74115-24-5

Basic information

• Product Name: Clofentezine
• Synonyms: CLOFENTEZIN;CLOFENTEZINE;APOLLO;APOLLO(R);ACARISTOP(R);3,6-BIS(2-CHLOROPHENYL)-1,2,4,5-TETRAZINE;4,5-tetrazine,3,6-bis(2-chlorophenyl)-2;acaristop
• CAS NO: 74115-24-5
• Molecular Formula: C₁₄H₈Cl₂N₄
• Molecular Weight: 303.15
• EINECS: 277-728-2
• Product Categories: Agro-Chemicals;FUNGICIDE;AcaricidesAlphabetic;C;CI - CL;Pesticides;Pesticides&Metabolites;acaricide
• Mol File: 74115-24-5.mol
• Article Data: 11

Chemical Properties

• Melting Point: 182-185 °C(lit.)
• Boiling Point: 457.37°C (rough estimate)
• Flash Point: 290.403 °C
• Appearance: red crystals
• Density: 1.3727 (rough estimate)
• Vapor Pressure: 8.4E-10mmHg at 25°C
• Refractive Index: 1.6300 (estimate)
• Storage Temp.: 0-6°C
• PKA: -1.68±0.31(Predicted)
• Water Solubility: 2.522ug/L(temperature not stated)
• Merck: 13,2398
• BRN: 7137128
• CAS DataBase Reference: Clofentezine(CAS DataBase Reference)
• NIST Chemistry Reference: Clofentezine(74115-24-5)
• EPA Substance Registry System: Clofentezine(74115-24-5)

Safety Data

• Safety Statements: 22-24/25
• RIDADR: UN 3077 9 / PGIII
• WGK Germany: 3
• RTECS: XF6860000
• Hazardous Substances Data: 74115-24-5(Hazardous Substances Data)

Usage

Chemical Properties

Magenta crystalline solid

Uses

Clofentezine is a mite growth regular and an tetrazine based acaricide. Clofentezine is used in agriculture for the protection of ornamentals, food and non-food crops in the field.

Definition

ChEBI: A tetrazine that is 1,2,4,5-tetrazine in which both of the hydrogens have been replaced by o-chlorophenyl groups.

Agricultural Uses

Miticide: A U.S. EPA restricted Use Pesticide (RUP). Used on a wide variety of crops – fruit, cereals, rangeland, ornamentals, etc

Trade name

APOLLO?; OVATION?

Potential Exposure

Tetrazine miticide used on a wide variety of crops
fruit, cereals, rangeland, ornamentals, etc. An EPA Restricted Use Pesticide (RUP).

Shipping

UN3077 Environmentally hazardous substances, solid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneous hazardous material, Technical Name Required

Incompatibilities

Oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); strong acids. Decomposes above 185°C

Waste Disposal

Do not discharge into drains or sewers. Consult with environmental regulatory agencies for guidance on acceptable disposal practices. In accordance with 40CFR165, follow recommendations for the disposal of pesticides and pesticide containers. Containers must be disposed of properly by following package label directions or by contacting your local or federal environmental control agency, or by contacting your regional EPA office.

InChI:InChI=1/C14H8Cl2N4/c15-11-7-3-1-5-9(11)13-17-19-14(20-18-13)10-6-2-4-8-12(10)16/h1-8H

Upstream product

• 100-47-0 benzonitrile 
• 6830-78-0 3,6-diphenyl-1,2,4,5-tetrazine 
• 873-32-5 2-Chlorobenzonitrile 
• 74115-15-4 3,6-bis(2-chlorophenyl)-1,4-dihydro-1,2,4,5-tetrazine 
• 74115-15-4 3,6-bis(2-chlorophenyl)-1,2-dihydro-1,2,4,5-tetrazine 

Downstream Products

• 1026774-68-4 1,4-bis(2-chlorophenyl)-6,7-dihydro-5H-cyclopenta[d]pyridazine 

Relevant articles and documents

PROCESS FOR PREPARING FUNCTIONALIZED 1,2,4,5-TETRAZINE COMPOUNDS

The present invention relates to a process for the synthesis of 3,6 functionalized 1,2,4,5-tetrazine compounds of formula (I); wherein A and B being the same; and wherein at least one of R1, R1', R2 and R2' and at least one of R10 and R10' is a halogen atom or acetate group; said process comprising reacting the corresponding 1,2,4,5-tetrazine compounds wherein at least one of R1, R1', R2 and R2' and at least one of R10 and R10' is a hydrogen atom with an oxidative reagent in presence of a catalyst.

Ortho-Functionalized Aryltetrazines by Direct Palladium-Catalyzed C-H Halogenation: Application to Fast Electrophilic Fluorination Reactions

A general catalyzed direct C-H functionalization of s-tetrazines is reported. Under mild reaction conditions, N-directed ortho-C-H activation of tetrazines allows the introduction of various functional groups, thus forming carbon-heteroatom bonds: C-X (X=I, Br, Cl) and C-O. Based on this methodology, we developed electrophilic mono- and poly-ortho-fluorination of tetrazines. Microwave irradiation was optimized to afford fluorinated s-aryltetrazines, with satisfactory selectivity, within only ten minutes. This work provides an efficient and practical entry for further accessing highly substituted tetrazine derivatives (iodo, bromo, chloro, fluoro, and acetate precursors). It gives access to ortho-functionalized aryltetrazines which are difficult to obtain by classical Pinner-like syntheses.

Synthesis, structure analysis, and antitumor activity of 3,6-disubstituted-1,4-dihydro-1,2,4,5-tetrazine derivatives

Fourteen compounds of 3,6-disubstituted-1,4-dihydro-1,2,4,5-tetrazine derivatives were prepared and their structures were confirmed by single-crystal X-ray diffraction and the semi-empirical calculation of PM3 method. This reaction yields the 1,4-dihydro derivatives rather than the 1,2-dihydro derivatives. The central six-membered ring of 1,4-dihydro-1,2,4,5-tetrazine has a chair conformation and therefore is not homoaromatic. Their antitumor activities were evaluated in vitro by SRB method for A-549 and BEL-7402 cells, and MTT method for P-388 and HL-60 cells. The results show that there is one compound which is highly effective against P-388 cells and one compound which is highly effective against HL-60 cells. So it is a kind of compound which possesses potential antitumor activities and is worth to research further.