trifluralin

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Names

[ Name ]:
trifluralin

[Synonym ]:
2,6-Dinitro-N,N-dipropyl-4-trifluoromethylaniline
treflam
OLITREF
trifluralin
EINECS 216-428-8
Tri-4
2,6-Dinitro-N,N-dipropyl-4-(trifluoromethyl)aniline
p-Toluidine, α,α,α-trifluoro-2,6-dinitro-N,N-dipropyl-
N,N-di-n-propyl-2,6-dinitro-4-trifluoromethylaniline
a,a,a-Trifluoro-2,6-dinitro-N,N-dipropyl-p-toluidine
Brassix
IPERSAN
α,α,α-Trifluoro-2,6-dinitro-N,N-dipropyl-p-toluidine
Prolan
MFCD00055241
EFLURIN
2,6-Dinitro-N,N-dipropyl-4-(trifluoromethyl)benzenamine
nitrank
Benzenamine, 2,6-dinitro-N,N-dipropyl-4-(trifluoromethyl)-
TREFLAN
FXFFR CNW ENW DN3&3

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
369.1±42.0 °C at 760 mmHg

[ Melting Point ]:
48.5°C

[ Molecular Formula ]:
C₁₃H₁₆F₃N₃O₄

[ Molecular Weight ]:
335.279

[ Flash Point ]:
177.0±27.9 °C

[ Exact Mass ]:
335.109283

[ PSA ]:
94.88000

[ LogP ]:
5.41

[ Vapour Pressure ]:
0.0±0.8 mmHg at 25°C

[ Index of Refraction ]:
1.528

[ Water Solubility ]:
<0.01 g/100 mL at 22.5 ºC

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: XU9275000

CHEMICAL NAME :: p-Toluidine, alpha,alpha,alpha-trifluoro-2,6-dinitro-N,N-dipropyl-

CAS REGISTRY NUMBER :: 1582-09-8

LAST UPDATED :: 199710

DATA ITEMS CITED :: 54

MOLECULAR FORMULA :: C13-H16-F3-N3-O4

MOLECULAR WEIGHT :: 335.32

WISWESSER LINE NOTATION :: FXFFR CNW ENW DN3&3

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 1930 mg/kg

TOXIC EFFECTS :: Sense Organs and Special Senses (Eye) - mydriasis (pupillary dilation) Behavioral - somnolence (general depressed activity) Skin and Appendages - hair

TYPE OF TEST :: LC50 - Lethal concentration, 50 percent kill

ROUTE OF EXPOSURE :: Inhalation

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 2800 mg/m3/1H

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >5 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 3197 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 4600 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: >10 gm/kg

TOXIC EFFECTS :: Gastrointestinal - hypermotility, diarrhea

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: >2 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Bird - chicken

DOSE/DURATION :: >2 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Mammal - species unspecified

DOSE/DURATION :: 3700 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Unreported

SPECIES OBSERVED :: Mammal - species unspecified

DOSE/DURATION :: 5 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 35672 mg/kg/13W-C

TOXIC EFFECTS :: Liver - changes in liver weight Blood - pigmented or nucleated red blood cells Blood - changes in erythrocyte (RBC) count

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 154 gm/kg/2Y-C

TOXIC EFFECTS :: Liver - changes in liver weight Blood - pigmented or nucleated red blood cells Nutritional and Gross Metabolic - weight loss or decreased weight gain

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 54964 mg/kg/13W-C

TOXIC EFFECTS :: Liver - changes in liver weight Blood - methemoglobinemia-carboxyhemoglobin Blood - changes in serum composition (e.g. TP, bilirubin, cholesterol)

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 60060 mg/kg/1Y-C

TOXIC EFFECTS :: Blood - methemoglobinemia-carboxyhemoglobin Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - transaminases

