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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
45701
Product name
Triforin
Purity
PESTANAL
Packaging
250mg
Price
$84
Updated
2024/03/01
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.

Uses

food additive; fungicide; agricultural chemical.

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

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).

TRIFORINE Preparation Products And Raw materials

Raw materials

Preparation Products

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TRIFORINE Suppliers

J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
94657
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76
Sichuan Kulinan Technology Co., Ltd
Tel
400-1166-196 18981987031
Fax
028-84555506 800101999
Email
cdhxsj@163.com
Country
China
ProdList
11707
Advantage
57
Shanghai JONLN Reagent Co., Ltd.
Tel
400-0066400 13621662912
Fax
021-55660885
Email
422131432@qq.com
Country
China
ProdList
9978
Advantage
55
Alta Scientific Co., Ltd.
Tel
022-6537-8550 15522853686
Fax
022-2532-9655
Email
sales@altasci.com.cn
Country
China
ProdList
4511
Advantage
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Codow Chemical Co.,Ltd.
Tel
18620099427
Fax
+86-20-62619665
Email
amy@howeipharm.com
Country
China
ProdList
17687
Advantage
55
Shandong Ono Chemical Co., Ltd.
Tel
0539-6362799 20)
Fax
0539-6362799(To 20)
Country
China
ProdList
10007
Advantage
58
Shenzhen Regent Biochemical Technology Co., Ltd.
Tel
0755-0755-85201366 18938635012
Fax
0755-85201366
Email
sales@regentsciences.com
Country
China
ProdList
9357
Advantage
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Shanghai Jizhi Biochemical Technology Co. Ltd.
Tel
4009004166/18616739031 18616739031
Email
3007523370@qq.com
Country
China
ProdList
52693
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Beijing altar ink quality inspection technology co., LTD
Tel
010-52889049
Email
2250970673@qq.com
Country
CHINA
ProdList
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Shenzhen Polymeri Biochemical Technology Co., Ltd.
Tel
+86-400-002-6226 +86-13028896684;
Email
sales@rrkchem.com
Country
China
ProdList
56902
Advantage
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26644-46-2, TRIFORINERelated Search:


  • 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
  • Benzoylprop-ethyl Impurity 15
  • 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
  • 26644-46-2
  • 26644462
  • C10H14Cl6N4O2
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