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Trifluralin

Trifluralin Structure
CAS No.
1582-09-8
Chemical Name:
Trifluralin
Synonyms
Benzenamine, 2,6-dinitro-N,N-dipropyl-4-(trifluoromethyl)-;Tristar;Digermin;Trifiuralin;Trifluraline;A,A,A-TRIFLUORO-2,6-DINITRO-N,N-DIPROPYL-P-TOLUIDINE;Tri-4;L36352;Prolan;IPERSAN
CBNumber:
CB2344612
Molecular Formula:
C13H16F3N3O4
Molecular Weight:
335.28
MOL File:
1582-09-8.mol
MSDS File:
SDS
Modify Date:
2024/8/1 17:24:36

Trifluralin Properties

Melting point 48.5°C
Boiling point 139°C
Density 1.294
vapor pressure 1.97 at 30 °C (effusion method, DePablo, 1976)
Flash point 100 °C
storage temp. APPROX 4°C
solubility DMSO : ≥ 100 mg/mL (298.26 mM);Water : < 0.1 mg/mL (insoluble)
form Crystalline Solid
pka -1.45±0.50(Predicted)
color Bright orange
Water Solubility <0.01 g/100 mL at 22.5 ºC
Merck 13,9757
BRN 1893555
Henry's Law Constant 10.19 and 14.89 in distilled water and 33.3‰ NaCl at 20 °C, respectively (wetted-wall column, Rice et al., 1997a)
LogP 5.340
CAS DataBase Reference 1582-09-8(CAS DataBase Reference)
IARC 3 (Vol. 53) 1991
NIST Chemistry Reference Trifluralin(1582-09-8)
EPA Substance Registry System Trifluralin (1582-09-8)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07,GHS08,GHS09
Signal word  Warning
Hazard statements  H302-H317-H351-H410
Precautionary statements  P202-P273-P280-P301+P312-P302+P352-P308+P313
Hazard Codes  Xi;N,N,Xi,Xn,F
Risk Statements  36-43-50/53-20/21/22-11-40
Safety Statements  2-24-37-60-61-36-26-16-46-36/37
RIDADR  UN 2588
WGK Germany  2
RTECS  XU9275000
HazardClass  9
PackingGroup  III
HS Code  29214300
Toxicity LD50 orally in rats: 500 mg/kg (Goldenthal)

Trifluralin Chemical Properties,Uses,Production

Description

Trifluralin is a dinitroaniline herbicide that is approved for preemergence use to control broadleaf weeds in a variety of crops and plants. First approved nearly 50 years ago, trifluralin is a common commercially available herbicide which is used extensively in the United States and other countries. In the early 2000s, trifluralin was banned in Europe following reports of persistence in soil and groundwater leading to concerns of increased risk for toxicity. In general, trifluralin is viewed as a safe herbicide when used according to the instructions. Minimal to no toxicity has been reported in humans following either oral, dermal, or inhalation exposure. There is some evidence that once trifluralin enters the soil and groundwater, it undergoes a complex and extensive series of metabolic steps and can exist as multiple intermediaries depending on the extent of the degradation. This has led to findings that trifluralin may have elevated toxicity in certain aquatic wildlife as particular species of fish and tadpoles have displayed biomarkers of trifluralin toxicity following exposure. Larger vertebrates such as canines have also demonstrated toxicological profiles suggesting an elevated toxicity compared to humans.

Chemical Properties

Trifluralin is an orange crystalline solid.

Uses

Trifluralin is a herbicide, first approved in 1963, for control of annual grasses and broadleaf weeds on a variety of crops. Trifluralin is registered for nonfood uses including residential use. Trifluralin comes in a variety of formulations and is applied as a soil-incorporated treatment.

Definition

ChEBI: A substituted aniline that is N,N-dipropylaniline substituted by a nitro groups at positions 2 and 6 and a trifluoromethyl group at position 4. It is an agrochemical used as a pre-emergence herbicide.

General Description

Yellow-orange crystalline solid. Denser than water and not soluble in water. Hence sinks in water. Melting point 48.5-49°C. Used as a selective pre emergence herbicide.

Reactivity Profile

Trifluralin is a trifluoromethyl dinitroaniline derivative. Dinitroaniline has a record of industrial explosions. Nothing has been reported implicating Trifluralin in any such accidents. This may be because of the trifluoromethyl substitution may mitigate the instability of the molecule. However, care should be taken in the extremes of heat, shock, and friction sources that may trigger an explosive release of energy.

Health Hazard

Dust may irritate eyes. No toxic symptoms have been observed during the manufacture and use of Trifluralin.

Fire Hazard

Special Hazards of Combustion Products: Toxic and irritating hydrogen fluoride gas may be formed in fires.

Agricultural Uses

Herbicide: Trifluralin is a selective, pre-emergence herbicide used to control many annual grasses and broadleaf weeds in a large variety of tree fruit, nut, vegetable, and grain crops, including soybeans, sunflowers, cotton, and alfalfa. It is also used on rights-of-way, on set-aside land (i.e., arable land temporarily taken out of use). A general use pesticide (GUP). Not approved for use in EU countries . Registered for use in the U.S.

