Buprofezin

Base Information

• Chemical Name: Buprofezin
• CAS No.: 69327-76-0
• Molecular Formula: C16H23N3OS
• Molecular Weight: 305.444
• European Community (EC) Number: 614-948-3,929-167-6,858-581-9
• UNII: 3B8KGI239I
• DSSTox Substance ID: DTXSID8034401,DTXSID401009368
• Nikkaji Number: J4.391E
• Wikipedia: Buprofezin
• Wikidata: Q106030539,Q27119841,Q2912604
• Metabolomics Workbench ID: 53026
• ChEMBL ID: CHEMBL1891512,CHEMBL3186631
• Mol file: 69327-76-0.mol

Synonyms:2-tert-butylimino-3-isopropyl-5-phenyl-3,4,5,6-tetrahydro-2H-1,3,5-thiadiazin-4-one;Applaud;buprofezin

Chemical Property of Buprofezin

Chemical Property:

• Appearance/Colour: white to pale yellow crystalline powder
• Vapor Pressure: 8.12E-09mmHg at 25°C
• Melting Point: 104-106 °C
• Refractive Index: 1.52-1.522
• Boiling Point: 395 °C at 760 mmHg
• PKA: 3.02±0.20(Predicted)
• Flash Point: 192.7 °C
• PSA: 61.21000
• Density: 1.12 g/cm³
• LogP: 4.18510
• Storage Temp.: 0-6°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: 0.9 mg/L at 20 ºC
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 305.15618354
• Heavy Atom Count: 21
• Complexity: 408

Purity/Quality:

99% ^*data from raw suppliers

Buprofezin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)N1C(=NC(C)(C)C)SCN(C1=O)C2=CC=CC=C2
• Uses: Buprofezin is a insecticide which works as a chitin synthesis inhibitor. Buprofezin is used to control stubborn rice pests and is effective in controlling green leaf hoppers and white back plant hoppe rs for long durations. Insecticide. Buprofezin is a contact and ingested insecticide, active against Homoptera (whiteflies, leafhoppers, scale insects, etc.) in and on citrus, cotton, cucumbers, tomatoes, sweet potatoes, rice, etc.

Technology Process of Buprofezin

There total 3 articles about Buprofezin 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: 92.3%

N-tert-butyl-N'-isopropylthiourea (52599-24-3) + N-Chloromethyl-N-phenylcarbamoyl chloride (52123-54-3) → buprofezin (69327-76-0,953030-84-7)

Guidance literature:

N-Chloromethyl-N-phenylcarbamoyl chloride; With dipotassium peroxodisulfate; 3,6-dimethyl-3,6-dihydroperoxy-4,5-dioxaoctane; at 40 - 45 ℃; Flow reactor; Large scale;

N-tert-butyl-N'-isopropylthiourea; With tetradecyltrimethylammonium chloride; calcium hydroxide; at 15 - 50 ℃; Reagent/catalyst; Temperature; Flow reactor; Large scale;

Reference yield:

N-methylaniline (100-61-8) → buprofezin (69327-76-0,953030-84-7)

Guidance literature:

Multi-step reaction with 3 steps

1: chlorine / chlorobenzene / 40 °C / Green chemistry

2: chlorobenzene / Green chemistry

3: sodium hydrogencarbonate / water; chlorobenzene / 5.5 h / 0 - 30 °C / Green chemistry

With chlorine; sodium hydrogencarbonate; In water; chlorobenzene;

Reference yield:

tert-butyl isothiocyanate (590-42-1) → buprofezin (69327-76-0,953030-84-7)

Guidance literature:

Multi-step reaction with 2 steps

1: chlorobenzene / 1 h / 10 - 30 °C / Green chemistry

2: sodium hydrogencarbonate / water; chlorobenzene / 5.5 h / 0 - 30 °C / Green chemistry

With sodium hydrogencarbonate; In water; chlorobenzene;

upstream raw materials:

tert-butyl isothiocyanate

N-tert-butyl-N'-isopropylthiourea

N-Chloromethyl-N-phenylcarbamoyl chloride

N-methylaniline

Refernces

• 1、 -. "Synthesis method of buprofezin". Paragraph 0045; 0054-0081. . Retrieved 2019/08/03.
• 2、 -. "Buprofenzin process for the preparation of". Paragraph 0010; 0013-0015; 0018-0020; 0023-0025; 0028-0030. . Retrieved 2019/11/28.