ChemicalBook > CAS DataBase List > TRIFORINE

TRIFORINE

Product Name: TRIFORINE
CAS No.: 26644-46-2
Chemical Name: TRIFORINE
Synonyms: w524;cw524;SAPROL;cela50;ca70203;Denarin;TRIFORIN;FUNGINEX;cme74770;riforine
CBNumber: CB0169257
Molecular Formula: C10H14Cl6N4O2
Formula Weight: 434.96
MOL File: 26644-46-2.mol

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TRIFORINE Property

Melting point:: 155℃ (decomposition)
Boiling point:: 561.5±50.0 °C(Predicted)
Density: 1.5269 (rough estimate)
vapor pressure: 8 x 10^-2 Pa (25 °C)
refractive index: 1.6000 (estimate)
storage temp.: 0-6°C
solubility: DMSO (Slightly)
pka: 10.6 (base)
Water Solubility: 9 mg l^-1 (20 °C)
color: White to Off-White
Merck: 13,9762
BRN: 626358
CAS DataBase Reference: 26644-46-2
EPA Substance Registry System: Triforine (26644-46-2)

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Safety

Hazard Codes: Xn
Risk Statements: 52/53-20
Safety Statements: 61
RIDADR: UN3077 (solid); UN3082 (liquid)
WGK Germany: 2
RTECS: TK9200000
Hazardous Substances Data: 26644-46-2(Hazardous Substances Data)
Toxicity: LD50 oral in rat: 6gm/kg

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H332Harmful if inhaled

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P271Use only outdoors or in a well-ventilated area.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: CRM45701
Product name: Triforin
Purity: certified reference material, TraceCERT®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland
Packaging: 1 unit
Price: $115
Updated: 2025/07/31

Sigma-Aldrich

Product number: 45701
Product name: Triforin
Purity: PESTANAL
Packaging: 250mg
Price: $85.7
Updated: 2025/07/31

TRC

Product number: T793655
Product name: Triforin
Packaging: 25mg
Price: $95
Updated: 2021/12/16

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TRIFORINE Chemical Properties,Usage,Production

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.

Chemical Properties

Pure product is white crystal, m.p. 155℃, vapor pressure 2.67×10-8Pa (25℃). Solubility at room temperature: 28.3g/L in dimethylformamide, 1.13g/L in methanol, 1.66g/L in dioxane, 0.88g/L in toluene, slightly soluble in acetone, benzene, carbon tetrachloride, chloroform, dichloromethane, insoluble in dimethylsulfoxide, solubility in water is 27～29mg/L.

Uses

This pesticide is widely used in flower growing. Cross reactions are expected to diehlorvos.

Uses

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.

Uses

food additive; fungicide; agricultural chemical.

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).

TRIFORINE Preparation Products And Raw materials

Raw materials

Chloral Triethylamine Piperazine 1,4-Dioxane Magnesium sulfate Thionyl chloride

Preparation Products

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26644-46-2, TRIFORINERelated Search:

Diazinon Sulfamethoxazole Heptachlor- endo- epoxide(trans-，isomer A) Cyromazine Cholesterol ENDRIN KETONE Acrylic acid Chlorothalonil Magnesium sulfate 1,4-BIS(2,2,2-TRICHLORO-1-FORMAMIDOETHYL)PIPERAZINE-D8 Piperazine, 1-(2-chloroethyl)- (7CI,9CI) TRIFORINE Piperazine, 1,4-bis(2-chloroethyl)- (6CI,7CI,8CI,9CI) PIPERAZINE DIHYDROCHLORIDE

SAPROL

SAPROL(R)

N,N'-[PIPERAZINE-1,4-DIYLBIS(TRICHLOROMETHYL)METHYLENE]-DIFORMAMIDE

PIPERAZIN-1,4-DIYL-BIS-[1-(2,2,2-TRICHLOROETHYL)FORMAMIDE]

TRIFORIN

TRIFORINE

1,4-bis(1-formamido-2,2,2-trichloroethyl)-piperazin

1,4-bis(1-formamido-2,2,2-trichloroethyl)piperazine

biformychlorazin

biformylchlorazin

ca70203

w524

CELA W524

DENARIN(R)

FUNDINEX(R)

FUNGINEX

Denarin(Cela Merck)

TRIFORIN PESTANAL, 250 MG

TRIFORINE, 100M, NEAT

Formamide, N,N-1,4-piperazinediylbis(2,2,2-trichloroethylidene)bis-

triforine (bsi,iso,ansi,jmaf)

1，4-di(2,2,2-trichloro-1-formamidoethyl) piperazine

N,N'-[Piperazine-1,4-diylbis(2,2,2-trichloroethane-1,1-diyl)]bisformamide

1,4-BIS(2,2,2-TRICHLORO-1-FORMAMIDOETHYL)-PIPERAZINE

Denarin

cela50

cme74770

cw524

n,n’-(1,4-piperazinediylbis(2,2,2-trichloroethylidene))bis-formamid

n,n’-(piperazinediylbis(2,2,2-trichloroethylidene))bis(formamide)

N,N’-[1,4-Piperazinediylbis(2,2,2-trichloro-ethylidene)]-bisformamide

n,n’-bis(1-formamido-2,2,2-trichloroethyl)piperazine

Triforine 100mg [26644-46-2]

1,4-Bis(2,2,2-trichoro-1-formamidoethyl)piperazine

Asepta Funginex

NSC 263493

Triforine 0.25

Triforine Solution, 1000ppm

Triforine @100 μg/mL in MeOH

Triforine Standard (mixture of isomers)

riforine

N,N'-(piperazine-1,4-diylbis(2,2,2-trichloroethane-1,1-diyl))diformamide

Triforine 10 μg/ml Acetonitrile

Triforine 100 μg/ml Acetonitrile

Triforine in Acetonitrile

Benzoylprop-ethyl Impurity 15

Triforine (mixture of isomers)

N,N'-(piperazine-1,4-diylbis(2,2,2-trichloroethane-1,1-diyl))diformamide

26644-46-2

26644462

C10H14Cl6N4O2

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