26644-46-2 Usage
Description
Triforine is a clear light yellow colour with an ethanol (alcohol) odour and a highly flammable
liquid. It is used as a fungicide for the control of black spot, powdery mildew, and
diseases of rust in roses, fruits, vegetables, cereals, and ornamentals. Application of triforine
acts both as a preventative and a curative fungicide and is known to destroying
diseases already in the plant and also preventing disease infestations. It is also used as
a post-harvest control of brown rot on peaches, nectarines, apricots, cherries, and plums.
Uses
Different sources of media describe the Uses of 26644-46-2 differently. You can refer to the following data:
1. food additive; fungicide; agricultural chemical.
2. Triforine is used to control powdery mildews on cereals, fruits,
vines, hops, ornamentals, cucurbits and some vegetables, rusts on cereals,
fruit, 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.
3. This pesticide is widely used in flower growing. Cross
reactions are expected to diehlorvos.
Definition
ChEBI: 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. A fungicide active against a range of diseases including powdery mildew, scab and rust.
General Description
Colorless crystals. Non corrosive. Used as a fungicide.
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.
Agricultural Uses
Fungicide: Triforine is a systemic fungicide with protectant,
eridicant, and curative activity. It is locally systemic, is
quickly absorbed by the plant and should be applied on or
before an infection occurs. Triforine is used for control of
black spot, brown rot, scab, petal blight, rust and other diseases on fruits such as apples, peaches, plumbs, nectarines,
apricots, and strawberry; in hops, vegetables, cereals, and
ornamentals such as roses and chrysanthemums. Triforine
breaks down rapidly in the environment. Not approved for
use in EU countries
. Registered for use in the U.S.
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.