Boscalid

Base Information

• Chemical Name: Boscalid
• CAS No.: 188425-85-6
• Molecular Formula: C18H12Cl2N2O
• Molecular Weight: 343.212
• European Community (EC) Number: 606-143-0
• UNII: 32MS8ZRD1V
• DSSTox Substance ID: DTXSID6034392
• Nikkaji Number: J1.989.940C
• Wikipedia: Boscalid,Emerald
• Wikidata: Q894358
• Metabolomics Workbench ID: 153713
• ChEMBL ID: CHEMBL1076544
• Mol file: 188425-85-6.mol

Synonyms:2-chloro-N-(4-chlorobiphenyl-2-yl)nicotinamide;boscalid

Chemical Property of Boscalid

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 3.28E-08mmHg at 25°C
• Melting Point: 142.8 to 143.8oC
• Refractive Index: 1.666
• Boiling Point: 447.728 °C at 760 mmHg
• PKA: 10.75±0.70(Predicted)
• Flash Point: 224.578 °C
• PSA: 41.99000
• Density: 1.369 g/cm³
• LogP: 5.38070
• Storage Temp.: 0-6°C
• Water Solubility.: Practically insoluble in water
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 342.0326684
• Heavy Atom Count: 23
• Complexity: 399

Purity/Quality:

99% ^*data from raw suppliers

Boscalid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F, Xn
• Hazard Codes: F,Xn,N
• Statements: 11-38-48/20-63-65-67-51/53
• Safety Statements: 36/37-62-61

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Pesticides -> Fungicides
• Canonical SMILES: C1=CC=C(C(=C1)C2=CC=C(C=C2)Cl)NC(=O)C3=C(N=CC=C3)Cl
• Recent ClinicalTrials: Will Restasis Eye Drops Increase Your Chance of Having a Successful Surgery?
• Uses: Boscalid is a broad-spectrum, systemic fungicide, which can effectively control the diseases that are resistant to sterol inhibitors, bisimides, benzimidazoles, benzopyrimidines, phenyl amides and methoxy acrylic esters germicide. This product can be transported to the top of the plant through the xylem to the tip and leaf margin; it also has a vertical penetration effect, being able to be transmitted through the leaf tissue, to the back of the leaf; however, the product has a very small redistribution action in the vapor phase. Boscalid is mainly through spraying through stem and leaf at a dosage of 100~1,200 g a.i. /hm2. Boscalid can be used for the prevention and treatment of the powdery mildew (Monilinia spp), leaf spot (Mycosphaerella spp) as well as diseases caused by Alternaria spp., Alternaria spp., Botrytis cinerea, Botrytis cinerea, (Botrytis spp), Sclerotinia sclerotiorum (Sclerotinia spp) that have been found in grape, lawn, fruit trees, and ornamental plant. It can also be used in complex formulations for grain, grapes, peanuts and potatoes and other tillage crops. Boscalid also owns single-dosage product such as Cantus, to be used in pear, grape and post-harvest kiwifruit to control gray mold with the usage amount of 1~1.2kg/hm2. It can be used in different growth stages of grape with however, spraying before the grapes form cluster yielding the best efficacy. It also has a wide range of complex products. For example, Bellis (25.2% piperacillin + 12.8% pyrizole) is a broad-spectrum fungicide, being able to be registered for watermelon and pear. The recommendation dosage for its water dispersible granules is 0.6-1.6 kg/hm2 for the control of many diseases, including anthrax, Botrytis cinerea, Monilinia spp and black spot disease. This product has been developed in Latin America and Italy. Another example is that Signum (26.7% piperacillin + 6.7% pyrazole) has been registered for apricot, horticultural products and lettuce for the control of black spot, gray mold and sclerotinia. This product is also water dispersible granules with prevention effect. Furthermore, the germicide for fruit trees, Naria (Pyraclostrobin + boscalid) has been approved for registration in Japan in 2006 and listed in 2007. Naria is widely used in the control of many diseases in apple, Japanese pear, cherry and peach. It is especially suitable for the prevention of some refractory diseases in summer such as: leaf spot, black spot, scab, anthrax, ring rot and powdery mildew. Boscalid is a fungicide belonging to the class of carboxamides. Boscalid acts by inhibiting spore germination, germ tube elongation and is also effective on all other stages of fungal development. Bos calid is used in the agriculture to protect crops from gray mold, powdery mildew and other fungus. Fungicide.

Technology Process of Boscalid

There total 51 articles about Boscalid 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: 98.0%

2-Chloronicotinoyl chloride (49609-84-9) + N,N-dimethyl-N'-(2-(4-chlorophenyl)phenyl)urea (1407494-08-9) → boscalid (188425-85-6)

Guidance literature:

N,N-dimethyl-N'-(2-(4-chlorophenyl)phenyl)urea; In 1,4-dioxane; water; for 20h; Alkaline conditions; Reflux;

2-Chloronicotinoyl chloride; With triethylamine; In tetrahydrofuran; at 20 ℃; for 2h; Sealed tube;

DOI:10.3762/bjoc.12.99

Reference yield: 97.0%

2-Chloronicotinoyl chloride (49609-84-9) + 2-(4-chlorophenyl)aniline (1204-44-0) → boscalid (188425-85-6)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In water; at 20 - 45 ℃; for 16h; Reagent/catalyst;

DOI:10.1021/acs.oprd.9b00455

Reference yield: 96.3%

2-Chloronicotinoyl chloride (49609-84-9) + 4'-chloro-2-acetamidobiphenyl hydrochloride → boscalid (188425-85-6)

Guidance literature:

4'-chloro-2-acetamidobiphenyl hydrochloride; With sodium carbonate; triethylamine; In dichloromethane; at 35 ℃; for 0.5h;

2-Chloronicotinoyl chloride; In dichloromethane; for 8h; Solvent;

upstream raw materials:

2-chloronicotinic acid

2-(4-chlorophenyl)aniline

tert-butyl {4'-chloro-6-[(2-chloropyridine-3-carbonyl)amino]biphen-3-yl}carbamate

2-Chloronicotinoyl chloride

Downstream raw materials:

C₇H₆O₃*C₁₈H₁₂Cl₂N₂O

Refernces

• 1、 -. "Preparation method of acrylamido". Paragraph 0118; 0156; 0159-0160; 0162. . Retrieved 2022/01/04.
• 2、 Takale, Balaram S.,Thakore, Ruchita R.,Mallarapu, Rushil,Gallou, Fabrice,Lipshutz, Bruce H.. "A Sustainable 1-Pot, 3-Step Synthesis of Boscalid Using Part per Million Level Pd Catalysis in Water". . p. 101 - 105. Retrieved 2019/12/30.