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Trifluralin
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Name

Trifluralin

 EINECS 216-428-8
CAS No. 1582-09-8 Density 1.337 g/cm3
PSA 94.88000 LogP 5.19460
Solubility <0.01 g/100 mL at 22.5 °C in water Melting Point 48.5 °C
Formula C13H16F3N3O4 Boiling Point 369.1 °C at 760 mmHg
Molecular Weight 335.283 Flash Point 177 °C
Transport Information UN 2588 Appearance Yellow-orange crystalline solid
Safety 2-24-37-60-61-36-26-16 Risk Codes 36-43-50/53-20/21/22-11
Molecular Structure Molecular Structure of 1582-09-8 (Trifluralin) Hazard Symbols IrritantXi,DangerousN
Synonyms

Crisalin;Benzenamine,2,6-dinitro-N,N-dipropyl-4- (trifluoromethyl)-;Trifloran;Crisalina;Biobarrier;Synfloran;Trifluraline;TRI-4;Tristan skuaTristar;Elancolan;Nitran K;Super-Treflan;Olitref;Agreflan;Triflurex;Trefanocide;Brassix;

Article Data 29

Trifluralin Synthetic route

72283-22-8

C13H17F3N3O5(1-)

1582-09-8

2,6-dinitro-N,N-dipropyl-4-(trifluoromethyl)benzeneamine

Conditions
ConditionsYield
With potassium hydroxide In water; dimethyl sulfoxide at 25℃; Equilibrium constant; Rate constant; var. of solvent mixture, var. KOH concentrations;
79871-51-5

C17H26F3N4O4(1-)*K(1+)

A

1582-09-8

2,6-dinitro-N,N-dipropyl-4-(trifluoromethyl)benzeneamine

B

109-73-9

N-butylamine

Conditions
ConditionsYield
With water In dimethyl sulfoxide Equilibrium constant;
79816-19-6

C18H26F3N4O4(1-)*K(1+)

A

110-89-4

piperidine

B

1582-09-8

2,6-dinitro-N,N-dipropyl-4-(trifluoromethyl)benzeneamine

Conditions
ConditionsYield
With water In dimethyl sulfoxide Equilibrium constant;
393-75-9

4-chloro-3,5-dinitrobenzotrifluoride

1582-09-8

2,6-dinitro-N,N-dipropyl-4-(trifluoromethyl)benzeneamine

Conditions
ConditionsYield
In water
393-75-9

4-chloro-3,5-dinitrobenzotrifluoride

142-84-7

di-n-propylamine

1582-09-8

2,6-dinitro-N,N-dipropyl-4-(trifluoromethyl)benzeneamine

Conditions
ConditionsYield
Reflux;
With water; sodium hydroxide at 85 - 90℃; for 5h; Large scale;
With sodium hydroxide; ascorbic acid In water at 60℃; for 2h; pH=7.5 - 8.5; Temperature;33.02 g
110-89-4

piperidine

1582-09-8

2,6-dinitro-N,N-dipropyl-4-(trifluoromethyl)benzeneamine

79816-19-6

C18H26F3N4O4(1-)*K(1+)

Conditions
ConditionsYield
With potassium hydroxide In water; dimethyl sulfoxide Equilibrium constant;
1582-09-8

2,6-dinitro-N,N-dipropyl-4-(trifluoromethyl)benzeneamine

72283-22-8

C13H17F3N3O5(1-)

Conditions
ConditionsYield
With potassium hydroxide In water; dimethyl sulfoxide at 25℃; Equilibrium constant; Rate constant; var.of solvent mixture, var. KOH concentrations;
1582-09-8

2,6-dinitro-N,N-dipropyl-4-(trifluoromethyl)benzeneamine

109-73-9

N-butylamine

79871-51-5

C17H26F3N4O4(1-)*K(1+)

Conditions
ConditionsYield
With potassium hydroxide In water; dimethyl sulfoxide at 25℃; Rate constant; Equilibrium constant;
1582-09-8