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 394 gm/kg/2Y-C

TOXIC EFFECTS :: Liver - changes in liver weight Kidney, Ureter, Bladder - interstitial nephritis Kidney, Ureter, Bladder - changes in bladder weight

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 34216 mg/kg/26W-C

TOXIC EFFECTS :: Liver - changes in liver weight Endocrine - changes in spleen weight Blood - changes in erythrocyte (RBC) count

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 91728 mg/kg/1Y-C

TOXIC EFFECTS :: Blood - methemoglobinemia-carboxyhemoglobin Blood - changes in erythrocyte (RBC) count Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - phosphatases

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 27375 mg/kg/3Y-I

TOXIC EFFECTS :: Liver - changes in liver weight

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 21 gm/kg/21D-I

TOXIC EFFECTS :: Blood - changes in other cell count (unspecified) Blood - changes in leukocyte (WBC) count Blood - changes in platelet count

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 180 gm/kg/78W-C

TOXIC EFFECTS :: Tumorigenic - Carcinogenic by RTECS criteria Lungs, Thorax, or Respiration - tumors Liver - tumors

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 2600 ug/kg/39D-I

TOXIC EFFECTS :: Tumorigenic - equivocal tumorigenic agent by RTECS criteria Blood - lymphoma, including Hodgkin's disease Tumorigenic - tumors at site of application

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 2600 ug/kg/39D-I

TOXIC EFFECTS :: Tumorigenic - equivocal tumorigenic agent by RTECS criteria Blood - lymphoma, including Hodgkin's disease Tumorigenic - tumors at site of application

TYPE OF TEST :: TD - Toxic dose (other than lowest)

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 340 gm/kg/78W-C

TOXIC EFFECTS :: Tumorigenic - Carcinogenic by RTECS criteria Lungs, Thorax, or Respiration - tumors Liver - tumors

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 5 gm/kg

SEX/DURATION :: female 6-15 day(s) after conception

TOXIC EFFECTS :: Reproductive - Maternal Effects - other effects Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants) Reproductive - Specific Developmental Abnormalities - musculoskeletal system

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 21800 mg/kg

SEX/DURATION :: multigeneration

TOXIC EFFECTS :: Reproductive - Fertility - litter size (e.g. # fetuses per litter; measured before birth) Reproductive - Effects on Newborn - growth statistics (e.g.%, reduced weight gain)

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 10 gm/kg/

SEX/DURATION :: female 6-15 day(s) after conception

TOXIC EFFECTS :: Reproductive - Maternal Effects - other effects Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus)

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 10 gm/kg

SEX/DURATION :: female 6-15 day(s) after conception

TOXIC EFFECTS :: Reproductive - Effects on Newborn - stillbirth

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intraperitoneal

DOSE :: 200 mg/kg

SEX/DURATION :: male 1 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Fertility - pre-implantation mortality (e.g. reduction in number of implants per female; total number of implants per corpora lutea) Reproductive - Effects on Embryo or Fetus - cytological changes (including somatic cell genetic material) Reproductive - Effects on Embryo or Fetus - fetal death

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 6500 mg/kg/

SEX/DURATION :: female 6-18 day(s) after conception

TOXIC EFFECTS :: Reproductive - Maternal Effects - other effects Reproductive - Fertility - abortion Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus)

TYPE OF TEST :: Specific locus test

TYPE OF TEST :: Cytogenetic analysis

TYPE OF TEST :: Dominant lethal test

MUTATION DATA

TYPE OF TEST :: Sister chromatid exchange

TEST SYSTEM :: Rodent - hamster Ovary

DOSE/DURATION :: 160 ug/L

REFERENCE :: ENMUDM Environmental Mutagenesis. (New York, NY) V.1-9, 1979-87. For publisher information, see EMMUEG. Volume(issue)/page/year: 7,1,1985 *** REVIEWS *** IARC Cancer Review:Animal Limited Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 53,515,1991 IARC Cancer Review:Human Inadequate Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 53,515,1991 IARC Cancer Review:Group 3 IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 53,515,1991 *** U.S. STANDARDS AND REGULATIONS *** EPA FIFRA 1988 PESTICIDE SUBJECT TO REGISTRATION OR RE-REGISTRATION FEREAC Federal Register. (U.S. Government Printing Office, Supt. of Documents, Washington, DC 20402) V.1- 1936- Volume(issue)/page/year: 54,7740,1989 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 84719 No. of Facilities: 112 (estimated) No. of Industries: 1 No. of Occupations: 2 No. of Employees: 371 (estimated)

