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Basic Information

Molecular Structure:
CAS No.:	1582-09-8
Name:	Trifluralin
Article Data:	29

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:	Xi,N
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
In methanol; water Mechanism; Irradiation;

...Expand

Raw Materials

142-84-7

393-75-9

Downstream Products

51026-15-4

2078-02-6

2078-06-0

445-66-9

393-77-1

2078-01-5

2077-99-8

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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 NO_x. See also FLUORIDES.
Hazard Codes: Irritant Xi, Dangerous N, Harmful Xn, Flammable F
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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