2,6-dinitro-N,N-dipropyl-4-(trifluoromethyl)benzeneamine

16766-93-1

1-Dipropylamino-2,6-dinitro-4-tribrommethyl-benzol

Conditions
ConditionsYield
With aluminum tri-bromide
1582-09-8

2,6-dinitro-N,N-dipropyl-4-(trifluoromethyl)benzeneamine

A

2078-01-5

3-nitro-5-trifluoromethyl-1,2-phenylenediamine

B

445-66-9

2,6-dinitro-4-trifluoromethylaniline

C

2078-02-6

α,α,α-trifluoro-5-nitro-N4-propyltoluene-3,4-diamine

D

2077-99-8

α,α,α-trifluoro-2,6-dinitro-N-propyl-p-toluidine

E

69145-34-2

2,6-dinitro-4-trifluoromethyl-2',6'-dinitro-4'-<(trifluoromethyl)azo>benzene

F

51026-15-4

2-ethyl-7-nitro-5-(trifluoromethyl)-1H-benzimidazole

Conditions
ConditionsYield
In methanol; water Mechanism; Irradiation;
...Expand

Trifluralin Chemical Properties

The molecular formula of  Trifluralin (1582-09-8) is C13H16F3N3O4 and its formula weight is 335.28 g/mol.
Trifluralin(1582-09-8) has the property of being dissolved in most organic solvents, xylene 58%, acetone 40% , ethanol, 7%. It is not soluble in water.
The chemical synonyms of  Trifluralin (1582-09-8) are Trifurex ; TRIFLUREX ; TRIFLURALIN ; trilin 4ec ; Trifiuralin ; treflam ; TREFLAN ; TREFLAN(R). Its  IUPAC Name is 2,6-dinitro-N,N-dipropyl-4-(trifluoromethyl)aniline.
The molecular structure of  Trifluralin (1582-09-8):

Index of Refraction: 1.527
Density: 1.337 g/cm3
Flash Point: 177 °C
Melting point 48.5 °C
Surface Tension: 41.6 dyne/cm 
Enthalpy of Vaporization: 61.58 kJ/mol
Boiling Point: 369.1 °C at 760 mmHg
Vapour Pressure: 1.21E-05 mmHg at 25 °C 
Water solubility of  Trifluralin (1582-09-8):  <0.01 g/100 mL at 22.5 °C 
Appearance of  Trifluralin (1582-09-8): Yellow-orange crystalline solid

Trifluralin Uses

Trifluralin (1582-09-8) is used as herbicides for fruit, cotton, soybeans and other crops.

Trifluralin Toxicity Data With Reference

1.    

mma-sat 1 mg/plate

     ENMUDM    Environmental Mutagenesis. 8 (Suppl 7)(1986),1.
2.    

mrc-asn 100 µg/plate

     AISSAW    Annali dellIstituto Superiore di Sanita. 18 (1982),123.
3.    

cyt-hmn:lym 2 ppm

     PATHAB    Pathologica. 73 (1981),707.
4.    

sce-hmn:lym 1 mg/L

     BSIBAC    Bolletino della Societe Italiana di Biologia Sperimentale. 60 (1984),2149.
5.    

cyt-mus-ipr 200 mg/kg

     EESADV    Ecotoxicology and Environmental Safety. 4 (1980),263.
6.    

orl-mus TDLo:10 mg/kg (6-15D preg):TER

     TJADAB    Teratology, A Journal of Abnormal Development. 15 (1977),15A.
7.    

ipr-mus TDLo:200 mg/kg (1D male):REP

     EESADV    Ecotoxicology and Environmental Safety. 4 (1980),263.
8.    

orl-mus TDLo:180 g/kg/78W-C:CAR

     NCITR*    National Cancer Institute Carcinogenesis Technical Report Series. (Bethesda, MD 20014) No. NCI-CG-TR-34 ,1978.
9.    

ipr-mus TDLo:2600 µg/kg/39D-I:ETA

     PATHAB    Pathologica. 73 (1981),707.
10.    

orl-mus TD:340 g/kg/78W-C:CAR

     NCITR*    National Cancer Institute Carcinogenesis Technical

Trifluralin Consensus Reports

NCI Carcinogenesis Bioassay (feed); Clear Evidence: mouse NCITR*    National Cancer Institute Carcinogenesis Technical Report Series. (Bethesda, MD 20014) No. NCI-CG-TR-34 ,1978. ; No Evidence: rat NCITR*    National Cancer Institute Carcinogenesis Technical Report Series. (Bethesda, MD 20014) No. NCI-CG-TR-34 ,1978. . EPA Genetic Toxicology Program. Community Right-To-Know List.

Trifluralin Safety Profile

Moderately toxic by ingestion and intraperitoneal routes. Experimental teratogenic and reproductive effects. Questionable carcinogen with experimental carcinogenic and tumorigenic data. Human mutation data reported. When heated to decomposition it emits very toxic fumes of F− and NOx. See also FLUORIDES.
Hazard Codes: IrritantXi,DangerousN,HarmfulXn,FlammableF
Risk Statements: 36-43-50/53-20/21/22-11
 R36:Irritating to eyes. 
R43:May cause sensitization by skin contact. 
R50/53:Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. 
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed. 
R11:Highly flammable.
Safety Statements: 2-24-37-60-61-36-26-16 
S2:Keep out of the reach of children. 
S24:Avoid contact with skin. 
S37:Wear suitable gloves. 
S60:This material and its container must be disposed of as hazardous waste. 
S36:Wear suitable protective clothing. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S16:Keep away from sources of ignition.
RIDADR: UN 2588
RTECS: XU9275000
Hazardous Substances Data: 1582-09-8(Hazardous Substances Data)

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