Safety Information

[ Symbol ]:

GHS06, GHS08, GHS09

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H302-H317-H331-H351-H410

[ Precautionary Statements ]:
P261-P273-P280-P304 + P340 + P312-P333 + P313-P403 + P233

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Faceshields;Gloves

[ Hazard Codes ]:
Xi:Irritant

[ Risk Phrases ]:
R36;R43;R50/53

[ Safety Phrases ]:
S2-S24-S37-S60-S61-S36-S26-S16

[ RIDADR ]:
UN 2588

[ RTECS ]:
XU9275000

[ HS Code ]:
2921430010

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

3,5-Dinitro-4-chlorobenzotrifluoride
4-(dipropylamino)-6-hydroxy-3,5-dinitro-1-(trifluoromethyl)cyclohexa-2,4-dien-1-ide
potassium 6-(butylamino)-2-(dipropylamino)-1,3-dinitro-5-(trifluoromethyl)cyclohexa-2,4-dien-1-ide
potassium 2-(dipropylamino)-1,3-dinitro-6-(piperidin-1-yl)-5-(trifluoromethyl)cyclohexa-2,4-dien-1-ide
Dipropylamine

DownStream

2,6-dinitro-4-(trifluoromethyl)phenol
3,4-DIAMINO-5-NITROBENZOTRIFLUORIDE
4-amino-3,5-dinitrobenzotrifluoride
3-nitro-N2-propyl-5-(trifluoromethyl)-1,2-Benzenediamine
2,6-DINITRO-N-PROPYL-4-TRIFLUOROMETHYLBENZENAMINE
2,6-dinitro-4-trifluoromethyl-2',6'-dinitro-4'-[(trifluoromethyl)azo]benzene
1H-Benzimidazole, 2-ethyl-4-nitro-6-(trifluoromethyl)-
2-N,2-N-dipropyl-5-(trifluoromethyl)benzene-1,2,3-triamine

Customs

[ HS Code ]: 2921430010

[ Summary ]:
2921430010 2,6-dinitro-n,n-dipropyl-4-(trifluoromethyl)aniline。supervision conditions:s(import or export registration certificate for pesticides)。VAT:17.0%。tax rebate rate:9.0%。MFN tarrif:6.5%。general tariff:30.0%

Articles

On-farm bioremediation of dimethazone and trifluralin residues in runoff water from an agricultural field.

J. Environ. Sci. Health B 47(7) , 608-21, (2012)

Bioremediation is the use of living organisms, primarily microorganisms, to degrade environmental contaminants into less toxic forms. Nine biobeds (ground cavity filled with a mixture of composted org...

Enhanced dissipation of oxyfluorfen, ethalfluralin, trifluralin, propyzamide, and pendimethalin in soil by solarization and biosolarization.

J. Agric. Food Chem. 58(4) , 2433-8, (2010)

This study was conducted to assess the effects of solarization and biosolarization on the degradation of oxyfluorfen, ethalfluralin, trifluralin, propyzamide, and pendimethalin. The experimental desig...

Biochar-mediated reductive transformation of nitro herbicides and explosives.

Environ. Toxicol. Chem. 32(3) , 501-8, (2013)

Biochar, a subset of black carbon produced via pyrolysis of biomass, has received much attention in recent years due to its potential to address many important issues, from energy and climate to agric...

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CID 53043358
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