Thiophanate-methyl

Base Information

• Chemical Name: Thiophanate-methyl
• CAS No.: 23564-05-8
• Deprecated CAS: 50814-12-5
• Molecular Formula: C12H14N4O4S2
• Molecular Weight: 342.4
• Hs Code.: 29309090
• European Community (EC) Number: 245-740-7
• NSC Number: 170811
• UN Number: 2757
• UNII: K4N81R84L8
• DSSTox Substance ID: DTXSID1024338
• Nikkaji Number: J3.471A
• Wikipedia: Thiophanate-methyl
• Wikidata: Q126625
• ChEMBL ID: CHEMBL487187
• Mol file: 23564-05-8.mol

Synonyms:Bis-Thioallophanate, Dimethylphenylene;Cercobin M 70;Cercobin M-70;Cercobin M70;Dimethylphenylene Bis Thioallophanate;Dimethylphenylene Bis-Thioallophanate;Mildothane;Thiophanate;Thiophanate Methyl;Thiophanate-Methyl

Chemical Property of Thiophanate-methyl

Chemical Property:

• Appearance/Colour: colourless crystals, or white or light brown powder
• Vapor Pressure: 2.58E-09mmHg at 25°C
• Melting Point: 172 °C
• Refractive Index: 1.734
• Boiling Point: 478.4oC at 760 mmHg
• PKA: 7.28
• Flash Point: 243.1°C
• PSA: 164.90000
• Density: 1.495 g/cm³
• LogP: 2.72000
• Storage Temp.: 0-6°C
• Water Solubility.: <0.1 g/100 mL at 20℃
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 342.04564729
• Heavy Atom Count: 22
• Complexity: 407

Purity/Quality:

95%TC/70%WP/50%WP ^*data from raw suppliers

Thiophanate-Methyl ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,N
• Hazard Codes: Xn;N,N,Xn
• Statements: 20-43-50/53-68
• Safety Statements: 36/37-46-60-61

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Pesticides -> Fungicides
• Canonical SMILES: COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC
• Description: Thiophanate methyl is a member of benzimidazole and a systemic fungicide with protective and curative activity against a broad spectrum of fungal diseases including leaf spots, blotches, blights, fruit spots, rots, sooty mould, scabs, bulb/corn/tuber decays, blossom blights, powdery mildews, certain rusts, and common soil borne crown and root rots. It is used on a variety of tree, vine, root crops, canola, and wheat, as well as on lawns and ornamentals. Thiophanate methyl is absorbed by the roots and leaves. Thiophanate-methyl has a low mammalian toxicity. But, it is an irritant and a skin sensitizer. It may also be mutagen. Moderate toxicity of thiophanate methyl is observed for aquatic organisms and earthworms. In EU, thiophanate methyl is approved to control fungal diseases on crops, while in Australia it is not registered for use on food-producing species, while it is only for the control of soil-borne diseases of ornamentals plants. For application, Thiophanate-methyl is formulated into wettable powders containing 50 and 70% active ingredient.
• Uses: Thiophanate methyl is a fungicide/wound protectant used to control plant diseases in stone fruit, pome fruit, tropical and subtropical fruit crops, grapes and fruiting vegetables. Thiophanate methyl is effective against a wide variety of fungal diseases such as leaf spots, blotches and blights; fruit spots and rots; sooty mould; scabs; bulb, corn and tuber decays; blossom blights; powdery mildews; certain rusts; and common soil borne crown and root rots. Thiophanate-Methyl is a systematic fungicide of the thiophanate class. Thiophanate-Methyl is commonly used in agriculture to protect against powdery mildew, rot and other fungal diseases in fruits, ve getables and other crops. Systemic fungicide.

Technology Process of Thiophanate-methyl

There total 2 articles about Thiophanate-methyl which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.6%

methoxycarbonylisothiocyanate (35266-49-0) + 1,2-diamino-benzene (95-54-5) → Thiophanate-methyl (23564-05-8)

Guidance literature:

In acetone; acetonitrile; at 53 - 67 ℃; Temperature;

Reference yield:

→ Thiophanate-methyl (23564-05-8)

Guidance literature:

Reference yield:

copper(ll) sulfate pentahydrate + Thiophanate-methyl (23564-05-8) → thiophanate-methyl copper 0.5 hydrate

Guidance literature:

With sodium hydroxide; In water; at 38 ℃; for 0.4h;

upstream raw materials:

methoxycarbonylisothiocyanate

1,2-diamino-benzene

Refernces

• 1、 -. "Pyrazolyl benzyl ether derivatives containing a fluoromethoxyimino group and use thereof as pesticides". . . Retrieved 2008/06/13.
• 2、 -. "2-(Pyrazolyloxy) -pyridin-3-ylacetic acid derivatives, agents containing the same and use thereof against noxious fungi and animal parasites". . . Retrieved 2008/06/13.