Trade name

AGREFLAN®; AGRIFLAN® 24; ASHLADE TRIMARAN®; AUTUMN KITE®; BROADSTRIKE®; BUCKLE®; CALLIFORT®; CAMPBELL'S TRIFLURON®; CHANDOR®; COMMENCE®; CRISALIN®; DEVRINOL T®; DIGERMIN®; ELANCOLAN®; FLINT®; FLORA®; FLURENE SE®; FLUTRIX®; FREEDOM®; GORDON’S WEEDER®; HERBIFLURIN®; IPERSAN®; JANUS®; L-36352®; LILLY 36,352®; LINNET®; MARKSMAN®; MARKSMAN 2, TRIGARD®; M. T. F®; NITRAN®; OLITREF®; ONSLAUGHT®; PREMERLIN 600 CE®; SINFLOWAN®; SOLO®; SU SEGURO CARPIDOR®; TEAM®; TREFANOCIDE®; TREFICON®; TREFLAN®; TREFLANOCIDE®; TRIFARMON®; TRIFLURALINA® 600; TRIFLUREX®; TRIFUREX®; TRIGARD®; TRIKEPIN®; TRILIN®; TRILIN® 10G; TRIM®; TRIMARAN®; TRIPART TRIFLURALIN 48 EC; TRISTAR®; TRUST®; TURFLAN®; URANUS® (trifluralin + linuron)

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 Fand NOx. See also FLUORIDES.

Potential Exposure

A potential danger to those involved in the manufacture, formulation and application of this selective, preemergence herbicide.

Shipping

UN2588 Pesticides, solid, toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required. UN3077 Environmentally hazardous substances, solid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneous hazardous material, Technical Name Required.

Incompatibilities

Trifluralin is a trifluoromethyl dinitroaniline derivative. Dinitroaniline has a record of industrial explosions. Nothing has been reported implicating trifluralin in any such accidents. This may be because of the trifluoromethyl substitution may mitigate the instability of the molecule. However, care should be taken in the extremes of heat, shock, and friction sources that may trigger an explosive release of energy. Fluorocarbons can react violently with barium, potassium, sodium.

Waste Disposal

Dissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber. All federal, state, and local environmental regulations must be observed. Trifluralin does contain fluorine, and therefore incineration presents the increased hazard of HF in the off-gases. Prior to incineration, fluorine-containing compounds should be mixed with slaked lime plus vermiculite, sodium carbonate or sand-soda ash mixture (90-10).

Trifluralin Preparation Products And Raw materials

Global( 262)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
Gujarat Chemicals GUJCHEM +91-9825114095 +91-9825114095 Gujarat, India 42 58 Inquiry
A.J Chemicals 91-9810153283 New Delhi, India 6124 58 Inquiry
CLEARSYNTH LABS LTD. +91-22-45045900 Hyderabad, India 6351 58 Inquiry
Pharmaffiliates Analytics and Synthetics P. Ltd +91-172-5066494 Haryana, India 6773 58 Inquiry
Morden Incecide Ltd 08066085790Ext 274 Punjab, India 15 58 Inquiry
Pharma Affiliates 172-5066494 Haryana, India 6761 58 Inquiry
Hebei Yanxi Chemical Co., Ltd. +86-17531190177; +8617531190177 China 5873 58 Inquiry
Qingdao Trust Agri Chemical Co.,Ltd +8613573296305 China 270 58 Inquiry
Hebei Guanlang Biotechnology Co,.LTD +86-19930503253; +8619930503252 China 5832 58 Inquiry
Henan Bao Enluo International TradeCo.,LTD +86-17331933971 +86-17331933971 China 2503 58 Inquiry
2,6-Dinitro-N,N-dipropyl-4-(trifluoromethyl)-benzamine agreflan 24 alpha,alpha,alpha-Trifluoro-2,6-dinitro-N,N-dipropyl-p-toluidine 4-DIPROPYLAMINO-3,5-DINITROBENZO-TRIFLUORIDE 4-(Di-n-propylamino)-3,5-dinitro-1-trifluoromethylbenzene L36352 IPERSAN elancolan EFLURIN 2,6-dinitro-4-trifluormethyl-n,n-dipropylanilin 2,6-Dinitro-N,N-dipropyl-4-trifluoromethylbenzenamine Trifurex TRIFLUREX TRIFLURALIN trilin 4ec treflam TREFLAN TREFLAN(R) PREMERLIN OLITREF 4-(di-n-propylamino)-3,5-dinitro-1-trifluoromethylbenzene[qr] 4-(trifluoromethyl)-2,6-dinitro-n,n-dipropylaniline Agreflan agreflan[qr] Agriflan 24 digermin[qr] elancolan[qr] ENT 28203 l-36352[qr] Lilly 36,352 lilly36,352 lilly36,352[qr] N,N-Di-n-propyl-2,6-dinitro-4-trifluoromethylaniline n,n-di-n-propyl-2,6-dinitro-4-trifluoromethylaniline[qr] n,n-dipropyl-2,6-dinitro-4-trifluormethylanilin n,n-dipropyl-2,6-dinitro-4-trifluoromethylaniline N,N-Dipropyl-4-trifluoromethyl-2,6-dinitroaniline n,n-dipropyl-4-trifluoromethyl-2,6-dinitroaniline[qr] NCI C00443 nci-c00442 nci-c00442[qr] nitran[qr] nitrank Nitrofor olitref[qr] Proflan Prolan p-Toluidine, alpha,alpha,alpha-trifluoro-2,6-dinitro-N,N-dipropyl- p-toluidine,alpha,alpha,alpha-trifluoro-2,6-dinitro-n,n-dipropyl-[qr] Sinflouran Sinfluoran super-treflan susegurocarpidor susegurocarpidor[qr] Synfloran Trefanocide Treficon treficon[qr]