytochrome p450 content was determined. 1,2,4-Trichlorobenzene, 1,2,4-tribromobenzene and hexachlorobenzene resulted in increases in enzyme activity and cytochrome p450 content, and hexabromobenzene was without effect. The evidence suggested that the chlorinated and brominated benzenes are inducers of the phenobarbital type. /Halogenated benzenes/

1,2,4-Trichlorobenzene, 1,3,5-trichlorobenzene, hexachlorobenzene, 1,2,4-tribromobenzene, 1,3,5-tribromobenzene and hexabromobenzene were compared for their abilities to induce acetanilide esterase, acetanilide hydroxylase and procaine esterase. Except for hexabromobenzene all induced acetanilide esterase whereas the hydroxylation of acetanilide was seen only with the fully halogenated benzenes and with 1,3,5-tribromobenzene. Hepatic procaine esterase activity was increased by the 3 chlorinated benzenes and 1,2,4-tribromobenzene. /Chlorinated benzenes/

Populations at Special Risk/Individuals who suffer from/ skin, liver, kidney, or chronic respiratory disease, will be at an increased risk if they are exposed to chlorobenzenes. /Chlorobenzenes/
Environmental Abiotic Degradation · 1 item

The rate constant for the vapor-phase reaction of 1,2,4-tribromo-3,5,6-trichlorobenzene with photochemically-produced hydroxyl radicals has been estimated as 1.5X10-14 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 3.0 years at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). 1,2,4-Tribromo-3,5,6-trichlorobenzene is not expected to undergo hydrolysis in the environment due to the lack of hydrolyzable functional groups(2).

Environmental Fate/Exposure Summary · 1 item

No evidence was found that 1,2,4-tribromo-3,5,6-trichlorobenzene is produced commercially. If released to air, an estimated vapor pressure of 3.4X10-5 mm Hg at 25 °C indicates 1,2,4-tribromo-3,5,6-trichlorobenzene will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase 1,2,4-tribromo-3,5,6-trichlorobenzene will be degraded slowly in the atmosphere by reaction with photochemically-produced hydroxyl radicals; the half-life for this reaction in air is estimated to be 3.0 years. Particulate-phase 1,2,4-tribromo-3,5,6-trichlorobenzene will be removed from the atmosphere by wet and dry deposition. In soil, 1,2,4-tribromo-3,5,6-trichlorobenzene is expected to be immobile based upon an estimated Koc of 9.3X10+4. Volatilization from moist soil surfaces may be an important fate process based upon an estimated Henry's Law constant of 2.4X10-4 atm-cu m/mole. However, adsorption is expected to attenuate this process. If released into water, 1,2,4-tribromo-3,5,6-trichlorobenzene is expected to adsorb to suspended solids and sediment in water based upon the estimated Koc. Volatilization from water surfaces may be an important fate process based upon this compound's estimated Henry's Law constant. Estimated volatilization half-lives for a model river and model lake are 13 hours and 10 days, respectively. However, adsorption to suspended solids and sediment in the water column is expected to attenuate volatilization. An estimated BCF of 6.1X10+4 suggests the potential for bioconcentration in aquatic organisms is very high. Biodegradation of 1,2,4-tribromo-3,5,6-trichlorobenzene in soil and water is expected to be slow because of the high degree of halogenation. 1,2,4-Tribromo-3,5,6-trichlorobenzene is not expected to undergo hydrolysis in the environment due to the lack of hydrolyzable functional groups. (SRC)