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1582-09-8

Basic Information
CAS No.: 1582-09-8
Name: Trifluralin
Article Data: 29
Molecular Structure:
Molecular Structure of 1582-09-8 (Trifluralin)
Formula: C13H16F3N3O4
Molecular Weight: 335.283
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;
EINECS: 216-428-8
Density: 1.337 g/cm3
Melting Point: 48.5 °C
Boiling Point: 369.1 °C at 760 mmHg
Flash Point: 177 °C
Solubility: <0.01 g/100 mL at 22.5 °C in water
Appearance: Yellow-orange crystalline solid
Hazard Symbols: IrritantXi,DangerousN
Risk Codes: 36-43-50/53-20/21/22-11
Safety: 2-24-37-60-61-36-26-16
Transport Information: UN 2588
PSA: 94.88000
LogP: 5.19460
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;
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Chemistry

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

Uses

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

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

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.

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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