26644-46-2 Usage
Description
TRIFORINE is a clear light yellow colored, highly flammable liquid with an ethanol (alcohol) odor. It is a member of the class of N-alkylpiperazines, in which the two amino groups of piperazine are replaced by 1-formamido-2,2,2-trichloroethyl groups. TRIFORINE is a fungicide active against a range of diseases, including powdery mildew, scab, and rust.
Used in Agricultural Industry:
TRIFORINE is used as a fungicide for the control of black spot, powdery mildew, and diseases of rust in roses, fruits, vegetables, cereals, and ornamentals. It acts both as a preventative and a curative fungicide, known for destroying diseases already in the plant and preventing disease infestations.
TRIFORINE is used as a systemic fungicide with protectant, eradicant, and curative activity. It is locally systemic, quickly absorbed by the plant, and should be applied on or before an infection occurs. It is used for control of black spot, brown rot, scab, petal blight, rust, and other diseases on fruits such as apples, peaches, plums, nectarines, apricots, and strawberries; in hops, vegetables, cereals, and ornamentals such as roses and chrysanthemums.
Used in Food Additive Industry:
TRIFORINE is used as a food additive, serving as a fungicide to control the growth of fungi and prevent spoilage, ensuring the quality and safety of food products.
Used in Fungicide Industry:
TRIFORINE is used to control powdery mildews on cereals, fruits, vines, hops, ornamentals, cucurbits, and some vegetables, rusts on cereals, fruits, ornamentals, and beans. It also controls Munilia spp. on stone fruit, Ascochyta blight on chrysanthemums, black spot on roses, scab on apples, and fairy rings on turf. TRIFORINE also suppresses tetranychid mite activity.
Used in Flower Growing Industry:
This pesticide is widely used in flower growing, providing protection against various fungal diseases and enhancing the overall health and appearance of the flowers.
Note: TRIFORINE is not approved for use in EU countries but is registered for use in the U.S.
Reactivity Profile
A piperazine, trichloromethylformamide derivative. Decomposed in strong acid to trichloroacetaldehyde and piperazine salts, and in strongly alkaline media to chloroform and piperazine.
Hazard
Low toxicity by ingestion, inhalation, and
skin contact. Human systemic effects.
Trade name
CELA50?; CW524?; DENARIN?
FUNGINEX?; SAPROL?; TRIFORIN?; W524?
Contact allergens
This pesticide is widely used in flower growing. Cross-
reactions are expected to dichlorvos.
Safety Profile
Low toxicity by
ingestion, inhalation, and skin contact.
Human systemic effects: change in taste
function. When heated to decomposition
emits toxic fumes of NOx and Cl-.
Metabolic pathway
Thermal reaction of triforine with several alcohols in a
closed glass tube gives N-(1-alkoxy-2,2,2-
trichloroethyl) formamides.
Degradation
Triforine (1) is stable up to 180°C. It decomposes in aqueous solution
when exposed to daylight or UV light. In strongly acid media, it is
decomposed to trichloroacetaldehyde and piperazine salts. In strongly
basic media, triforine decomposes to give chloroform and piperazine
(DT50 3.5 days at pH 5-7, 25 °C). From an unbuffered aqueous solution
stored for 13 weeks, four hydrolysis products of triforine, 5, 6, 7 and 3,
were isolated by preparative thin-layer chromatography. After 6 months
at room temperature in an unbuffered solution, 7 was the major product.
These products indicate that stepwise removal of substituents from the
nitrogen atoms of the ring occurred and the composition of the mixtures
produced by hydrolysis was shown to be pH- and time-dependent
(Scheme 1).
When solid triforine was irradiated with UV light (254 nm) for 1, 16
or 64 hours, analysis of the products showed that one side chain was
removed preferentially and the second was attacked more slowly.
Products 2, 3, 4 [N-(2,2-dichlorovinyl)formamide], 12 (probably formed
by reaction of 2 with chloral, a photoproduct) and 2,2,2-trichloroethane-
1,1-diol were identified and minor amounts of six other products were
detected by thin-layer chromatography. Compound 2 is probably the
major photolytic product. When triforine was irradiated in solution in
deionised water with a quartz high pressure lamp (maximum energy at
366 nm), 4 was isolated and identified as a product of photolysis but was
itself photolabile and could no longer be detected after 5 hours irradiation
(Darda et al., 1977).
Check Digit Verification of cas no
The CAS Registry Mumber 26644-46-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,6,6,4 and 4 respectively; the second part has 2 digits, 4 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 26644-46:
(7*2)+(6*6)+(5*6)+(4*4)+(3*4)+(2*4)+(1*6)=122
122 % 10 = 2
So 26644-46-2 is a valid CAS Registry Number.
InChI:InChI=1/C10H14Cl6N4O2/c11-9(12,13)7(17-5-21)19-1-2-20(4-3-19)8(18-6-22)10(14,15)16/h5-8H,1-4H2,(H,17,21)(H,18,22)
26644-46-2Relevant articles and documents
Pyrazolyl benzyl ether derivatives containing a fluoromethoxyimino group and use thereof as pesticides
-
, (2008/06/13)
The invention relates to novel pyrazolyl benzyl ethers, to a plurality of processes for their preparation and to their use for controlling harmful organisms.
Patch preparations for treating plants
-
, (2008/06/13)
The following invention introduces a patch preparation for treating plants, whereas the patch preparations comprise a chemical layer composed of at least one agrochemically active compound, at least one adhesive and optionally, one or more additives. The components are dispersed in a matrix state on a substrate which are then introduced on the roots of the plant to be treated.
Halogen alkenyl azolyl microbicides
-
, (2008/06/13)
Novel halogenoalkenyl-azolyl derivatives of the formula STR1 in which R1 represents optionally substituted alkyl, optionally substituted alkenyl, optionally substituted cycloalkyl, optionally substituted aryl or represents optionally substituted heteroaryl, R2 represents alkyl, halogenoalkyl, 1-hydroxyalkyl, 2-hydroxyalkyl, 1-hydroxyhalogenalkyl, 1-alkenyl or 2-alkenyl, X1 represents fluorine, chlorine, bromine or iodine, X2 represents fluorine, chlorine, bromine or iodine, and Y represents nitrogen or a CH group, and addition products thereof with acids or metal salts are very active as microbicides in plant protection and in the protection of materials.